NP-MRD: Showing NP-Card for Briaexcavatolide M (NP0025542)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 17:38:20 UTC

Updated at

2021-06-29 23:50:34 UTC

NP-MRD ID

NP0025542

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Briaexcavatolide M

Provided By

JEOL Database JEOL Logo

Description

Briaexcavatolide M is found in Briareum excavatum. It was first documented in 2001 (Sung, P.-J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119383D          

 65 68  0  0  0  0            999 V2000
    5.4622    2.2936    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151    1.6613    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.7860    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.2068    0.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938    1.6831    0.7001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9679    2.7362    0.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    2.8494    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.3420   -0.4814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8150    0.8742   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1032    0.6314   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850   -0.1256   -0.0318 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7639    0.4051   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3043    0.6773   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1037   -1.6266   -0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8553   -1.8571   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -2.5984   -2.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -2.6782   -3.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -3.1325   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6766    0.6365 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3439   -2.0820    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -3.2652    1.2874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5005   -2.4373    2.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376   -1.7317    2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3366   -1.0537    3.3026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6375   -2.1078    3.9199 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -1.5290    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.4909    0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1869    0.7647    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9761    0.9733    1.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -4.4543    1.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -4.9419    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787   -6.0147    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -3.9739    0.1430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6498   -3.9122   -0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    2.1086    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637    1.8520    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959    3.3668    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.4724    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    3.6465   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    3.0093   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.7433   -2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329    1.3587   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3583   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0955   -0.1262    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.3464    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.4820   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    0.9803   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -0.2006   -2.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.7834   -0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.3037   -4.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.6786   -4.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152   -3.1314   -3.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -2.5978    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5010   -3.6075    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -2.4980    3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -0.8611    4.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938   -0.1012    3.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -2.3095    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.5198   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    1.5949   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    1.8101    1.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -4.3516   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457   -3.1100   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229   -4.8562   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -3.7605    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 31  1  0  0  0  0
 31 30  1  0  0  0  0
 27 26  2  0  0  0  0
 33 34  1  0  0  0  0
  5 12  1  0  0  0  0
  9 10  1  6  0  0  0
 26 23  1  0  0  0  0
 12 13  1  0  0  0  0
 12 11  1  0  0  0  0
  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
 19 20  1  1  0  0  0
 11  9  1  0  0  0  0
 14 15  1  0  0  0  0
 23 22  2  0  0  0  0
 28 29  1  0  0  0  0
 22 21  1  0  0  0  0
 11 44  1  1  0  0  0
  9  8  1  0  0  0  0
 31 32  2  0  0  0  0
 11 14  1  0  0  0  0
 15 16  1  0  0  0  0
 14 19  1  0  0  0  0
 16 17  1  0  0  0  0
 21 19  1  0  0  0  0
 16 18  2  0  0  0  0
 14 49  1  6  0  0  0
  9 28  1  0  0  0  0
  8  7  1  0  0  0  0
  6  7  1  0  0  0  0
  6  5  1  0  0  0  0
  4  2  1  0  0  0  0
 28 27  1  0  0  0  0
  2  1  1  0  0  0  0
  6  8  1  0  0  0  0
  2  3  2  0  0  0  0
 19 33  1  0  0  0  0
 24 25  1  0  0  0  0
 21 30  1  0  0  0  0
  6 39  1  6  0  0  0
  5 38  1  1  0  0  0
 12 45  1  1  0  0  0
  8 40  1  6  0  0  0
 28 60  1  6  0  0  0
 27 59  1  0  0  0  0
 26 58  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 22 55  1  0  0  0  0
 21 54  1  6  0  0  0
 33 62  1  6  0  0  0
 34 63  1  0  0  0  0
 34 64  1  0  0  0  0
 34 65  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 13 48  1  0  0  0  0
 20 53  1  0  0  0  0
 29 61  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    5.4622    2.2936    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151    1.6613    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.7860    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.2068    0.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938    1.6831    0.7001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9679    2.7362    0.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    2.8494    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.3420   -0.4814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8150    0.8742   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1032    0.6314   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850   -0.1256   -0.0318 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7639    0.4051   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3043    0.6773   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1037   -1.6266   -0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8553   -1.8571   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -2.5984   -2.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -2.6782   -3.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -3.1325   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6766    0.6365 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3439   -2.0820    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -3.2652    1.2874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5005   -2.4373    2.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376   -1.7317    2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3366   -1.0537    3.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375   -2.1078    3.9199 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -1.5290    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.4909    0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1869    0.7647    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9761    0.9733    1.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -4.4543    1.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -4.9419    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787   -6.0147    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -3.9739    0.1430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6498   -3.9122   -0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    2.1086    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637    1.8520    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959    3.3668    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.4724    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    3.6465   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    3.0093   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.7433   -2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329    1.3587   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3583   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0955   -0.1262    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.3464    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.4820   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    0.9803   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -0.2006   -2.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.7834   -0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.3037   -4.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.6786   -4.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152   -3.1314   -3.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -2.5978    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5010   -3.6075    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -2.4980    3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -0.8611    4.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938   -0.1012    3.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -2.3095    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.5198   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    1.5949   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    1.8101    1.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -4.3516   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457   -3.1100   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229   -4.8562   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -3.7605    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 31  1  0
 31 30  1  0
 27 26  2  0
 33 34  1  0
  5 12  1  0
  9 10  1  6
 26 23  1  0
 12 13  1  0
 12 11  1  0
  5  4  1  0
 23 24  1  0
 19 20  1  1
 11  9  1  0
 14 15  1  0
 23 22  2  0
 28 29  1  0
 22 21  1  0
 11 44  1  1
  9  8  1  0
 31 32  2  0
 11 14  1  0
 15 16  1  0
 14 19  1  0
 16 17  1  0
 21 19  1  0
 16 18  2  0
 14 49  1  6
  9 28  1  0
  8  7  1  0
  6  7  1  0
  6  5  1  0
  4  2  1  0
 28 27  1  0
  2  1  1  0
  6  8  1  0
  2  3  2  0
 19 33  1  0
 24 25  1  0
 21 30  1  0
  6 39  1  6
  5 38  1  1
 12 45  1  1
  8 40  1  6
 28 60  1  6
 27 59  1  0
 26 58  1  0
 24 56  1  0
 24 57  1  0
 22 55  1  0
 21 54  1  6
 33 62  1  6
 34 63  1  0
 34 64  1  0
 34 65  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 20 53  1  0
 29 61  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  END


  Mrv1652306192119383D          

 65 68  0  0  0  0            999 V2000
    5.4622    2.2936    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151    1.6613    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.7860    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.2068    0.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938    1.6831    0.7001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9679    2.7362    0.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    2.8494    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.3420   -0.4814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8150    0.8742   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1032    0.6314   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850   -0.1256   -0.0318 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7639    0.4051   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3043    0.6773   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1037   -1.6266   -0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8553   -1.8571   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -2.5984   -2.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -2.6782   -3.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -3.1325   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6766    0.6365 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3439   -2.0820    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -3.2652    1.2874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5005   -2.4373    2.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376   -1.7317    2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3366   -1.0537    3.3026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6375   -2.1078    3.9199 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -1.5290    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.4909    0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1869    0.7647    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9761    0.9733    1.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -4.4543    1.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -4.9419    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787   -6.0147    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -3.9739    0.1430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6498   -3.9122   -0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    2.1086    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637    1.8520    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959    3.3668    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.4724    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    3.6465   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    3.0093   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.7433   -2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329    1.3587   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3583   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0955   -0.1262    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.3464    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.4820   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    0.9803   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -0.2006   -2.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.7834   -0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.3037   -4.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.6786   -4.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152   -3.1314   -3.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -2.5978    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5010   -3.6075    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -2.4980    3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -0.8611    4.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938   -0.1012    3.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -2.3095    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.5198   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    1.5949   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    1.8101    1.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -4.3516   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457   -3.1100   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229   -4.8562   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -3.7605    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 31  1  0  0  0  0
 31 30  1  0  0  0  0
 27 26  2  0  0  0  0
 33 34  1  0  0  0  0
  5 12  1  0  0  0  0
  9 10  1  6  0  0  0
 26 23  1  0  0  0  0
 12 13  1  0  0  0  0
 12 11  1  0  0  0  0
  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
 19 20  1  1  0  0  0
 11  9  1  0  0  0  0
 14 15  1  0  0  0  0
 23 22  2  0  0  0  0
 28 29  1  0  0  0  0
 22 21  1  0  0  0  0
 11 44  1  1  0  0  0
  9  8  1  0  0  0  0
 31 32  2  0  0  0  0
 11 14  1  0  0  0  0
 15 16  1  0  0  0  0
 14 19  1  0  0  0  0
 16 17  1  0  0  0  0
 21 19  1  0  0  0  0
 16 18  2  0  0  0  0
 14 49  1  6  0  0  0
  9 28  1  0  0  0  0
  8  7  1  0  0  0  0
  6  7  1  0  0  0  0
  6  5  1  0  0  0  0
  4  2  1  0  0  0  0
 28 27  1  0  0  0  0
  2  1  1  0  0  0  0
  6  8  1  0  0  0  0
  2  3  2  0  0  0  0
 19 33  1  0  0  0  0
 24 25  1  0  0  0  0
 21 30  1  0  0  0  0
  6 39  1  6  0  0  0
  5 38  1  1  0  0  0
 12 45  1  1  0  0  0
  8 40  1  6  0  0  0
 28 60  1  6  0  0  0
 27 59  1  0  0  0  0
 26 58  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 22 55  1  0  0  0  0
 21 54  1  6  0  0  0
 33 62  1  6  0  0  0
 34 63  1  0  0  0  0
 34 64  1  0  0  0  0
 34 65  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 13 48  1  0  0  0  0
 20 53  1  0  0  0  0
 29 61  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025542

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])\C([H])=C(\[H])/C(=C([H])\[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2(O[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]3([H])O[C@]3([H])[C@]12C([H])([H])[H])/C([H])([H])Cl

> <INCHI_IDENTIFIER>
InChI=1S/C24H31ClO9/c1-10-17-20(32-13(4)27)24(30)11(2)22(29)33-16(24)8-14(9-25)6-7-15(28)23(17,5)21-19(34-21)18(10)31-12(3)26/h6-8,10-11,15-21,28,30H,9H2,1-5H3/b7-6-,14-8+/t10-,11+,15-,16+,17-,18-,19+,20-,21+,23-,24+/m1/s1

> <INCHI_KEY>
LOUKFFGGKRJYCC-VHKAUIPXSA-N

> <FORMULA>
C24H31ClO9

> <MOLECULAR_WEIGHT>
498.95

> <EXACT_MASS>
498.1656603

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
48.93409778512561

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3S,4R,7S,8E,10Z,12R,13S,14R,16S,17R,18R)-2-(acetyloxy)-9-(chloromethyl)-3,12-dihydroxy-4,13,18-trimethyl-5-oxo-6,15-dioxatetracyclo[11.5.0.0^{3,7}.0^{14,16}]octadeca-8,10-dien-17-yl acetate

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
0.8354849893333327

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.230721406269513

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.353668319699853

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1379516202940234

> <JCHEM_POLAR_SURFACE_AREA>
131.89000000000001

> <JCHEM_REFRACTIVITY>
119.10489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,4R,7S,8E,10Z,12R,13S,14R,16S,17R,18R)-2-(acetyloxy)-9-(chloromethyl)-3,12-dihydroxy-4,13,18-trimethyl-5-oxo-6,15-dioxatetracyclo[11.5.0.0^{3,7}.0^{14,16}]octadeca-8,10-dien-17-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    5.4622    2.2936    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151    1.6613    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.7860    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.2068    0.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938    1.6831    0.7001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9679    2.7362    0.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    2.8494    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.3420   -0.4814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8150    0.8742   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1032    0.6314   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850   -0.1256   -0.0318 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7639    0.4051   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3043    0.6773   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1037   -1.6266   -0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8553   -1.8571   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -2.5984   -2.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -2.6782   -3.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -3.1325   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6766    0.6365 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3439   -2.0820    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -3.2652    1.2874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5005   -2.4373    2.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376   -1.7317    2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3366   -1.0537    3.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375   -2.1078    3.9199 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -1.5290    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.4909    0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1869    0.7647    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9761    0.9733    1.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -4.4543    1.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -4.9419    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787   -6.0147    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -3.9739    0.1430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6498   -3.9122   -0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    2.1086    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637    1.8520    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959    3.3668    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.4724    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    3.6465   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    3.0093   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.7433   -2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329    1.3587   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3583   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0955   -0.1262    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.3464    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.4820   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    0.9803   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -0.2006   -2.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.7834   -0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.3037   -4.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.6786   -4.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152   -3.1314   -3.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -2.5978    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5010   -3.6075    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -2.4980    3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -0.8611    4.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938   -0.1012    3.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -2.3095    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.5198   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    1.5949   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    1.8101    1.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -4.3516   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457   -3.1100   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229   -4.8562   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -3.7605    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 31  1  0
 31 30  1  0
 27 26  2  0
 33 34  1  0
  5 12  1  0
  9 10  1  6
 26 23  1  0
 12 13  1  0
 12 11  1  0
  5  4  1  0
 23 24  1  0
 19 20  1  1
 11  9  1  0
 14 15  1  0
 23 22  2  0
 28 29  1  0
 22 21  1  0
 11 44  1  1
  9  8  1  0
 31 32  2  0
 11 14  1  0
 15 16  1  0
 14 19  1  0
 16 17  1  0
 21 19  1  0
 16 18  2  0
 14 49  1  6
  9 28  1  0
  8  7  1  0
  6  7  1  0
  6  5  1  0
  4  2  1  0
 28 27  1  0
  2  1  1  0
  6  8  1  0
  2  3  2  0
 19 33  1  0
 24 25  1  0
 21 30  1  0
  6 39  1  6
  5 38  1  1
 12 45  1  1
  8 40  1  6
 28 60  1  6
 27 59  1  0
 26 58  1  0
 24 56  1  0
 24 57  1  0
 22 55  1  0
 21 54  1  6
 33 62  1  6
 34 63  1  0
 34 64  1  0
 34 65  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 20 53  1  0
 29 61  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       5.462   2.294   1.364  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.115   1.661   1.536  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.864   0.786   2.351  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.234   2.207   0.655  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.894   1.683   0.700  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.968   2.736   0.166  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.274   2.849   0.864  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.344   2.342  -0.481  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.815   0.874  -0.604  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.103   0.631  -2.108  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.285  -0.126  -0.032  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.764   0.405  -0.166  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.304   0.677  -1.584  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.104  -1.627  -0.472  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.855  -1.857  -1.686  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.266  -2.598  -2.664  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.161  -2.678  -3.861  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.830  -3.132  -2.577  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.479  -2.677   0.637  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.344  -2.082   1.622  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.789  -3.265   1.287  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.500  -2.437   2.320  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.638  -1.732   2.147  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.337  -1.054   3.303  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      -4.638  -2.108   3.920  0.00  0.00          Cl+0
HETATM   26  C   UNK     0      -3.237  -1.529   0.841  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.013  -0.491   0.013  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.187   0.765   0.199  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.976   0.973   1.596  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.315  -4.454   1.939  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.746  -4.942   1.231  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.279  -6.015   1.462  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.138  -3.974   0.143  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.650  -3.912  -0.027  0.00  0.00           C+0
HETATM   35  H   UNK     0       5.832   2.109   0.353  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.164   1.852   2.078  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.396   3.367   1.560  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.620   1.472   1.743  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.457   3.647  -0.153  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.781   3.009  -1.215  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.206   0.743  -2.721  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.833   1.359  -2.485  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.519  -0.358  -2.309  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.096  -0.126   1.050  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.439  -0.346   0.259  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.770   1.482  -2.093  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.357   0.980  -1.536  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.284  -0.201  -2.228  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.946  -1.783  -0.711  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.690  -3.304  -4.625  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.316  -1.679  -4.275  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.115  -3.131  -3.581  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.303  -2.598   2.449  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.501  -3.607   0.524  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.086  -2.498   3.325  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.650  -0.861   4.133  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.794  -0.101   3.019  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.933  -2.309   0.532  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.550  -0.520  -0.936  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.831   1.595  -0.122  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.480   1.810   1.685  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.666  -4.352  -0.769  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.946  -3.110  -0.709  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.023  -4.856  -0.439  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.164  -3.761   0.928  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5   12    4    6   38                                             
CONECT    6    7    5    8   39                                             
CONECT    7    8    6                                                       
CONECT    8    9    7    6   40                                             
CONECT    9   10   11    8   28                                             
CONECT   10    9   41   42   43                                             
CONECT   11   12    9   44   14                                             
CONECT   12    5   13   11   45                                             
CONECT   13   12   46   47   48                                             
CONECT   14   15   11   19   49                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   50   51   52                                             
CONECT   18   16                                                            
CONECT   19   20   14   21   33                                             
CONECT   20   19   53                                                       
CONECT   21   22   19   30   54                                             
CONECT   22   23   21   55                                                  
CONECT   23   26   24   22                                                  
CONECT   24   23   25   56   57                                             
CONECT   25   24                                                            
CONECT   26   27   23   58                                                  
CONECT   27   26   28   59                                                  
CONECT   28   29    9   27   60                                             
CONECT   29   28   61                                                       
CONECT   30   31   21                                                       
CONECT   31   33   30   32                                                  
CONECT   32   31                                                            
CONECT   33   31   34   19   62                                             
CONECT   34   33   63   64   65                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    8                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   33                                                            
CONECT   63   34                                                            
CONECT   64   34                                                            
CONECT   65   34                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  136    0
END

RDKit          3D

65 68  0  0  0  0  0  0  0  0999 V2000
    5.4622    2.2936    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1151    1.6613    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    0.7860    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.2068    0.6545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938    1.6831    0.7001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9679    2.7362    0.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2738    2.8494    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.3420   -0.4814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8150    0.8742   -0.6043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1032    0.6314   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850   -0.1256   -0.0318 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7639    0.4051   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3043    0.6773   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1037   -1.6266   -0.4720 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8553   -1.8571   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -2.5984   -2.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -2.6782   -3.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -3.1325   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6766    0.6365 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3439   -2.0820    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -3.2652    1.2874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5005   -2.4373    2.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376   -1.7317    2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3366   -1.0537    3.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375   -2.1078    3.9199 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -1.5290    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.4909    0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1869    0.7647    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9761    0.9733    1.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146   -4.4543    1.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -4.9419    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787   -6.0147    1.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -3.9739    0.1430 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6498   -3.9122   -0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    2.1086    0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637    1.8520    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959    3.3668    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.4724    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    3.6465   -0.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807    3.0093   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.7433   -2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329    1.3587   -2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188   -0.3583   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0955   -0.1262    1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.3464    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695    1.4820   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    0.9803   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843   -0.2006   -2.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.7834   -0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.3037   -4.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.6786   -4.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152   -3.1314   -3.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -2.5978    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5010   -3.6075    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -2.4980    3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -0.8611    4.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7938   -0.1012    3.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9326   -2.3095    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.5198   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    1.5949   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    1.8101    1.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -4.3516   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457   -3.1100   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229   -4.8562   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -3.7605    0.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 31  1  0
 31 30  1  0
 27 26  2  0
 33 34  1  0
  5 12  1  0
  9 10  1  6
 26 23  1  0
 12 13  1  0
 12 11  1  0
  5  4  1  0
 23 24  1  0
 19 20  1  1
 11  9  1  0
 14 15  1  0
 23 22  2  0
 28 29  1  0
 22 21  1  0
 11 44  1  1
  9  8  1  0
 31 32  2  0
 11 14  1  0
 15 16  1  0
 14 19  1  0
 16 17  1  0
 21 19  1  0
 16 18  2  0
 14 49  1  6
  9 28  1  0
  8  7  1  0
  6  7  1  0
  6  5  1  0
  4  2  1  0
 28 27  1  0
  2  1  1  0
  6  8  1  0
  2  3  2  0
 19 33  1  0
 24 25  1  0
 21 30  1  0
  6 39  1  6
  5 38  1  1
 12 45  1  1
  8 40  1  6
 28 60  1  6
 27 59  1  0
 26 58  1  0
 24 56  1  0
 24 57  1  0
 22 55  1  0
 21 54  1  6
 33 62  1  6
 34 63  1  0
 34 64  1  0
 34 65  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 20 53  1  0
 29 61  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₁ClO₉

Average Mass

498.9500 Da

Monoisotopic Mass

498.16566 Da

IUPAC Name

(1S,2R,3S,4R,7S,8E,10Z,12R,13S,14R,16S,17R,18R)-2-(acetyloxy)-9-(chloromethyl)-3,12-dihydroxy-4,13,18-trimethyl-5-oxo-6,15-dioxatetracyclo[11.5.0.0^{3,7}.0^{14,16}]octadeca-8,10-dien-17-yl acetate

Traditional Name

(1S,2R,3S,4R,7S,8E,10Z,12R,13S,14R,16S,17R,18R)-2-(acetyloxy)-9-(chloromethyl)-3,12-dihydroxy-4,13,18-trimethyl-5-oxo-6,15-dioxatetracyclo[11.5.0.0^{3,7}.0^{14,16}]octadeca-8,10-dien-17-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])\C([H])=C(\[H])/C(=C([H])\[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]2(O[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]3([H])O[C@]3([H])[C@]12C([H])([H])[H])/C([H])([H])Cl

InChI Identifier

InChI=1S/C24H31ClO9/c1-10-17-20(32-13(4)27)24(30)11(2)22(29)33-16(24)8-14(9-25)6-7-15(28)23(17,5)21-19(34-21)18(10)31-12(3)26/h6-8,10-11,15-21,28,30H,9H2,1-5H3/b7-6-,14-8+/t10-,11+,15-,16+,17-,18-,19+,20-,21+,23-,24+/m1/s1

InChI Key

LOUKFFGGKRJYCC-VHKAUIPXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Briareum excavatum	JEOL database	Sung, P.-J., et al, J. Nat. Prod. 64, 318 (2001)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.65	ALOGPS
logP	0.84	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	131.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.1 m³·mol⁻¹	ChemAxon
Polarizability	48.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Sung, P.-J., et al. (2001). Sung, P.-J., et al, J. Nat. Prod. 64, 318 (2001). J. Nat. Prod..

Showing NP-Card for Briaexcavatolide M (NP0025542)

MOL for NP0025542 (Briaexcavatolide M)

3D MOL for NP0025542 (Briaexcavatolide M)

3D SDF for NP0025542 (Briaexcavatolide M)

3D-SDF for NP0025542 (Briaexcavatolide M)

PDB for NP0025542 (Briaexcavatolide M)

3D PDB for NP0025542 (Briaexcavatolide M)

SMILES for NP0025542 (Briaexcavatolide M)

INCHI for NP0025542 (Briaexcavatolide M)

Structure for NP0025542 (Briaexcavatolide M)

3D Structure for NP0025542 (Briaexcavatolide M)