NP-MRD: Showing NP-Card for Caruilignan B (NP0025658)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 17:43:41 UTC

Updated at

2021-06-29 23:50:44 UTC

NP-MRD ID

NP0025658

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Caruilignan B

Provided By

JEOL Database JEOL Logo

Description

Caruilignan B is found in Artemisia caruifolia. It was first documented in 2001 (Ma, C.-m., et al.). Based on a literature review very few articles have been published on 5-[(1S,3aR,4R,6aR)-4-methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119433D          

 57 61  0  0  0  0            999 V2000
   -5.4423    0.3144   -3.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.1775   -2.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    0.1425   -2.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.6049   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.9643   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4681   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1447    2.5932   -0.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    3.7742   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.8132   -0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.4867    0.2250 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7740    0.8787    1.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3099   -0.3915    1.9068 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7816   -0.5899    3.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.4871    3.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7598   -1.6449    4.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.8967    5.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8505   -0.0219    5.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    0.1544    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    0.6185    6.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    0.0418    7.7575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5158   -0.9188    7.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138   -1.4820    1.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9717   -0.0089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3809    0.4074    0.4201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5339    0.8502   -3.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2073    0.3647   -4.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    0.2075   -5.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.7140   -5.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5550   -0.0184   -4.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -0.5223   -5.2640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.9372   -5.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109    1.2639   -4.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5982   -0.4400   -4.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081    0.4919   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    0.7062   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.5581   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388    3.6296   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    4.1132   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.4006    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.8060   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.6521    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.3983    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0764    2.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5670   -2.3347    5.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.8539    4.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.8487    8.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.4542    8.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056   -0.9590   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -1.6596   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.3293    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5110    1.1399   -3.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    1.7868   -5.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.5738   -6.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    0.1560   -5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -2.2000   -5.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.4294   -4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -2.3075   -6.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  0  0  0  0
 21 20  1  0  0  0  0
 17 18  2  0  0  0  0
 15 16  2  0  0  0  0
 26 29  1  0  0  0  0
 18 13  1  0  0  0  0
 24  6  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6  5  1  0  0  0  0
 29  3  2  0  0  0  0
  6  7  1  1  0  0  0
 13 14  2  0  0  0  0
 24 50  1  1  0  0  0
  3  4  1  0  0  0  0
 11 41  1  1  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 26 27  1  0  0  0  0
  4  5  2  0  0  0  0
 29 30  1  0  0  0  0
 17 19  1  0  0  0  0
  3  2  1  0  0  0  0
  5 25  1  0  0  0  0
  2  1  1  0  0  0  0
 25 26  2  0  0  0  0
 30 31  1  0  0  0  0
 16 17  1  0  0  0  0
 27 28  1  0  0  0  0
 16 21  1  0  0  0  0
  7  8  1  0  0  0  0
 19 20  1  0  0  0  0
 14 43  1  0  0  0  0
 15 44  1  0  0  0  0
 18 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
  4 35  1  0  0  0  0
 25 51  1  0  0  0  0
 12 42  1  1  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
 31 55  1  0  0  0  0
 31 56  1  0  0  0  0
 31 57  1  0  0  0  0
 28 52  1  0  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -5.4423    0.3144   -3.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.1775   -2.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    0.1425   -2.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.6049   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.9643   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4681   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1447    2.5932   -0.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    3.7742   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.8132   -0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.4867    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7740    0.8787    1.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3099   -0.3915    1.9068 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7816   -0.5899    3.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.4871    3.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7598   -1.6449    4.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.8967    5.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8505   -0.0219    5.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    0.1544    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    0.6185    6.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    0.0418    7.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5158   -0.9188    7.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138   -1.4820    1.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9717   -0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809    0.4074    0.4201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5339    0.8502   -3.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2073    0.3647   -4.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    0.2075   -5.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.7140   -5.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5550   -0.0184   -4.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -0.5223   -5.2640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.9372   -5.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109    1.2639   -4.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5982   -0.4400   -4.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081    0.4919   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    0.7062   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.5581   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388    3.6296   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    4.1132   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.4006    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.8060   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.6521    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.3983    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0764    2.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5670   -2.3347    5.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.8539    4.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.8487    8.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.4542    8.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056   -0.9590   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -1.6596   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.3293    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5110    1.1399   -3.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    1.7868   -5.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.5738   -6.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    0.1560   -5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -2.2000   -5.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.4294   -4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -2.3075   -6.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 11 24  1  0
 21 20  1  0
 17 18  2  0
 15 16  2  0
 26 29  1  0
 18 13  1  0
 24  6  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
  6  5  1  0
 29  3  2  0
  6  7  1  1
 13 14  2  0
 24 50  1  1
  3  4  1  0
 11 41  1  1
 12 13  1  0
 14 15  1  0
 26 27  1  0
  4  5  2  0
 29 30  1  0
 17 19  1  0
  3  2  1  0
  5 25  1  0
  2  1  1  0
 25 26  2  0
 30 31  1  0
 16 17  1  0
 27 28  1  0
 16 21  1  0
  7  8  1  0
 19 20  1  0
 14 43  1  0
 15 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
  4 35  1  0
 25 51  1  0
 12 42  1  1
 23 48  1  0
 23 49  1  0
 10 39  1  0
 10 40  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
M  END


  Mrv1652306192119433D          

 57 61  0  0  0  0            999 V2000
   -5.4423    0.3144   -3.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.1775   -2.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    0.1425   -2.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.6049   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.9643   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4681   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1447    2.5932   -0.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    3.7742   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.8132   -0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.4867    0.2250 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7740    0.8787    1.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3099   -0.3915    1.9068 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7816   -0.5899    3.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.4871    3.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7598   -1.6449    4.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.8967    5.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8505   -0.0219    5.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    0.1544    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    0.6185    6.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    0.0418    7.7575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5158   -0.9188    7.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138   -1.4820    1.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9717   -0.0089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3809    0.4074    0.4201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5339    0.8502   -3.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2073    0.3647   -4.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    0.2075   -5.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.7140   -5.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5550   -0.0184   -4.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -0.5223   -5.2640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.9372   -5.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109    1.2639   -4.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5982   -0.4400   -4.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081    0.4919   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    0.7062   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.5581   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388    3.6296   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    4.1132   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.4006    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.8060   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.6521    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.3983    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0764    2.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5670   -2.3347    5.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.8539    4.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.8487    8.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.4542    8.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056   -0.9590   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -1.6596   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.3293    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5110    1.1399   -3.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    1.7868   -5.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.5738   -6.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    0.1560   -5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -2.2000   -5.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.4294   -4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -2.3075   -6.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 24  1  0  0  0  0
 21 20  1  0  0  0  0
 17 18  2  0  0  0  0
 15 16  2  0  0  0  0
 26 29  1  0  0  0  0
 18 13  1  0  0  0  0
 24  6  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6  5  1  0  0  0  0
 29  3  2  0  0  0  0
  6  7  1  1  0  0  0
 13 14  2  0  0  0  0
 24 50  1  1  0  0  0
  3  4  1  0  0  0  0
 11 41  1  1  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 26 27  1  0  0  0  0
  4  5  2  0  0  0  0
 29 30  1  0  0  0  0
 17 19  1  0  0  0  0
  3  2  1  0  0  0  0
  5 25  1  0  0  0  0
  2  1  1  0  0  0  0
 25 26  2  0  0  0  0
 30 31  1  0  0  0  0
 16 17  1  0  0  0  0
 27 28  1  0  0  0  0
 16 21  1  0  0  0  0
  7  8  1  0  0  0  0
 19 20  1  0  0  0  0
 14 43  1  0  0  0  0
 15 44  1  0  0  0  0
 18 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
  4 35  1  0  0  0  0
 25 51  1  0  0  0  0
 12 42  1  1  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
 31 55  1  0  0  0  0
 31 56  1  0  0  0  0
 31 57  1  0  0  0  0
 28 52  1  0  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  8 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025658

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2OC([H])([H])OC2=C([H])C(=C1[H])[C@@]1([H])OC([H])([H])[C@@]2([H])[C@]1([H])C([H])([H])O[C@@]2(OC([H])([H])[H])C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O8/c1-24-19-8-14(9-20(25-2)22(19)26-3)23(27-4)16-11-28-21(15(16)10-31-23)13-5-6-17-18(7-13)30-12-29-17/h5-9,15-16,21H,10-12H2,1-4H3/t15-,16-,21+,23-/m0/s1

> <INCHI_KEY>
RQWOTJIYANUWKC-QQGMGGKWSA-N

> <FORMULA>
C23H26O8

> <MOLECULAR_WEIGHT>
430.453

> <EXACT_MASS>
430.162767797

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.148983551429076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1S,3aR,4R,6aR)-4-methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.9090665456666676

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6824312463115345

> <JCHEM_POLAR_SURFACE_AREA>
73.84000000000002

> <JCHEM_REFRACTIVITY>
109.3802

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1S,3aR,4R,6aR)-4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -5.4423    0.3144   -3.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.1775   -2.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    0.1425   -2.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.6049   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.9643   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4681   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1447    2.5932   -0.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    3.7742   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.8132   -0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.4867    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7740    0.8787    1.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3099   -0.3915    1.9068 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7816   -0.5899    3.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.4871    3.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7598   -1.6449    4.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.8967    5.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8505   -0.0219    5.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    0.1544    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    0.6185    6.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    0.0418    7.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5158   -0.9188    7.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138   -1.4820    1.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9717   -0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809    0.4074    0.4201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5339    0.8502   -3.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2073    0.3647   -4.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    0.2075   -5.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.7140   -5.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5550   -0.0184   -4.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -0.5223   -5.2640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.9372   -5.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109    1.2639   -4.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5982   -0.4400   -4.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081    0.4919   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    0.7062   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.5581   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388    3.6296   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    4.1132   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.4006    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.8060   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.6521    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.3983    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0764    2.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5670   -2.3347    5.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.8539    4.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.8487    8.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.4542    8.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056   -0.9590   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -1.6596   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.3293    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5110    1.1399   -3.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    1.7868   -5.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.5738   -6.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    0.1560   -5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -2.2000   -5.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.4294   -4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -2.3075   -6.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 11 24  1  0
 21 20  1  0
 17 18  2  0
 15 16  2  0
 26 29  1  0
 18 13  1  0
 24  6  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
  6  5  1  0
 29  3  2  0
  6  7  1  1
 13 14  2  0
 24 50  1  1
  3  4  1  0
 11 41  1  1
 12 13  1  0
 14 15  1  0
 26 27  1  0
  4  5  2  0
 29 30  1  0
 17 19  1  0
  3  2  1  0
  5 25  1  0
  2  1  1  0
 25 26  2  0
 30 31  1  0
 16 17  1  0
 27 28  1  0
 16 21  1  0
  7  8  1  0
 19 20  1  0
 14 43  1  0
 15 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
  4 35  1  0
 25 51  1  0
 12 42  1  1
 23 48  1  0
 23 49  1  0
 10 39  1  0
 10 40  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
  8 36  1  0
  8 37  1  0
  8 38  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      -5.442   0.314  -3.723  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.547  -0.178  -2.727  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.234   0.143  -2.951  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.540   0.605  -1.832  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.184   0.964  -1.915  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.455   1.468  -0.676  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.145   2.593  -0.107  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.078   3.774  -0.896  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.919   1.813  -0.933  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.704   1.487   0.225  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.774   0.879   1.266  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.310  -0.392   1.907  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.782  -0.590   3.317  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.275  -1.487   3.605  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.760  -1.645   4.908  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.176  -0.897   5.905  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.851  -0.022   5.643  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.349   0.154   4.369  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.286   0.619   6.760  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.417   0.042   7.758  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.516  -0.919   7.221  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.914  -1.482   1.053  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.093  -0.972  -0.009  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.381   0.407   0.420  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.534   0.850  -3.158  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.207   0.365  -4.285  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.641   0.208  -5.524  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.673   0.714  -5.713  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.555  -0.018  -4.165  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.210  -0.522  -5.264  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.026  -1.937  -5.325  0.00  0.00           C+0
HETATM   32  H   UNK     0      -5.111   1.264  -4.158  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.598  -0.440  -4.499  0.00  0.00           H+0
HETATM   34  H   UNK     0      -6.408   0.492  -3.239  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.074   0.706  -0.888  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.634   4.558  -0.374  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.539   3.630  -1.877  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.044   4.113  -1.009  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.177   2.401   0.598  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.500   0.806  -0.094  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.480   1.652   1.985  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.406  -0.398   1.954  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.724  -2.076   2.807  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.567  -2.335   5.126  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.161   0.854   4.197  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.149   0.849   8.238  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.034  -0.454   8.515  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.706  -0.959  -0.917  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.742  -1.660  -0.176  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.299   0.329   1.016  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.511   1.140  -3.220  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.721   1.787  -5.499  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.937   0.574  -6.766  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.399   0.156  -5.113  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.971  -2.200  -5.458  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.431  -2.429  -4.434  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.577  -2.308  -6.195  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    3    1                                                       
CONECT    3   29    4    2                                                  
CONECT    4    3    5   35                                                  
CONECT    5    6    4   25                                                  
CONECT    6   24    9    5    7                                             
CONECT    7    6    8                                                       
CONECT    8    7   36   37   38                                             
CONECT    9    6   10                                                       
CONECT   10    9   11   39   40                                             
CONECT   11   12   24   10   41                                             
CONECT   12   11   22   13   42                                             
CONECT   13   18   14   12                                                  
CONECT   14   13   15   43                                                  
CONECT   15   16   14   44                                                  
CONECT   16   15   17   21                                                  
CONECT   17   18   19   16                                                  
CONECT   18   17   13   45                                                  
CONECT   19   17   20                                                       
CONECT   20   21   19   46   47                                             
CONECT   21   20   16                                                       
CONECT   22   12   23                                                       
CONECT   23   22   24   48   49                                             
CONECT   24   23   11    6   50                                             
CONECT   25    5   26   51                                                  
CONECT   26   29   27   25                                                  
CONECT   27   26   28                                                       
CONECT   28   27   52   53   54                                             
CONECT   29   26    3   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   55   56   57                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    4                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38    8                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   18                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   25                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
CONECT   54   28                                                            
CONECT   55   31                                                            
CONECT   56   31                                                            
CONECT   57   31                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  122    0
END

RDKit          3D

57 61  0  0  0  0  0  0  0  0999 V2000
   -5.4423    0.3144   -3.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.1775   -2.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    0.1425   -2.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.6049   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.9643   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4545    1.4681   -0.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1447    2.5932   -0.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    3.7742   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190    1.8132   -0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.4867    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7740    0.8787    1.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3099   -0.3915    1.9068 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7816   -0.5899    3.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.4871    3.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7598   -1.6449    4.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -0.8967    5.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8505   -0.0219    5.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495    0.1544    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    0.6185    6.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    0.0418    7.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5158   -0.9188    7.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138   -1.4820    1.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927   -0.9717   -0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3809    0.4074    0.4201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5339    0.8502   -3.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2073    0.3647   -4.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    0.2075   -5.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    0.7140   -5.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5550   -0.0184   -4.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -0.5223   -5.2640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.9372   -5.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109    1.2639   -4.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5982   -0.4400   -4.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081    0.4919   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    0.7062   -0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341    4.5581   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388    3.6296   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    4.1132   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.4006    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.8060   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.6521    1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.3983    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235   -2.0764    2.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5670   -2.3347    5.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1608    0.8539    4.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.8487    8.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.4542    8.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7056   -0.9590   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418   -1.6596   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.3293    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5110    1.1399   -3.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    1.7868   -5.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.5738   -6.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    0.1560   -5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -2.2000   -5.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.4294   -4.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773   -2.3075   -6.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 11 24  1  0
 21 20  1  0
 17 18  2  0
 15 16  2  0
 26 29  1  0
 18 13  1  0
 24  6  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
  6  5  1  0
 29  3  2  0
  6  7  1  1
 13 14  2  0
 24 50  1  1
  3  4  1  0
 11 41  1  1
 12 13  1  0
 14 15  1  0
 26 27  1  0
  4  5  2  0
 29 30  1  0
 17 19  1  0
  3  2  1  0
  5 25  1  0
  2  1  1  0
 25 26  2  0
 30 31  1  0
 16 17  1  0
 27 28  1  0
 16 21  1  0
  7  8  1  0
 19 20  1  0
 14 43  1  0
 15 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
  4 35  1  0
 25 51  1  0
 12 42  1  1
 23 48  1  0
 23 49  1  0
 10 39  1  0
 10 40  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(1R)-1a-(3,4,5-Trimethoxyphenyl)-1-methoxy-4b-(1,3-benzodioxole-5-yl)-3abeta,4,6,6abeta-tetrahydro-1H,3H-furo[3,4-c]furan	Generator
(1R)-1Α-(3,4,5-trimethoxyphenyl)-1-methoxy-4β-(1,3-benzodioxole-5-yl)-3abeta,4,6,6abeta-tetrahydro-1H,3H-furo[3,4-c]furan	Generator

Chemical Formula

C₂₃H₂₆O₈

Average Mass

430.4530 Da

Monoisotopic Mass

430.16277 Da

IUPAC Name

5-[(1S,3aR,4R,6aR)-4-methoxy-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

Traditional Name

5-[(1S,3aR,4R,6aR)-4-methoxy-4-(3,4,5-trimethoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

CAS Registry Number

Not Available

SMILES

[H]C1=C2OC([H])([H])OC2=C([H])C(=C1[H])[C@@]1([H])OC([H])([H])[C@@]2([H])[C@]1([H])C([H])([H])O[C@@]2(OC([H])([H])[H])C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C23H26O8/c1-24-19-8-14(9-20(25-2)22(19)26-3)23(27-4)16-11-28-21(15(16)10-31-23)13-5-6-17-18(7-13)30-12-29-17/h5-9,15-16,21H,10-12H2,1-4H3/t15-,16-,21+,23-/m0/s1

InChI Key

RQWOTJIYANUWKC-QQGMGGKWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Artemisia carvifolia	JEOL database	Ma, C.-m., et al, Chem. Pharm. Bull. 49, 183 (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	2.67	ALOGPS
logP	2.91	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	73.84 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.38 m³·mol⁻¹	ChemAxon
Polarizability	45.15 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8540830

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10365381

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ma, C.-m., et al. (2001). Ma, C.-m., et al, Chem. Pharm. Bull. 49, 183 (2001). Chem. Pharm. Bull..

Showing NP-Card for Caruilignan B (NP0025658)

MOL for NP0025658 (Caruilignan B)

3D MOL for NP0025658 (Caruilignan B)

3D SDF for NP0025658 (Caruilignan B)

3D-SDF for NP0025658 (Caruilignan B)

PDB for NP0025658 (Caruilignan B)

3D PDB for NP0025658 (Caruilignan B)

SMILES for NP0025658 (Caruilignan B)

INCHI for NP0025658 (Caruilignan B)

Structure for NP0025658 (Caruilignan B)

3D Structure for NP0025658 (Caruilignan B)