NP-MRD: Showing NP-Card for (aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B (NP0332144)

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Record Information

Version

1.0

Created at

2023-11-29 04:01:20 UTC

Updated at

2024-04-19 10:01:01 UTC

NP-MRD ID

NP0332144

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11292304012D          

 52 56  0  0  1  0            999 V2000
   -0.2115    0.3927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042    1.1549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4200    1.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0823    2.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    3.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    3.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    3.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876    0.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876   -0.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4845   -0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4949   -1.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783   -0.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1147   -1.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -2.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042   -0.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -0.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -1.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3145   -1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114   -1.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010   -0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -0.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041    0.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4036    2.5600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1901    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7734    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5703    1.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1537    0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5599    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3932    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1796    0.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7630    0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7630   -0.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1796   -1.2390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8639   -0.4768    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4954   -2.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -2.1089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290   -2.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4470   -2.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1268   -3.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546   -1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713   -0.6556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713    0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9744    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7609    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3442    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1411    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546    0.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 17  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 28 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  6  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 37 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 34 52  1  0  0  0  0
 46 52  1  0  0  0  0
M  END


  Mrv2104 11292304012D          

 52 56  0  0  1  0            999 V2000
   -0.2115    0.3927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042    1.1549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4200    1.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0823    2.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    3.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    3.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    3.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876    0.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876   -0.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4845   -0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4949   -1.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783   -0.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1147   -1.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -2.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042   -0.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -0.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -1.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3145   -1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114   -1.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010   -0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -0.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041    0.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4036    2.5600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1901    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7734    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5703    1.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1537    0.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5599    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3932    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1796    0.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7630    0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7630   -0.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1796   -1.2390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8639   -0.4768    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4954   -2.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3133   -2.1089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290   -2.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4470   -2.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1268   -3.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546   -1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713   -0.6556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713    0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9744    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7609    1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640    1.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3442    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1411    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546    0.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 17  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 28 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  6  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 37 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 34 52  1  0  0  0  0
 46 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332144

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(COC(C)=O)COC2=CC(O)=CC=C2C2=C(C1)C=C(OC)C(O)=C2.[H][C@@]1(COC(C)=O)COC2=CC(O)=CC=C2C2=C(C1)C=C(OC)C(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/2C19H20O6/c2*1-11(20)24-9-12-5-13-6-19(23-2)17(22)8-16(13)15-4-3-14(21)7-18(15)25-10-12/h2*3-4,6-8,12,21-22H,5,9-10H2,1-2H3/t2*12-/m11/s1

> <INCHI_KEY>
GECYNIIKWGAZEL-FUKRVRFJSA-N

> <FORMULA>
C38H40O12

> <MOLECULAR_WEIGHT>
688.726

> <EXACT_MASS>
688.251976728

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
35.66774831729303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
bis([(10S)-5,15-dihydroxy-14-methoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaen-10-yl]methyl acetate)

> <JCHEM_LOGP>
2.5934315216666652

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.960291510466467

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.290031264765133

> <JCHEM_PKA_STRONGEST_BASIC>
-4.582241046277155

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
91.44600000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
bis([(10S)-5,15-dihydroxy-14-methoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaen-10-yl]methyl acetate)

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-NOV-23         0                                  
HETATM    1  H   UNK     0      -0.395   0.733   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       0.195   2.156   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.784   3.579   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.154   4.800   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.436   6.223   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.502   7.445   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.963   6.424   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.284   1.067   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.284  -0.473   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.771  -0.872   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.170  -2.359   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.657  -2.758   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.746  -1.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.081  -3.448   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.479  -4.936   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.593  -3.050   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.195  -1.562   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.345  -1.562   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.744  -3.050   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.232  -3.448   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.320  -2.359   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.808  -2.758   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.922  -0.872   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.434  -0.473   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.434   1.067   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.345   2.156   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      17.553   4.779   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      17.155   3.291   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.244   2.202   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      19.731   2.601   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      20.820   1.512   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.845   0.715   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.667   2.893   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.269   1.405   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.358   0.316   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.358  -1.224   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.269  -2.313   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0      14.679  -0.890   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0      15.858  -3.736   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      17.385  -3.937   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      17.974  -5.359   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      19.501  -5.560   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      17.037  -6.581   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      13.729  -2.313   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      12.640  -1.224   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      12.640   0.316   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.152   0.715   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.754   2.202   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       9.266   2.601   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      11.843   3.291   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      13.330   2.893   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      13.729   1.405   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   26                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17    9   16   18                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    2                                                       
CONECT   27   28                                                            
CONECT   28   27   29   33                                                  
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   35                                                       
CONECT   33   28   34                                                       
CONECT   34   33   35   52                                                  
CONECT   35   34   32   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39   44                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   37   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   52                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   34   46                                                  
MASTER        0    0    0    0    0    0    0    0   52    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₄₀O₁₂

Average Mass

688.7260 Da

Monoisotopic Mass

688.25198 Da

IUPAC Name

bis([(10S)-5,15-dihydroxy-14-methoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaen-10-yl]methyl acetate)

Traditional Name

bis([(10S)-5,15-dihydroxy-14-methoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaen-10-yl]methyl acetate)

CAS Registry Number

Not Available

SMILES

[H][C@@]1(COC(C)=O)COC2=CC(O)=CC=C2C2=C(C1)C=C(OC)C(O)=C2.[H][C@@]1(COC(C)=O)COC2=CC(O)=CC=C2C2=C(C1)C=C(OC)C(O)=C2

InChI Identifier

InChI=1S/2C19H20O6/c2*1-11(20)24-9-12-5-13-6-19(23-2)17(22)8-16(13)15-4-3-14(21)7-18(15)25-10-12/h2*3-4,6-8,12,21-22H,5,9-10H2,1-2H3/t2*12-/m11/s1

InChI Key

GECYNIIKWGAZEL-FUKRVRFJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
DEPT NMR	[¹³C, ¹³C] NMR Spectrum (2D, 151 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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	2.59	ChemAxon
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	91.45 m³·mol⁻¹	ChemAxon
Polarizability	35.67 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for (aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B (NP0332144)

MOL for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

3D MOL for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

3D SDF for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

3D-SDF for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

PDB for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

3D PDB for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

SMILES for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

INCHI for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

Structure for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)

3D Structure for NP0332144 ((aR,7S)- and (aS,7S)-7-dehydroxy-di-O-10-methyl-13-acetylprotosappanin B)