NP-MRD: Showing NP-Card for Withanamide I (NP0068634)

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Record Information

Version

2.0

Created at

2022-04-28 13:53:07 UTC

Updated at

2022-04-28 13:53:07 UTC

NP-MRD ID

NP0068634

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Withanamide I

Description

(6Z,9Z,17S)-17-hydroxy-N-[2-(5-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]octadeca-6,9-dienimidic acid belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Withanamide I is found in Withania somnifera . Based on a literature review very few articles have been published on (6Z,9Z,17S)-17-hydroxy-N-[2-(5-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]octadeca-6,9-dienimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215532D          

 66 70  0  0  1  0            999 V2000
   -4.2455   -1.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5391   -1.3661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8168   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104   -1.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -1.7372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6817   -1.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -1.7096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7469   -1.2833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310   -0.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0087   -0.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0072    0.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6991    1.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4214    0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -0.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238    1.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    2.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339    1.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039    0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9141    0.2650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542    0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841    1.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643    0.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8044    1.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6145    1.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8846    0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3445   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6145   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -1.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6947   -1.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5048   -2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0449   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8551   -1.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3952   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2053   -1.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7454   -0.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5555   -0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0956   -0.0468    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9057   -0.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8256    0.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565   -2.5344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7788   -2.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6499   -2.9606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3722   -2.5620    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0785   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339   -3.7855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -0.5413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8486   -0.1151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773   -0.1427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9837   -0.5689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9678   -1.3937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6741   -1.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3964   -1.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1028   -1.8475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0869   -2.6724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7932   -3.0986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5155   -2.7000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2219   -3.1262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5315   -1.8751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2538   -1.4765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8251   -1.4489    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8410   -0.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7773   -3.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4837   -4.3497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7060   -0.1703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2933    0.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
  5 44  1  0  0  0  0
 44 45  1  6  0  0  0
 43 46  1  1  0  0  0
  2 47  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
  1 51  1  0  0  0  0
 51 52  1  1  0  0  0
 52 53  1  0  0  0  0
 54 53  1  6  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  0  0  0  0
 59 60  1  1  0  0  0
 59 61  1  0  0  0  0
 54 61  1  0  0  0  0
 61 62  1  6  0  0  0
 56 63  1  1  0  0  0
 63 64  1  0  0  0  0
 50 65  1  1  0  0  0
 49 66  1  6  0  0  0
M  END

     RDKit          3D

138142  0  0  0  0  0  0  0  0999 V2000
   16.3153    3.7274   -0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4381    2.8049   -1.1588 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0296    3.4684   -2.3423 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1820    2.4664   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4479    1.7932    0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1967    0.5305    0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7084   -0.5995    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4343   -1.2767    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1673   -0.4918    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0650   -1.4556    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0988   -1.8278   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8870   -1.3828   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6707   -0.3189   -1.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6858   -0.9748   -0.5082 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1962   -0.7931   -1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5325    1.0129   -1.5075 C   0  0  2  0  0  0  0  0  0  0  0  0
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  -11.7952   -1.4699   -0.5194 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -7.4502   -2.5667   -0.8300 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0975    0.3139    1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282215532D          

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M  END
> <DATABASE_ID>
NP0068634

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](O)CCCCCC\C=C/C\C=C/CCCCC(=O)NCCC1=CNC2=CC=C(O[C@@H]3O[C@@H](CO[C@@H]4O[C@@H](CO[C@@H]5O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]5O)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@@H]3O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C46H72N2O18/c1-26(50)15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-34(51)47-20-19-27-22-48-30-18-17-28(21-29(27)30)63-46-43(60)40(57)37(54)33(66-46)25-62-45-42(59)39(56)36(53)32(65-45)24-61-44-41(58)38(55)35(52)31(23-49)64-44/h2-3,6,8,17-18,21-22,26,31-33,35-46,48-50,52-60H,4-5,7,9-16,19-20,23-25H2,1H3,(H,47,51)/b3-2-,8-6-/t26-,31-,32-,33-,35+,36+,37+,38+,39-,40-,41-,42-,43-,44+,45+,46+/m0/s1

> <INCHI_KEY>
GAHUNWOQRNFUAG-AIQAHIEKSA-N

> <FORMULA>
C46H72N2O18

> <MOLECULAR_WEIGHT>
941.078

> <EXACT_MASS>
940.478013486

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
138

> <JCHEM_AVERAGE_POLARIZABILITY>
100.1174871271319

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6Z,9Z,17S)-17-hydroxy-N-[2-(5-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]octadeca-6,9-dienamide

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
0.37252959833333266

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.198105063246759

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.752913545412715

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6486679661074923

> <JCHEM_POLAR_SURFACE_AREA>
322.8

> <JCHEM_REFRACTIVITY>
236.39020000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6Z,9Z,17S)-17-hydroxy-N-[2-(5-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]octadeca-6,9-dienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0      -7.925  -3.346   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.606  -2.550   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.258  -3.294   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.939  -2.499   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.591  -3.243   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.273  -2.447   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.076  -3.191   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.394  -2.396   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.365  -0.856   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.016  -0.112   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.013   1.428   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.305   2.224   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.653   1.479   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.683  -0.060   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.778   2.532   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.124   3.926   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.596   3.736   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.290   2.241   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.794   0.786   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       7.306   0.495   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       8.314   1.659   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.810   3.114   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.827   1.368   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.835   2.532   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.347   2.241   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.851   0.786   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.843  -0.378   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.347  -1.834   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.859  -2.125   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.363  -3.580   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.876  -3.871   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.884  -2.707   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.396  -2.998   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.404  -1.834   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.917  -2.125   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.925  -0.961   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.437  -1.252   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      24.445  -0.087   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      25.957  -0.378   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      23.941   1.368   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.105  -4.731   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.454  -5.475   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -1.213  -5.527   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.561  -4.782   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -3.880  -5.578   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -1.183  -7.066   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -6.636  -1.010   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -5.317  -0.215   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -7.984  -0.266   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -9.303  -1.062   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -9.273  -2.602   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -10.592  -3.397   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -11.940  -2.653   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -13.259  -3.449   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0     -13.229  -4.988   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0     -14.547  -5.784   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -15.896  -5.040   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0     -17.214  -5.836   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0     -15.925  -3.500   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0     -17.274  -2.756   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0     -14.607  -2.705   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0     -14.637  -1.165   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0     -14.518  -7.324   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0     -15.836  -8.119   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0     -10.651  -0.318   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -8.014   1.273   0.000  0.00  0.00           O+0
CONECT    1    2   51                                                       
CONECT    2    1    3   47                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   44                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41    7   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   46                                                  
CONECT   44   43    5   45                                                  
CONECT   45   44                                                            
CONECT   46   43                                                            
CONECT   47    2   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   66                                                  
CONECT   50   49   51   65                                                  
CONECT   51   50    1   52                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   61                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57   63                                                  
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59   54   62                                                  
CONECT   62   61                                                            
CONECT   63   56   64                                                       
CONECT   64   63                                                            
CONECT   65   50                                                            
CONECT   66   49                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  140    0
END

View in JSmol

Synonyms

Value	Source
(6Z,9Z,17S)-17-Hydroxy-N-[2-(5-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-({[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]octadeca-6,9-dienimidate	Generator

Chemical Formula

C₄₆H₇₂N₂O₁₈

Average Mass

941.0780 Da

Monoisotopic Mass

940.47801 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H](O)CCCCCC\C=C/C\C=C/CCCCC(=O)NCCC1=CNC2=CC=C(O[C@@H]3O[C@@H](CO[C@@H]4O[C@@H](CO[C@@H]5O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]5O)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@@H]3O)C=C12

InChI Identifier

InChI=1S/C46H72N2O18/c1-26(50)15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-34(51)47-20-19-27-22-48-30-18-17-28(21-29(27)30)63-46-43(60)40(57)37(54)33(66-46)25-62-45-42(59)39(56)36(53)32(65-45)24-61-44-41(58)38(55)35(52)31(23-49)64-44/h2-3,6,8,17-18,21-22,26,31-33,35-46,48-50,52-60H,4-5,7,9-16,19-20,23-25H2,1H3,(H,47,51)/b3-2-,8-6-/t26-,31-,32-,33-,35+,36+,37+,38+,39-,40-,41-,42-,43-,44+,45+,46+/m0/s1

InChI Key

GAHUNWOQRNFUAG-AIQAHIEKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Withania somnifera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
Phenolic glycoside
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
3-alkylindole
Indole or derivatives
Indole
Fatty acyl
Benzenoid
Substituted pyrrole
Oxane
Heteroaromatic compound
Pyrrole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Acetal
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.22	ALOGPS
logP	0.37	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	322.8 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	236.39 m³·mol⁻¹	ChemAxon
Polarizability	100.12 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162877706

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Withanamide I (NP0068634)

MOL for NP0068634 (Withanamide I)

3D MOL for NP0068634 (Withanamide I)

3D SDF for NP0068634 (Withanamide I)

3D-SDF for NP0068634 (Withanamide I)

PDB for NP0068634 (Withanamide I)

3D PDB for NP0068634 (Withanamide I)

SMILES for NP0068634 (Withanamide I)

INCHI for NP0068634 (Withanamide I)

Structure for NP0068634 (Withanamide I)

3D Structure for NP0068634 (Withanamide I)