NP-MRD: Showing NP-Card for 16alpha-Acetoxyasclepin (NP0070716)

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Record Information

Version

2.0

Created at

2022-04-28 16:10:14 UTC

Updated at

2022-04-28 16:10:14 UTC

NP-MRD ID

NP0070716

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16alpha-Acetoxyasclepin

Description

(1S,3S,5S,7R,9R,10S,12S,14S,15R,18S,19S,20S,22R,23R)-9-(acetyloxy)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacosan-20-yl acetate belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. 16alpha-Acetoxyasclepin is found in Asclepias curassavica L. . Based on a literature review very few articles have been published on (1S,3S,5S,7R,9R,10S,12S,14S,15R,18S,19S,20S,22R,23R)-9-(acetyloxy)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacosan-20-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218102D          

 45 51  0  0  1  0            999 V2000
    7.0989    2.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2583    1.2563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6370    0.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8563    0.9802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6969    1.7896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3182    2.3324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1587    3.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7800    3.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6206    4.4941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5608    3.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    1.5135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4543    0.7040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2350    0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330    0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523    0.4279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8928    1.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5141    1.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    1.5040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4908    0.9613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6503    0.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4310   -0.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.2279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5507    2.0374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1720    2.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7841    0.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7334    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3547    2.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5375    2.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0390    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
  4 14  1  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 31 33  1  0  0  0  0
 27 34  1  1  0  0  0
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 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
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 24 40  1  1  0  0  0
 23 41  1  1  0  0  0
 17 42  1  1  0  0  0
 42 43  2  0  0  0  0
  5 44  1  6  0  0  0
  2 45  1  1  0  0  0
M  END

     RDKit          3D

 89 95  0  0  0  0  0  0  0  0999 V2000
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    6.0091    1.8503    2.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0891    1.2491    1.4940 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    0.1320    0.7132 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.1680    0.6182   -2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16 62  1  6
M  END


  Mrv1652304282218102D          

 45 51  0  0  1  0            999 V2000
    7.0989    2.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2583    1.2563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6370    0.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8563    0.9802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6969    1.7896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3182    2.3324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1587    3.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7800    3.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6206    4.4941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5608    3.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    1.5135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4543    0.7040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2350    0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330    0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523    0.4279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8928    1.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5141    1.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    1.5040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4908    0.9613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6503    0.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4310   -0.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.2279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5507    2.0374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1720    2.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2684    2.1359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6152    1.3873    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0104    0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.2279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    0.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008    0.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701    2.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892    2.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487    3.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3972    4.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9281    4.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233    3.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3076    2.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841    0.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7334    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3547    2.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5375    2.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0390    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
  4 14  1  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 20 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
 19 26  1  1  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 29  1  0  0  0  0
 28 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 27 34  1  1  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 24 40  1  1  0  0  0
 23 41  1  1  0  0  0
 17 42  1  1  0  0  0
 42 43  2  0  0  0  0
  5 44  1  6  0  0  0
  2 45  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0070716

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](OC(C)=O)[C@]2(O)O[C@H]3C[C@]4(C=O)[C@@H](CC[C@@H]5[C@H]4CC[C@@]4(C)[C@@H]([C@H](C[C@@]54O)OC(C)=O)C4=CC(=O)OC4)C[C@@H]3O[C@@H]2O1

> <INCHI_IDENTIFIER>
InChI=1S/C33H44O12/c1-16-9-26(43-18(3)36)33(39)29(41-16)44-23-11-20-5-6-22-21(31(20,15-34)12-24(23)45-33)7-8-30(4)28(19-10-27(37)40-14-19)25(42-17(2)35)13-32(22,30)38/h10,15-16,20-26,28-29,38-39H,5-9,11-14H2,1-4H3/t16-,20+,21-,22-,23+,24+,25+,26-,28-,29+,30+,31+,32-,33+/m1/s1

> <INCHI_KEY>
WDMVIHZXOHPIHJ-XUJKCMTFSA-N

> <FORMULA>
C33H44O12

> <MOLECULAR_WEIGHT>
632.703

> <EXACT_MASS>
632.283276857

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
66.0316521055712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,5S,7R,9R,10S,12S,14S,15R,18S,19S,20S,22R,23R)-9-(acetyloxy)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosan-20-yl acetate

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.4646078769999993

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.42720976490355

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.818404349332932

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2042020763476566

> <JCHEM_POLAR_SURFACE_AREA>
164.12

> <JCHEM_REFRACTIVITY>
153.37550000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,5S,7R,9R,10S,12S,14S,15R,18S,19S,20S,22R,23R)-9-(acetyloxy)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosan-20-yl acetate

> <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  C   UNK     0      13.251   3.856   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.549   2.345   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.389   1.332   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.932   1.830   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.634   3.341   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.794   4.354   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.496   5.865   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.656   6.878   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.359   8.389   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.113   6.380   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.177   3.838   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.017   2.825   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.315   1.314   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.772   0.816   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.155   0.301   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.698   0.799   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.400   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.560   3.323   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.943   2.808   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.783   1.794   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080   0.283   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.538  -0.214   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.326   2.292   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.028   3.803   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.188   4.816   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.645   4.319   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.501   3.987   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.148   2.590   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.020   1.542   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.659   2.292   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.157   0.835   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.144  -0.325   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.668   0.537   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.251   5.332   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.780   5.516   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.077   7.027   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.475   7.674   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.732   7.777   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -0.604   6.729   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.574   5.275   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.464   0.758   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       5.102   3.821   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       6.262   4.834   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      10.337   4.852   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      15.006   1.847   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   45                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6   11   44                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    4                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19   42                                             
CONECT   18   17   12                                                       
CONECT   19   17   20   26                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   16                                                       
CONECT   23   20   24   29   41                                             
CONECT   24   23   25   27   40                                             
CONECT   25   24   26                                                       
CONECT   26   25   19                                                       
CONECT   27   24   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   23                                                       
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   27   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   34                                                       
CONECT   40   24                                                            
CONECT   41   23                                                            
CONECT   42   17   43                                                       
CONECT   43   42                                                            
CONECT   44    5                                                            
CONECT   45    2                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  102    0
END

View in JSmol

Synonyms

Value	Source
(1S,3S,5S,7R,9R,10S,12S,14S,15R,18S,19S,20S,22R,23R)-9-(Acetyloxy)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0,.0,.0,.0,]pentacosan-20-yl acetic acid	Generator

Chemical Formula

C₃₃H₄₄O₁₂

Average Mass

632.7030 Da

Monoisotopic Mass

632.28328 Da

IUPAC Name

Traditional Name

(1S,3S,5S,7R,9R,10S,12S,14S,15R,18S,19S,20S,22R,23R)-9-(acetyloxy)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosan-20-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](OC(C)=O)[C@]2(O)O[C@H]3C[C@]4(C=O)[C@@H](CC[C@@H]5[C@H]4CC[C@@]4(C)[C@@H]([C@H](C[C@@]54O)OC(C)=O)C4=CC(=O)OC4)C[C@@H]3O[C@@H]2O1

InChI Identifier

InChI=1S/C33H44O12/c1-16-9-26(43-18(3)36)33(39)29(41-16)44-23-11-20-5-6-22-21(31(20,15-34)12-24(23)45-33)7-8-30(4)28(19-10-27(37)40-14-19)25(42-17(2)35)13-32(22,30)38/h10,15-16,20-26,28-29,38-39H,5-9,11-14H2,1-4H3/t16-,20+,21-,22-,23+,24+,25+,26-,28-,29+,30+,31+,32-,33+/m1/s1

InChI Key

WDMVIHZXOHPIHJ-XUJKCMTFSA-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
Asclepias curassavica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
Steroid ester
19-oxosteroid
Oxosteroid
Hydroxysteroid
14-hydroxysteroid
Tricarboxylic acid or derivatives
Oxane
2-furanone
Para-dioxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Dihydrofuran
Cyclic alcohol
Lactone
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.55	ALOGPS
logP	1.46	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	6.82	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	164.12 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	153.38 m³·mol⁻¹	ChemAxon
Polarizability	66.03 Å³	ChemAxon
Number of Rings	7	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

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

162924011

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 16alpha-Acetoxyasclepin (NP0070716)

MOL for NP0070716 (16alpha-Acetoxyasclepin)

3D MOL for NP0070716 (16alpha-Acetoxyasclepin)

3D SDF for NP0070716 (16alpha-Acetoxyasclepin)

3D-SDF for NP0070716 (16alpha-Acetoxyasclepin)

PDB for NP0070716 (16alpha-Acetoxyasclepin)

3D PDB for NP0070716 (16alpha-Acetoxyasclepin)

SMILES for NP0070716 (16alpha-Acetoxyasclepin)

INCHI for NP0070716 (16alpha-Acetoxyasclepin)

Structure for NP0070716 (16alpha-Acetoxyasclepin)

3D Structure for NP0070716 (16alpha-Acetoxyasclepin)