NP-MRD: Showing NP-Card for Amurensoside A (NP0080443)

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Record Information

Version

2.0

Created at

2022-04-29 01:27:59 UTC

Updated at

2022-04-29 01:28:00 UTC

NP-MRD ID

NP0080443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Amurensoside A

Description

[(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-12-yl]oxidanesulfonic acid belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. Amurensoside A is found in Asterias rathbuni. Based on a literature review very few articles have been published on [(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-12-yl]oxidanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292203282D          

 44 48  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9323   -0.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1230   -0.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5777   -0.4385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -1.1392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -0.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    0.2622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5528    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    3.1540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3155    2.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    3.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282    3.6924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8345    4.3438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6518    4.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9627    3.4667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4563    2.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391    2.9283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7799    3.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1581    4.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236    5.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  1  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 16 24  1  1  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  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
 29 31  1  0  0  0  0
 28 32  1  1  0  0  0
 33 32  1  1  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
 33 38  1  0  0  0  0
 36 39  1  6  0  0  0
 35 40  1  1  0  0  0
 34 41  1  1  0  0  0
 13 42  1  6  0  0  0
  5 43  1  1  0  0  0
  2 44  1  6  0  0  0
M  END

     RDKit          3D

100104  0  0  0  0  0  0  0  0999 V2000
    3.3444    1.3806   -2.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    1.6446   -1.5116 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6521    3.1533   -1.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494    1.0322   -0.1759 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1018    1.3414    0.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7114    0.9982    0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -0.5099    0.1027 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8269   -1.1759    1.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969   -0.9636   -0.5389 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2171   -0.3933   -1.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9947    0.0968    2.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 85  1  0
 31 86  1  0
 32 87  1  0
 32 88  1  0
 34 89  1  0
 34 90  1  0
 34 91  1  0
 36 92  1  6
 38 93  1  0
 38 94  1  0
 39 95  1  6
 40 96  1  0
 41 97  1  1
 42 98  1  0
 43 99  1  1
 44100  1  0
M  END


  Mrv1652304292203282D          

 44 48  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9323   -0.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1230   -0.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5777   -0.4385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -1.1392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -0.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    0.2622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5528    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    3.1540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3155    2.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    3.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282    3.6924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8345    4.3438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6518    4.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9627    3.4667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4563    2.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391    2.9283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7799    3.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1581    4.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236    5.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  1  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 16 24  1  1  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  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
 29 31  1  0  0  0  0
 28 32  1  1  0  0  0
 33 32  1  1  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
 33 38  1  0  0  0  0
 36 39  1  6  0  0  0
 35 40  1  1  0  0  0
 34 41  1  1  0  0  0
 13 42  1  6  0  0  0
  5 43  1  1  0  0  0
  2 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0080443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H](CC[C@@H](C)[C@@H]1C[C@H](OS(O)(=O)=O)[C@H]2[C@H]3C[C@H](O)[C@H]4C[C@@H](O)CC[C@@]4(C)[C@@H]3CC[C@]12C)O[C@H]1OC[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H56O11S/c1-16(2)25(42-30-29(37)28(36)24(35)15-41-30)7-6-17(3)21-14-26(43-44(38,39)40)27-19-13-23(34)22-12-18(33)8-10-31(22,4)20(19)9-11-32(21,27)5/h16-30,33-37H,6-15H2,1-5H3,(H,38,39,40)/t17-,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,29-,30-,31+,32-/m1/s1

> <INCHI_KEY>
OKAHKEMGGOSBJG-VNCZUGRKSA-N

> <FORMULA>
C32H56O11S

> <MOLECULAR_WEIGHT>
648.85

> <EXACT_MASS>
648.354333797

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
69.8624845614006

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
1.3076794825945073

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.24492533998707

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.1997912613017947

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6909839223684298

> <JCHEM_POLAR_SURFACE_AREA>
183.20999999999998

> <JCHEM_REFRACTIVITY>
160.98660000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-12-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.474  -0.960   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.230  -0.006   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0      -1.078  -0.819   0.000  0.00  0.00           S+0
HETATM   21  O   UNK     0      -0.265  -2.127   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.386  -1.632   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.891   0.489   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.032   6.519   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.138   4.882   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.083   6.098   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.609   5.887   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.189   4.461   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.714   4.250   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.244   3.245   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -6.554   7.103   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -8.079   6.893   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.024   8.108   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.550   7.898   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -11.130   6.471   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -10.185   5.255   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.660   5.466   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -12.656   6.261   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -11.495   9.114   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -8.444   9.535   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   44                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   43                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   18                                                  
CONECT   13   12   14   16   42                                             
CONECT   14   13   15                                                       
CONECT   15   14    7                                                       
CONECT   16   13   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   16   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   32                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   28   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   41                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37   33                                                       
CONECT   39   36                                                            
CONECT   40   35                                                            
CONECT   41   34                                                            
CONECT   42   13                                                            
CONECT   43    5                                                            
CONECT   44    2                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
[(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-Dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-12-yl]oxidanesulfonate	Generator
[(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-Dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-12-yl]oxidanesulphonate	Generator
[(1R,2S,5S,7S,8S,10S,11S,12S,14S,15R)-5,8-Dihydroxy-2,15-dimethyl-14-[(2R,5S)-6-methyl-5-{[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}heptan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-12-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₃₂H₅₆O₁₁S

Average Mass

648.8500 Da

Monoisotopic Mass

648.35433 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)[C@H](CC[C@@H](C)[C@@H]1C[C@H](OS(O)(=O)=O)[C@H]2[C@H]3C[C@H](O)[C@H]4C[C@@H](O)CC[C@@]4(C)[C@@H]3CC[C@]12C)O[C@H]1OC[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C32H56O11S/c1-16(2)25(42-30-29(37)28(36)24(35)15-41-30)7-6-17(3)21-14-26(43-44(38,39)40)27-19-13-23(34)22-12-18(33)8-10-31(22,4)20(19)9-11-32(21,27)5/h16-30,33-37H,6-15H2,1-5H3,(H,38,39,40)/t17-,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,29-,30-,31+,32-/m1/s1

InChI Key

OKAHKEMGGOSBJG-VNCZUGRKSA-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
Asterias rathbuni	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Sulfated steroid skeleton
3-beta-hydroxysteroid
Hydroxysteroid
6-hydroxysteroid
3-hydroxysteroid
O-glycosyl compound
Glycosyl compound
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Oxane
Monosaccharide
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	-0.09	ALOGPS
logP	1.31	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-1.2	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	160.99 m³·mol⁻¹	ChemAxon
Polarizability	69.86 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

162800928

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Amurensoside A (NP0080443)

MOL for NP0080443 (Amurensoside A)

3D MOL for NP0080443 (Amurensoside A)

3D SDF for NP0080443 (Amurensoside A)

3D-SDF for NP0080443 (Amurensoside A)

PDB for NP0080443 (Amurensoside A)

3D PDB for NP0080443 (Amurensoside A)

SMILES for NP0080443 (Amurensoside A)

INCHI for NP0080443 (Amurensoside A)

Structure for NP0080443 (Amurensoside A)

3D Structure for NP0080443 (Amurensoside A)