NP-MRD: Showing NP-Card for Perisepiumoside A1 (NP0332102)

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Record Information

Version

2.0

Created at

2023-11-10 08:00:47 UTC

Updated at

2024-09-03 04:18:00 UTC

NP-MRD ID

NP0332102

Natural Product DOI

https://doi.org/10.57994/1248

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Perisepiumoside A1

Description

Perisepiumoside A1 belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Perisepiumoside A1 was first documented in 2023 (PMID: 37820042). Based on a literature review very few articles have been published on Perisepiumoside A1.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11102308002D          

 49 54  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9401   -1.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -0.8483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1356   -0.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528   -0.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4592    0.3415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1483    1.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6547    1.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3438    2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501    3.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719    1.6442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9783    2.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.8800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6000    0.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.2287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5873   -0.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -0.7354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5011    0.0287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5116   -1.2739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6623   -3.0380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 18  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 16  1  0  0  0  0
 25 26  1  1  0  0  0
 27 13  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 11  1  0  0  0  0
 31 32  1  6  0  0  0
  3 33  1  6  0  0  0
  3 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  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
 43 42  1  0  0  0  0
 43 38  1  0  0  0  0
 43 44  1  1  0  0  0
 45 43  1  0  0  0  0
 34 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
  2 48  1  0  0  0  0
 40 49  2  0  0  0  0
M  END


  Mrv2104 11102308002D          

 49 54  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9401   -1.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -0.8483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1356   -0.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528   -0.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4592    0.3415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1483    1.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6547    1.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3438    2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501    3.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719    1.6442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9783    2.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.8800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6000    0.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.2287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5873   -0.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -0.7354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5011    0.0287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5116   -1.2739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7974   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6623   -3.0380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 18  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 16  1  0  0  0  0
 25 26  1  1  0  0  0
 27 13  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 11  1  0  0  0  0
 31 32  1  6  0  0  0
  3 33  1  6  0  0  0
  3 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  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
 43 42  1  0  0  0  0
 43 38  1  0  0  0  0
 43 44  1  1  0  0  0
 45 43  1  0  0  0  0
 34 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
  2 48  1  0  0  0  0
 40 49  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332102

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@@H](C)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H50O12/c1-15(19-6-7-20-18-5-4-16-12-17(35)8-10-32(16,2)21(18)9-11-33(19,20)3)43-31-29(41)27(39)25(37)23(45-31)14-42-30-28(40)26(38)24(36)22(13-34)44-30/h4-5,12,15,18-31,34,36-41H,6-11,13-14H2,1-3H3/t15-,18+,19-,20+,21+,22-,23-,24-,25-,26+,27+,28-,29-,30-,31-,32+,33-/m1/s1

> <INCHI_KEY>
BHMQHAKPSPSJSW-HHAGFKCGSA-N

> <FORMULA>
C33H50O12

> <MOLECULAR_WEIGHT>
638.751

> <EXACT_MASS>
638.33022705

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
68.47315922382664

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3aS,3bS,9aR,9bS,11aS)-9a,11a-dimethyl-1-[(1R)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-1H,2H,3H,3aH,3bH,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one

> <JCHEM_LOGP>
0.03751065100000067

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.432798276877811

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.910559424380336

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083422322401

> <JCHEM_POLAR_SURFACE_AREA>
195.6

> <JCHEM_REFRACTIVITY>
159.6766000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3aS,3bS,9aR,9bS,11aS)-9a,11a-dimethyl-1-[(1R)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-1H,2H,3H,3aH,3bH,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-NOV-23         0                                  
HETATM    1  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       4.215  -4.357   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.257  -5.652   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.676  -4.226   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.622  -3.010   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.041  -1.583   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.986  -0.368   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.512  -0.578   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.457   0.638   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.877   2.064   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.822   3.280   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.242   4.706   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.187   5.922   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.348   3.069   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.293   4.285   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.928   1.643   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.453   1.432   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.983   0.427   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.563  -1.000   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.516  -1.373   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.935   0.054   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.571  -2.589   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.955  -2.378   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.151  -4.015   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.206  -5.231   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       8.783  -4.426   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      10.822  -2.707   0.000  0.00  0.00           H+0
HETATM   36  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0      10.570  -5.671   0.000  0.00  0.00           H+0
HETATM   47  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6   48                                             
CONECT    3    2    4   33   34                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7    8                                             
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   31                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
CONECT   27   13   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   11   32                                                  
CONECT   32   31                                                            
CONECT   33    3                                                            
CONECT   34    3   35   36   45                                             
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   49                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   38   44   45                                             
CONECT   44   43                                                            
CONECT   45   43   34   46   47                                             
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47    2                                                       
CONECT   49   40                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₅₀O₁₂

Average Mass

638.7510 Da

Monoisotopic Mass

638.33023 Da

IUPAC Name

(1S,3aS,3bS,9aR,9bS,11aS)-9a,11a-dimethyl-1-[(1R)-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-1H,2H,3H,3aH,3bH,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@@H](C)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C33H50O12/c1-15(19-6-7-20-18-5-4-16-12-17(35)8-10-32(16,2)21(18)9-11-33(19,20)3)43-31-29(41)27(39)25(37)23(45-31)14-42-30-28(40)26(38)24(36)22(13-34)44-30/h4-5,12,15,18-31,34,36-41H,6-11,13-14H2,1-3H3/t15-,18+,19-,20+,21+,22-,23-,24-,25-,26+,27+,28-,29-,30-,31-,32+,33-/m1/s1

InChI Key

BHMQHAKPSPSJSW-HHAGFKCGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2024-05-03	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C5D5N, experimental)	13817760547@163.com	jinan university	Shu Zhiheng	2023-11-10	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.15468117, C5D5deposition_typeN, simulated)	13817760547@163.com	jinan university	Shu Zhiheng	2024-05-03	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
sepium		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as vitamin d and derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Progestogin-skeleton
Pregnane-skeleton
Oxosteroid
3-oxosteroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
Fatty alcohol
Cyclohexenone
Fatty acyl
Oxane
Monosaccharide
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Cyclic ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
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	0.038	ChemAxon
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	159.68 m³·mol⁻¹	ChemAxon
Polarizability	68.47 Å³	ChemAxon
Number of Rings	6	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shu ZH, Chen M, Li Y, Fan CL, Chen WW, Xin-Sheng Y, Dai Y: C(21) steroidal glycosides from the root bark of Periploca sepium and their NO production inhibitory and cytotoxic activity. Nat Prod Res. 2023 Oct 11:1-7. doi: 10.1080/14786419.2023.2269591. [PubMed:37820042 ]

Showing NP-Card for Perisepiumoside A1 (NP0332102)

MOL for NP0332102 (Perisepiumoside A1)

3D MOL for NP0332102 (Perisepiumoside A1)

3D SDF for NP0332102 (Perisepiumoside A1)

3D-SDF for NP0332102 (Perisepiumoside A1)

PDB for NP0332102 (Perisepiumoside A1)

3D PDB for NP0332102 (Perisepiumoside A1)

SMILES for NP0332102 (Perisepiumoside A1)

INCHI for NP0332102 (Perisepiumoside A1)

Structure for NP0332102 (Perisepiumoside A1)

3D Structure for NP0332102 (Perisepiumoside A1)