NP-MRD: Showing NP-Card for Poststerone (NP0052171)

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Record Information

Version

2.0

Created at

2022-04-27 23:19:31 UTC

Updated at

2022-04-27 23:19:31 UTC

NP-MRD ID

NP0052171

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Poststerone

Description

Poststerone belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Thus, poststerone is considered to be a steroid. Poststerone is found in Cyanotis arachnoidea, Cyathula capitata, Serratula tinctoria and Silene otites. Poststerone was first documented in 2019 (PMID: 31075339). Based on a literature review a small amount of articles have been published on poststerone (PMID: 34207569) (PMID: 33862260) (PMID: 33819630) (PMID: 33261846).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201192D          

 26 29  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  2  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  2  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  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  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  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  0  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  2  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  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 O   0  0  0  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
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   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
    4.7793    2.7844    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  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
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  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
 16 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  6  0  0  0
 12 23  1  1  0  0  0
  5 24  1  6  0  0  0
  2 25  1  6  0  0  0
  1 26  1  6  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.3378   -0.5389    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5581   -1.1895   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9727   -2.2868   -0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3317   -0.6544   -1.0993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5106    0.7678   -1.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360    1.5094   -1.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861    0.3933   -1.1317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0044   -0.2299   -2.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483    0.7203   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025    1.9458   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452    2.1877    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    3.2511    1.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501    1.1916    0.7073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4699    1.5494   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    0.4167   -1.3446 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9076    0.8296   -2.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1914   -0.7341   -0.4871 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1818   -0.2695    0.3972 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0576   -1.2383    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0240   -0.2058    0.6876 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6245   -0.5100    2.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198   -0.4585   -0.1398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0453   -1.4892    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3023   -1.8298   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1273   -0.5630   -0.2483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3263    0.0118    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790    0.5695    0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9049   -0.7901    1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3758   -0.9683    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0791   -1.3413   -1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071    1.2463   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5478    0.6831   -2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3786    2.0883   -0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8894    2.1608   -2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308    0.4744   -3.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4554    2.7482   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961    1.3406    1.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874    2.3905   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651    1.9244   -0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    0.1894   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5242    1.3794   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -1.5506   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010   -0.9196    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946   -1.7436    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6028   -2.0901   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514    0.1642    2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4766   -1.5749    2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554   -0.2410    2.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0482   -0.8936   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914   -2.4468    0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680   -1.1626    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -2.0699   -1.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871   -2.6587    0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    0.5721    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5572   -0.8134    1.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1386    0.7564    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
 25  4  1  0
 25  7  1  0
 22  9  1  0
 20 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  6
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  1
 14 38  1  0
 14 39  1  0
 15 40  1  6
 16 41  1  0
 17 42  1  6
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  6
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
M  END


  Mrv1652304282201192D          

 26 29  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  2  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  2  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  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  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  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  0  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  2  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  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 O   0  0  0  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
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   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
    4.7793    2.7844    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  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
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  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
 16 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  6  0  0  0
 12 23  1  1  0  0  0
  5 24  1  6  0  0  0
  2 25  1  6  0  0  0
  1 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052171

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O5/c1-11(22)12-5-7-21(26)14-8-16(23)15-9-17(24)18(25)10-19(15,2)13(14)4-6-20(12,21)3/h8,12-13,15,17-18,24-26H,4-7,9-10H2,1-3H3/t12-,13+,15+,17-,18+,19-,20-,21-/m1/s1

> <INCHI_KEY>
VNLQNGYIXVTQRR-NQPIQAHSSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.466

> <EXACT_MASS>
362.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.535141683490124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,4S,5R,7R,11S,14S,15R)-14-acetyl-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
0.9395571436666663

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.11842825089876

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.520071251030036

> <JCHEM_PKA_STRONGEST_BASIC>
-3.153288443308088

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
97.13629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,5R,7R,11S,14S,15R)-14-acetyl-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

> <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       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  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.138   4.882   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.032   6.519   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.764   0.984   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.921   5.197   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   24                                             
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   23                                             
CONECT   13   12   14   16   22                                             
CONECT   14   13   15                                                       
CONECT   15   14    7                                                       
CONECT   16   13   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   12                                                       
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   13                                                            
CONECT   23   12                                                            
CONECT   24    5                                                            
CONECT   25    2                                                            
CONECT   26    1                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
(2beta,3beta,5beta)-2,3,14-Trihydroxypregn-7-ene-6,20-dione	Kegg
(2b,3b,5b)-2,3,14-Trihydroxypregn-7-ene-6,20-dione	Generator
(2Β,3β,5β)-2,3,14-trihydroxypregn-7-ene-6,20-dione	Generator

Chemical Formula

C₂₁H₃₀O₅

Average Mass

362.4660 Da

Monoisotopic Mass

362.20932 Da

IUPAC Name

(1R,2R,4S,5R,7R,11S,14S,15R)-14-acetyl-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

Traditional Name

(1R,2R,4S,5R,7R,11S,14S,15R)-14-acetyl-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

CAS Registry Number

Not Available

SMILES

CC(=O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C

InChI Identifier

InChI=1S/C21H30O5/c1-11(22)12-5-7-21(26)14-8-16(23)15-9-17(24)18(25)10-19(15,2)13(14)4-6-20(12,21)3/h8,12-13,15,17-18,24-26H,4-7,9-10H2,1-3H3/t12-,13+,15+,17-,18+,19-,20-,21-/m1/s1

InChI Key

VNLQNGYIXVTQRR-NQPIQAHSSA-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
Cyanotis arachnoidea	LOTUS Database	35616633
Cyathula capitata	Plant	KNApSAcK
Serratula tinctoria	LOTUS Database	35616633
Silene otites	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

20-oxosteroids

Alternative Parents

Substituents

20-oxosteroid
Androgen-skeleton
Androstane-skeleton
3-hydroxy-delta-7-steroid
3-hydroxysteroid
6-oxosteroid
3-beta-hydroxysteroid
2-hydroxysteroid
Hydroxysteroid
14-hydroxysteroid
Delta-7-steroid
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-hydroxy steroid (CHEBI:27709 )
20-oxo steroid (CHEBI:27709 )
6-oxo steroid (CHEBI:27709 )
2beta-hydroxy steroid (CHEBI:27709 )
14alpha-hydroxy steroid (CHEBI:27709 )
phytoecdysteroid (CHEBI:27709 )
pregnane (C08837 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030165 )

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	1.38	ALOGPS
logP	0.94	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.52	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.14 m³·mol⁻¹	ChemAxon
Polarizability	39.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003669

Chemspider ID

390412

KEGG Compound ID

C08837

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441835

PDB ID

Not Available

ChEBI ID

27709

Good Scents ID

Not Available

References

General References

Ambrosio G, Yuliandra T, Wuest B, Mazzarino M, de la Torre X, Botre F, Diel P, Isenmann E, Parr MK: Urinary Elimination of Ecdysterone and Its Metabolites Following a Single-Dose Administration in Humans. Metabolites. 2021 Jun 9;11(6). pii: metabo11060366. doi: 10.3390/metabo11060366. [PubMed:34207569 ]
Balducci C, Dinan L, Guibout L, Foucault AS, Carbonne C, Durand JD, Caradeuc C, Bertho G, Girault JP, Lafont R: The complex metabolism of poststerone in male rats. J Steroid Biochem Mol Biol. 2021 Sep;212:105897. doi: 10.1016/j.jsbmb.2021.105897. Epub 2021 Apr 20. [PubMed:33862260 ]
Dinan L, Balducci C, Guibout L, Foucault AS, Bakrim A, Kumpun S, Girault JP, Tourette C, Dioh W, Dilda PJ, Veillet S, Lafont R: Ecdysteroid metabolism in mammals: The fate of ingested 20-hydroxyecdysone in mice and rats. J Steroid Biochem Mol Biol. 2021 Sep;212:105896. doi: 10.1016/j.jsbmb.2021.105896. Epub 2021 Apr 2. [PubMed:33819630 ]
Savchenko RG, Nove M, Spengler G, Hunyadi A, Parfenova LV: In vitro adjuvant antitumor activity of various classes of semi-synthetic poststerone derivatives. Bioorg Chem. 2021 Jan;106:104485. doi: 10.1016/j.bioorg.2020.104485. Epub 2020 Nov 19. [PubMed:33261846 ]
Savchenko RG, Kostyleva SA, Apaeva AV, Mozgovoj OS, Sauchuk AL, Zhabinskii VN, Mesheryakova ES, Parfenova LV, Odinokov VN: Molecular rearrangements of poststerone derivative steroid core with formation of unique D-homostructures of pregnane and androstane series. Steroids. 2019 Aug;148:28-35. doi: 10.1016/j.steroids.2019.04.007. Epub 2019 May 7. [PubMed:31075339 ]

Showing NP-Card for Poststerone (NP0052171)

MOL for NP0052171 (Poststerone)

3D MOL for NP0052171 (Poststerone)

3D SDF for NP0052171 (Poststerone)

3D-SDF for NP0052171 (Poststerone)

PDB for NP0052171 (Poststerone)

3D PDB for NP0052171 (Poststerone)

SMILES for NP0052171 (Poststerone)

INCHI for NP0052171 (Poststerone)

Structure for NP0052171 (Poststerone)

3D Structure for NP0052171 (Poststerone)