21-Hydroxypregnenolone

ID: ALA1908012

Cas Number: 1164-98-3

PubChem CID: 247020

Product Number: H336274, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H32O3

Molecular Weight: 332.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 21-Hydroxypregnenolone | 21-Hydroxypregnenolone|1164-98-3|NSC-60793|2-hydroxy-1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone|3beta,21-dihydroxypregn-5-en-20-one|(3beta)-3,21-dihydroxypregn-5-en-20-one|CHEMBL1908012|CHEBI:28043|A1L3K6161X|5-Pregnen-3.beta.,21-diol-20-one|Oprea1_642453|UNII-A1L3K6161X|5-Pregnen-3beta,21-diol-20-one|NSC 60793|SCHEMBL1331396|MOIQRAOBRXUWGN-WPWXJNKXSA-N|5-Pregnen-3b,21-diol-2Show More⌵

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO

Standard InChI:  InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h3,14-18,22-23H,4-12H2,1-2H3/t14-,15-,16-,17-,18+,20-,21-/m0/s1

Standard InChI Key:  MOIQRAOBRXUWGN-WPWXJNKXSA-N

Molfile:  

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   -5.7908    3.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2207    3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1908012

   21-Hydroxypregnenolone

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 332.48

Molecular Weight (Monoisotopic): 332.2351

AlogP: 3.49

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.86

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 2.69

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

2. Hamilton NM, Dawson M, Fairweather EE, Hamilton NS, Hitchin JR, James DI, Jones SD, Jordan AM, Lyons AJ, Small HF, Thomson GJ, Waddell ID, Ogilvie DJ..  (2012)  Novel steroid inhibitors of glucose 6-phosphate dehydrogenase.,  55  (9): [PMID:22506561] [10.1021/jm300317k]

Source

Source(1):

• Scientific Literature