16alpha-Hydroxypregnenolone

ID: ALA1908004

Cas Number: 520-88-7

PubChem CID: 6452574

Max Phase: Preclinical

Molecular Formula: C21H32O3

Molecular Weight: 332.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 16Alpha-Hydroxypregnenolone | 16alpha-hydroxypregnenolone|520-88-7|3beta,16alpha-Dihydroxypregn-5-en-20-one|16-alpha-Hydroxypregnenolone|CHEBI:771|(3beta,16alpha)-3,16-dihydroxypregn-5-en-20-one|1-[(3S,8S,9S,10R,13S,14S,16R,17R)-3,16-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone|16-a-Hydroxypregnenolone|Pregn-5-en-20-one, 3,16-dihydroxy-, (3beta,16alpha)-|5-Pregnen-3-beta,16-alpha-diol-20-one|16-a-Hydroxy-pregnenolone|16 alpha-hydroShow More⌵

Canonical SMILES:  CC(=O)[C@H]1[C@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,23-24H,5-11H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-/m0/s1

Standard InChI Key:  ZAKJZPQDUPCXSD-YRWKUUEZSA-N

Molfile:  

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   -7.6583    2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  4 26  1  1
  1 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1908004

   16alpha-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: 1

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: ┄

CX Basic pKa: ┄

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: 2.48

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]

Source

Source(1):

• Scientific Literature