Hydroxydione

HCID 257630

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Basic information

CAS: 303-01-5
Standard SMILES: C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=O)CO)CC[C@@H]12
InChIKey: USPYDUPOCUYHQL-VEVMSBRDSA-N
Molecular formula: C21H32O3
Average molar mass: 332.5 g/mol
Monoisotopic mass: 332.23514488

Overview

5beta-dihydrodeoxycorticosterone is a 3-oxo-5beta-steroid formed from 11-deoxycorticosterone by reduction across the C4-C5 double bond. It has a role as a human xenobiotic metabolite. It is a primary alpha-hydroxy ketone, a 3-oxo-5beta-steroid, a 21-hydroxy steroid and a 20-oxo steroid. It is functionally related to an 11-deoxycorticosterone. It derives from a hydride of a 5beta-pregnane.

Names & identifiers

Preferred name: Hydroxydione
IUPAC: (5R,8R,9S,10S,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
English name: hydroxydione
Molecular formula: C21H32O3
Molecular weight: 332.48

Names & synonyms

Hydroxydione303-01-55beta-dihydrodeoxycorticosteroneViadryl21-hydroxy-5beta-pregnane-3,20-dioneB7VFN88375NSC-8600021-Hydroxy-5 alpha-pregnane-3,20-dioneCHEBI:863845 alpha-dihydro-11-DeoxycorticosteronePregnane-3,20-dione, 21-hydroxy-, (5beta)-RefChem:147168

Show more names

Pregnane-3,20-dione, 21-hydroxy-, (5β)-17β-(Hydroxyacetyl)-5β-androstane-3-one

(1S,2S,7R,10R,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo(8.7.0.02,?.011,1?)heptadecan-5-one21-Hydroxy-5beta-pregnan-3,20-dionHydroxydione;(5R,8R,9S,10S,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one21-Hydroxypregnane-3,20-dione #UNII-B7VFN88375NSC 860005b-Dihydrodeoxycorticosterone

Database identifiers

CAS: 303-01-5
PubChem CID: 257630
DTXSID: DTXSID401027269
ChEBI: CHEBI:86384
UNII: B7VFN88375
Nikkaji: J5.485B

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 54.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 24
Formal charge: 0
Complexity: 555

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

FDA UNII: 7 VFN88375 · B7VFN88375

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Endogenous compounds or drugs that affect neuronal excitability through modulation of specific ionotropic receptors (e.g., GABA-A RECEPTORS). Endogenous neurosteroids are steroid hormones de novo synthesized by neurons and glial cells from steroid metabolite precursors (e.g., PREGNENOLONE).