hydroxydione

Also known as 21-hydroxy-5β-pregnane-3,20-dione, 5beta-dihydrodeoxycorticosterone, 5β-dihydrodeoxycorticosterone, 21-hydroxy-5beta-pregnane-3,20-dione

Hydroxydione, as hydroxydione sodium succinate (, , ) (brand names Viadril, Predion, and Presuren), also known as 21-Hydroxy-5β-pregnane-3,20-dione, is a neuroactive steroid which was formerly used as a general anesthetic, but was discontinued due to incidence of thrombophlebitis in patients. It was introduced in 1957, and was the first neuroactive steroid general anesthetic to be introduced for clinical use, an event which was shortly preceded by the observation in 1954 of the sedative properties of progesterone in mice.

In the Vinony graph

Vinony's link graph records 632 inbound references to hydroxydione, and connects out to benzodiazepine drug, alphenal and general anaesthetic.

Vinony files it under 5β-Pregnanes, Diketones and Drugs not assigned an ATC code.

Vinony links it to 7 Wikipedia language editions.

Chemical data

Formula: C21H32O3
Molecular weight: 332.5 g/mol
IUPAC name: (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
SMILES: C[C@]12CCC(=O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C
InChIKey: USPYDUPOCUYHQL-VEVMSBRDSA-N
XLogP: 3.8
Polar surface area: 54.4 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Wikidata facts

Mass: 332.235145
Has use: medication

Show 3 more facts

chemical formula: C₂₁H₃₂O₃
canonical SMILES: CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4C(=O)CO)C
isomeric SMILES: C[C@]12CCC(=O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C

Sources (2)

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