16alpha-hydroxydehydroepiandrosterone

Also known as 16alpha-Hydroxydehydroisoandrosterone, 16a-Hydroxydehydroepiandrosterone, (1S,2R,5S,10R,11S,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-one, 16a-Hydroxydehydroandrosterone, 3b,16a-Dihydroxyandrost-5-en-17-one, 3b,16a-Dihydroxy-Androst-5-en-17-one, 16-Hydroxydehydroandrosterone, 16a-Hydroxy-DHEA

16α-Hydroxydehydroepiandrosterone (16α-hydroxy-DHEA or 16α-OH-DHEA) is an endogenous metabolite of dehydroepiandrosterone (DHEA). Both 16α-OH-DHEA and its 3β-sulfate ester, 16α-OH-DHEA-S, are intermediates in the biosynthesis of estriol from dehydroepiandrosterone (DHEA). 16α-OH-DHEA has estrogenic activity.

In the Vinony graph

Vinony's link graph records 675 inbound references to 16alpha-hydroxydehydroepiandrosterone, and connects out to DDT, androstenedione and (+)-catechin.

Vinony files it under Androstanes, Chembox image size set and Estrogens.

Vinony links it to 5 Wikipedia language editions.

Chemical data

Formula: C19H28O3
Molecular weight: 304.4 g/mol
IUPAC name: (3S,8R,9S,10R,13S,14S,16R)-3,16-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
SMILES: C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3C[C@H](C4=O)O)C)O
InChIKey: QQIVKFZWLZJXJT-DNKQKWOHSA-N
XLogP: 2.7
Polar surface area: 57.5 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 304.203845

Show 4 more facts

chemical formula: C₁₉H₂₈O₃
canonical SMILES: CC12CCC(CC1=CCC3C2CCC4(C3CC(C4=O)O)C)O
isomeric SMILES: C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3C[C@H](C4=O)O)C)O
found in taxon: Homo sapiens

Sources (2)

via Wikidata · CC0

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