estradiol (CHEBI:23965)

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ChEBI Name	estradiol

ChEBI ID	CHEBI:23965

Definition	A 3-hydroxy steroid that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:42364

Supplier Information	ChemicalBook:CB5338946, eMolecules:515191

Download	Molfile XML SDF

Wikipedia	License
Muscimol (also known as agarin or pantherine) is the principal psychoactive constituent of Amanita muscaria and Amanita pantherina. Muscimol is a potent and selective orthosteric agonist for the GABAA receptor and displays sedative-hypnotic, depressant and hallucinogenic psychoactivity. This colorless or white solid is classified as an isoxazole. Muscimol underwent a phase I clinical trial for epilepsy, but drug development was discontinued. Muscimol, an agonist for the GABAA receptor, was able to significantly alleviate pain in its peak effect, recent studies from 2023 show. It has since been federally banned in Australia and is pending FDA review in the United States, but scientists believe it may relieve pain as well as some opioids without much of the risk of addiction associated with opioids.
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Formula

C18H24O2

Net Charge

Average Mass

272.38196

Monoisotopic Mass

272.17763

InChI

InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17?,18+/m1/s1

InChIKey

VOXZDWNPVJITMN-WKUFJEKOSA-N

SMILES

[H][C@]12CC[C@]3(C)C(O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21

Roles Classification
Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). estrogen A hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens.

ChEBI Ontology
Outgoing	estradiol (CHEBI:23965) has parent hydride estrane (CHEBI:23966) estradiol (CHEBI:23965) has role estrogen (CHEBI:50114) estradiol (CHEBI:23965) has role human metabolite (CHEBI:77746) estradiol (CHEBI:23965) is a 17-hydroxy steroid (CHEBI:36838) estradiol (CHEBI:23965) is a 3-hydroxy steroid (CHEBI:36834) estradiol (CHEBI:23965) is a phenolic steroid (CHEBI:177917)

Incoming	17α-ethynylestradiol (CHEBI:4903) has functional parent estradiol (CHEBI:23965) ulipristal acetate (CHEBI:71025) has functional parent estradiol (CHEBI:23965) 17α-estradiol (CHEBI:17160) is a estradiol (CHEBI:23965) 17β-estradiol (CHEBI:16469) is a estradiol (CHEBI:23965)

IUPAC Name

estra-1,3,5(10)-triene-3,17-diol

Synonym	Source
oestradiol	ChEBI

Last Modified

23 September 2021