bolandiol (CHEBI:145661)

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ChEBI Name	bolandiol

ChEBI ID	CHEBI:145661

Definition	A 3β-hydroxy steroid that is estr-4-ene substituted by a β-hydroxy group at positions 3 and 17. It is a synthetic anabolic steroid that is used as a dietary supplement by athletes to enhance performance.

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

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Formula

C18H28O2

Net Charge

Average Mass

276.420

Monoisotopic Mass

276.20893

InChI

InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1

InChIKey

CMXKUJNZWYTFJN-XFUVECHXSA-N

SMILES

C[C@@]12[C@]([C@]3([C@](CC1)([C@@]4(C(CC3)=C[C@H](CC4)O)[H])[H])[H])(CC[C@@H]2O)[H]

Roles Classification
Biological Role(s):	prohormone Any intra-glandular substance that acts as a precursor of a hormone, usually having minimal hormonal effect itself. Prohormones generally help in amplifying the effect of existing hormones. androgen A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors. (via anabolic androgenic steroid ) anabolic agent A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power. (via anabolic androgenic steroid ) hormone Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds. (via steroid hormone )

Application(s):	nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.

ChEBI Ontology
Outgoing	bolandiol (CHEBI:145661) has parent hydride estrane (CHEBI:23966) bolandiol (CHEBI:145661) has role nutraceutical (CHEBI:50733) bolandiol (CHEBI:145661) has role prohormone (CHEBI:71212) bolandiol (CHEBI:145661) is a 17β-hydroxy steroid (CHEBI:35343) bolandiol (CHEBI:145661) is a 3β-hydroxy steroid (CHEBI:36836) bolandiol (CHEBI:145661) is a anabolic androgenic steroid (CHEBI:50786) bolandiol (CHEBI:145661) is a diol (CHEBI:23824)

Incoming	bolandiol dipropionate (CHEBI:31297) has functional parent bolandiol (CHEBI:145661)

IUPAC Name

estr-4-ene-3β,17β-diol

Synonyms	Sources
(1S,3aS,3bR,7S,9aR,9bS,11aS)-11a-methyl-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthrene-1,7-diol	ChEBI
19-nor-4-androstenediol	DrugBank
19-norandrosta-4-ene-3β,17β-diol	ChEBI
19-nortestosterone-3β,17β-diol	ChEBI
3β,17β-dihydroxyestr-4-ene	DrugBank
3β-dihydronandrolone	ChEBI
4-estren-3β,17β-diol	ChEBI
4-norendiol	DrugBank

Registry Number	Type	Source
19793-20-5	CAS Registry Number	ChemIDplus

Last Modified

11 December 2019