CHEBI:145661 - bolandiol

ChEBI IDCHEBI:145661
ChEBI Namebolandiol
Stars
DefinitionA 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.
Last Modified11 December 2019
SubmitterAdnan
DownloadsMolfile
FormulaC18H28O2
Net Charge0
Average Mass276.420
Monoisotopic Mass276.20893
SMILES[H][C@@]12CCC3=C[C@@H](O)CC[C@]3([H])[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
InChIInChI=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
InChIKeyCMXKUJNZWYTFJN-XFUVECHXSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
anabolic agent  A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power.
androgen  A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
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.
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.
Application:
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 Relation(s)
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 Relation(s)
bolandiol dipropionate (CHEBI:31297) has functional parent bolandiol (CHEBI:145661)
IUPAC Name 
estr-4-ene-3β,17β-diol
INNs  Source
bolandiolumWHO MedNet
bolandiolWHO MedNet
bolandiolWHO MedNet
bolandiolWHO MedNet
Synonyms  Source
4-norendiolDrugBank
19-nor-4-androstenediolDrugBank
3β,17β-dihydroxyestr-4-eneDrugBank
(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-diolChEBI
19-norandrosta-4-ene-3β,17β-diolChEBI
4-estren-3β,17β-diolChEBI
Manual XrefsDatabases
DB01554DrugBank
BolandiolWikipedia
Registry NumbersSources
CAS:19793-20-5ChemIDplus
Citations