5Alpha-Androst-3-En-17-One

HCID 11807837CAS 14935-81-0
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Basic information

Standard SMILES
C[C@]12CCC=C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChIKey
RJWNCDOWHNLVPF-HKQXQEGQSA-N
Molecular formula
C19H28O
Average molar mass
272.4 g/mol
Monoisotopic mass
272.21401552

Overview

(5alpha)-androst-3-en-17-one is an androstanoid that is (5alpha)-androst-3-ene substituted by an oxo group at position 5. It has a role as a human metabolite. It is a 17-oxo steroid and an androstanoid.

Names & identifiers

Preferred name
5Alpha-Androst-3-En-17-One
IUPAC
(5S,8R,9S,10S,13S,14S)-10,13-dimethyl-1,2,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
English name
Androst-3-en-17-one,(5)
Molecular formula
C19H28O
Molecular weight
272.42

Names & synonyms

14935-81-05alpha-androst-3-en-17-one(5S,8R,9S,10S,13S,14S)-10,13-dimethyl-1,2,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one(5S,8R,9S,10S,13S,14S)-10,13-dimethyl-1,2,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta(a)phenanthren-17-oneRefChem:9135935a-Androst-3-en-17-one(5alpha)-androst-3-en-17-oneRocuronium Bromide Impurity 28CHEMBL1629800(5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-5,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one(5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-5,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one; 5a-Androst-3-en-17-one; (5a)-Androst-3-en-17-one;Rocuronium Impurity 16
Show more names
5α-Androst-3-en-17-oneAndrost-3-en-17-oneRocuronium impurity1264Androst-3-en-17-one, (5α)-Rocuronium Bromide Impurity 2(5S,8R,9S,10S,13S,14S)-10,13-dimethyl3-Androstenone (5α-androst-3-en-17-one)
QR7BMS5XDS5alpha-androst-3-en-oneAndrost-3-en-17-one,(5)(5a)-Androst-3-en-17-oneSCHEMBL10878960CHEBI:86393DTXSID70473247Androst-3-en-17-one, (5alpha)-

Database identifiers

CAS
14935-81-0
PubChem CID
11807837
DTXSID
DTXSID70473247
ChEMBL
CHEMBL1629800
ChEBI
CHEBI:86393
UNII
QR7BMS5XDS
Nikkaji
J81.808I

Properties

Computed structural properties

XLogP
4.9
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
20

Experimental & physicochemical properties

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
Physical DescriptionSolid

Physicochemical properties

Melting point
125 · 125-126 °C(Solv: hexane (110-54-3))
Boiling point
371.6 · 371.6±42.0 °C(Predicted)
Density
1.032 · 1.032±0.06 g/cm3(Predicted)
solubility
Chloroform (Slightly), Dichloromethane (Slightly)
form
Solid
color
White to Off-White

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Applications

Uses(5α)-Androst-3-en-17-one is a new potent steroidal aromatase inhibitor. Aromatase inhibitors are a class of drugs used in the treatment of breast cancer in postmenopausal women and gynecomastia in men

Upstream & downstream products

Downstream products

Suppliers30 total

济南百隆化学有限公司[email protected] · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
成都蓝蜻蜓生物技术有限公司028-87856149; 15208320722 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]

Additional notes

DefinitionChEBI: (5alpha)-androst-3-en-17-one is an androstanoid that is (5alpha)-androst-3-ene substituted by an oxo group at position 5. It has a role as a human metabolite. It is a 17-oxo steroid and an androstanoid.

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