3-Epiandrosterone

HCID 225CAS 481-29-8
Substructure searchFind similar structures

Basic information

Standard SMILES
CC12CCC3C(CCC4CC(O)CCC43C)C1CCC2=O
InChIKey
QGXBDMJGAMFCBF-UHFFFAOYSA-N
Molecular formula
C19H30O2
Average molar mass
290.4 g/mol
Monoisotopic mass
290.2245802

Names & identifiers

Preferred name
3-Epiandrosterone
IUPAC
3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
English name
Epiandrosterone
Molecular formula
C19H30O2
Molecular weight
290.45

Names & synonyms

3-Epiandrosterone3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta(a)phenanthren-17-oneRefChem:1067698C19H30O2Androstan-17-one, 3-hydroxy-trans-Androsterone3-Hydroxyandrostan-17-oneAndrosterone, epi-3.beta.-AndrosteroneAndrosterone, (3.beta.)-epi-Androsterone
Show more names
ISOANDROSTERONEEpiA5ALPHA-ANDROSTAN-3BETA-OL-17-ONEAndrostan-17-one, 3-hydroxy-, (3b,5a)-NSC 93996epirosterone3b-Androsterone3β-Androsterone
Androsterone, trans-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one3.beta.-Hydroxyetioallocholan-17-one5.alpha.-Androstan-17-one, 3.beta.-hydroxy-MFCD00064134NCIOpen2_0028775beta-Androstan-3beta-ol-17-one-2,2,3,4,4-d5CHEMBL4744187

Database identifiers

CAS
481-29-8
PubChem CID
225
ChEMBL
CHEMBL4744187

Properties

Computed structural properties

XLogP
3.7
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
21

Physicochemical properties

Melting point
172 · 172-174 °C
alpha
91 · 91 º (c=1, CH3OH)
Boiling point
372.52 °C · 372.52°C (rough estimate)
Density
1.032 · 1.0320 (rough estimate)
refractive index
1.4709 · 1.4709 (estimate)
storage temp.
Refrigerator

Safety & regulation

Safety data

F
21
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29144000
Signal word
Warning
Symbol(GHS)
GHS08

Chemistry & industry

Applications · 2 items

DescriptionEpiandrosterone is a steroid hormone with weak androgenic activity, derived from 5 α-androstane. It is a dehydroepiandrosterone metabolite and an androgen. It is a precursor of testosterone and estradiol with hypolipidemic and anabolic activities.

UsesEpiandrosterone is used for weight loss, to improve athletic performance, to reduce sexual problems, and for many other uses, but there is no good scientific evidence to support its use. Epiandrosterone might also be unsafe.Epiandrosterone is a steroid hormone that is present in normal human urine as a minor constituent , it is a less active 3β-isomer of the androgen Androsterone (A635535). Controlled Substance.

Preparation methods · 1 item

PreparationEpiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone DHEA. Epiandrosterone can also be produced from the natural steroids androstanediol via 17β-hydroxysteroid dehydrogenase or from androstanedione via 3β-hydroxysteroid dehydrogenase.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
Hebei shuoxi biotechnology co. LTD+8613081092107
Additional notes · 1 item

DefinitionChEBI: Epiandrosterone is a 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It has a role as an androgen and a human metabolite. It is a 17-oxo steroid, a 3beta-hydroxy steroid and an androstanoid. It derives from a 5alpha-androstane.

Related reactions

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