7alpha-Hydroxyandrostenedione
Basic information
- CAS
62-84-0- Standard SMILES
C[C@]12CCC(=O)C=C1C[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12- InChIKey
LFWLQMQUJQUZBD-TYHLISGHSA-N- Molecular formula
- C19H26O3
- Average molar mass
- 302.4 g/mol
- Monoisotopic mass
- 302.18819469
Overview
7alpha-hydroxyandrost-4-ene-3,17-dione is a 17-oxo steroid, a 7alpha-hydroxy steroid, a 3-oxo-Delta(4) steroid and an androstanoid.
Names & identifiers
- Preferred name
- 7alpha-Hydroxyandrostenedione
- IUPAC
- (7R,8R,9S,10R,13S,14S)-7-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
- English name
- 7-hydroxy-4-androstene-3,17-dione
- Molecular formula
- C19H26O3
- Molecular weight
- 302.41
Names & synonyms
7alpha-Hydroxyandrost-4-ene-3,17-dione62-84-07alpha-Hydroxyandrostenedione7-Hydroxy-4-androstene-3,17-dioneCHEBI:277687 alpha-hydroxy-4-androstene-3,17-dioneRefChem:914429(7R,8R,9S,10R,13S,14S)-7-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dioneAndrost-4-ene-3,17-dione, 7-hydroxy-, (7alpha)-7?-HYDROXYANDROSTENEDIONE7-Hydroxyandrost-4-ene-3,17-dione7alpha-Hydroxy-4-androstene-3,17-dione
Show more names
7α-Hydroxyandrostenedione4-ANDROSTEN-7α-OL-3, 17-DIONEAndrost-4-ene-3,17-dione, 7-hydroxy-, (7α)-
7a-hydroxyandrostenedione7a-hydroxy-androstenedioneV7BAA39SRSSCHEMBL1331754CHEMBL4582005DTXSID10977537LFWLQMQUJQUZBD-TYHLISGHSA-NLMST02020071
Database identifiers
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 577
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 240 · 240-245 °C
- Boiling point
- 477.144 · 477.144±45.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.191 · 1.191±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 14.44 · 14.440±0.60(predicted)
- CAS DataBase Reference
- 62 · 62-84-0
- HS Code
- 2937900090 · 2937900090
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 2937900090
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
Uses7α-Hydroxyandrostenedione is a metabolite of of Androstenedione (A637550). 7α-Hydroxyandrostenedione inhibits the transformation of pregnenolone (P712200) to progesterone (P755900) by the Δ5-3β-hydroxy steroid dehydrogenase coupled with the Δ5-Δ4 isomerase in rat testicular microsomal fractions.
Additional notes
DefinitionChEBI: 7alpha-hydroxyandrost-4-ene-3,17-dione is a 7alpha-hydroxy steroid, a 17-oxo steroid, an androstanoid and a 3-oxo-Delta(4) steroid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…