(5S,8R,9S,10S,13S,14S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
Basic information
- CAS
13611-97-7- Standard SMILES
C#CC1(O)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C- InChIKey
PVHMKHVQVIUQIP-PWGKOOIMSA-N- Molecular formula
- C21H30O2
- Average molar mass
- 314.5 g/mol
- Monoisotopic mass
- 314.2245802
Names & identifiers
- Preferred name
- (5S,8R,9S,10S,13S,14S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
- IUPAC
- (5S,8R,9S,10S,13S,14S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
- English name
- (5S,8R,9S,10S,13S,14S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
- Molecular formula
- C21H30O2
- Molecular weight
- 314.46
Names & synonyms
13611-97-7(5S,8R,9S,10S,13S,14S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-oneCID 19714517-Hydroxy-5-alpha,17-alpha-pregn-20-yn-3-one5-alpha,17-alpha-Pregn-20-yn-3-one, 17-hydroxy-5-alpha-Androstan-17-alpha-ethynyl-17-beta-ol-3-oneHE 3562Pregn-20-yn-3-one, 17-hydroxy-, (5-alpha,17-alpha)-Progesterone Impurity 26(5α,17α)-17-Hydroxypregn-20-yn-3-one
Database identifiers
- CAS
13611-97-7- PubChem CID
- 197145
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 586
Physicochemical properties
- Melting point
- 294 · 294-296 °C (decomp)
- Boiling point
- 428.074 · 428.074±45.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.117 · 1.117±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- solubility
- Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly), Pyridine
- pka
- 13.121 · 13.121±0.60(predicted)
- form
- Solid
- color
- White to Off-White
Chemistry & industry
Applications
DescriptionHE-3562, also known as 5α-Dihydroethisterone and 5α-DHET, is an active metabolite of the formerly clinically used but now-discontinued progestin ethisterone and the experimental and never-marketed hormonal antineoplastic agent ethynylandrostanediol (HE-3235). Its formation from its parent drugs is catalyzed by 5α-reductase in tissues that express the enzyme in high amounts like the liver, skin, hair follicles, and prostate gland. 5α-DHET has significant affinity for steroid hormone receptors and may contribute importantly to the activities of its parent drugs.
Uses(5α,17α)-17-Hydroxypregn-20-yn-3-one is a steroid which exhibits anticancer activity.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…