17alpha-Hydroxypregnanolone
Basic information
- CAS
570-52-5- Standard SMILES
CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C- InChIKey
LKQDFQLSEHWIRK-UKBVDAKRSA-N- Molecular formula
- C21H34O3
- Average molar mass
- 334.5 g/mol
- Monoisotopic mass
- 334.25079494
Overview
3alpha,17alpha-dihydroxy-5beta-pregnan-20-one is a 17alpha-hydroxy steroid that is 3alpha-hydroxy-5beta-pregnan-20-one carrying an additional hydroxy group at position 17alpha. It has a role as a human urinary metabolite. It is a 17alpha-hydroxy steroid, a corticosteroid hormone, a 3alpha-hydroxy steroid, a 20-oxo steroid and a C21-steroid.
Names & identifiers
- Preferred name
- 17alpha-Hydroxypregnanolone
- IUPAC
- 1-[(3R,5R,8R,9S,10S,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
- English name
- 17-alpha-Hydroxyepipregnanolone
- Molecular formula
- C21H34O3
- Molecular weight
- 334.49
Names & synonyms
570-52-53alpha,17alpha-Dihydroxy-5beta-pregnan-20-one17alpha-Hydroxypregnanolone17-alpha-HydroxypregnanoloneNSC 527595beta-Pregnan-20-one, 3alpha,17alpha-dihydroxy-3-alpha,17-alpha-Dihydroxy-5-beta-pregnan-20-one5-beta-Pregnan-20-one, 3-alpha,17-alpha-dihydroxy-Pregnan-20-one, 3,17-dihydroxy-, (3alpha,5beta)-Pregnan-20-one, 3,17-dihydroxy-, (3-alpha,5-beta)-3.alpha.,17.alpha.-Dihydroxy-5.beta.-pregnan-20-oneRefChem:79276
Show more names
17α-Hydroxypregnanolone5β-PREGNAN-3α, 17-DIOL-20-ONE5B-pregnane-3A-17A-diol-20-one5β-Pregnane-3α,17α-diol-20-one17-alpha-Hydroxyepipregnanolone3α,17α-Dihydroxy-5β-pregnan-20-one5-BETA-PREGNAN-3-BETA, 17-DIOL-20-ONE5-BETA-PREGNAN-3-ALPHA, 17-DIOL-20-ONE5BETA-PREGNAN-3ALPHA,17ALPHA-DIOL-20-ONE
5.beta.-Pregnan-20-one, 3.alpha.,17.alpha.-dihydroxy-Pregnan-20-one, 3,17-dihydroxy-, (3.alpha.,5.beta.)-Pregnan-20-one, 3,17-dihydroxy-, (3alpha,5beta)-(9CI)Pregnan-20-one, 3,17-dihydroxy-, (3-alpha,5-beta)-(9CI)1-[(3R,5R,8R,9S,10S,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanoneCHEBI:34353CHEMBL92890SCHEMBL7979931
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 545
Physicochemical properties
- Melting point
- 213 · 213-216 °C
- Boiling point
- 465.4 · 465.4±20.0 °C(Predicted)
- Density
- 1.123 · 1.123±0.06 g/cm3(Predicted)
- pka
- 13.04 · 13.04±0.70(Predicted)
- WGK Germany
- 3 · 3
- RTECS
- 4381200 · TU4381200
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
- wgk
- 3
- rtecs
- TU4381200
Chemistry & industry
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: 3alpha,17alpha-Dihydroxy-5beta-pregnan-20-one is a corticosteroid hormone.
Related reactions
0 records
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Compound notes
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