(20S)-3-Oxopregna-1,4-diene-20-carboxylic acid
Basic information
- CAS
20248-18-4- Standard SMILES
C[C@H](C(=O)O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C- InChIKey
OZESBBVMFLIODA-WAMTXRNCSA-N- Molecular formula
- C22H30O3
- Average molar mass
- 342.5 g/mol
- Monoisotopic mass
- 342.21949481
Overview
3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid is a steroid acid that is 23,24-bisnor-chol-1,4-dien-22-oic acid bearing an additional oxo substituent at position 3. It is a steroid acid and a 3-oxo-Delta(1),Delta(4)-steroid. It is a conjugate acid of a 3-oxo-23,24-bisnorchola-1,4-dien-22-oate(1-). It derives from a hydride of a pregnane.
Names & identifiers
- Preferred name
- (20S)-3-Oxopregna-1,4-diene-20-carboxylic acid
- IUPAC
- (2S)-2-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]propanoic acid
- English name
- 20-carboxy-1,4-pregnadien-3-one
- Molecular formula
- C22H30O3
- Molecular weight
- 342.47
Names & synonyms
20248-18-411-Bcpo20-Carboxy-1,4-pregnadien-3-oneDTXSID401250238(20S)-3-Oxopregna-1,4-diene-20-carboxylic acidRefChem:905777DTXCID3016810443-oxo-23,24-bisnorchola-1,4-dien-22-oic acidSCHEMBL11202717CHEBI:85911(2S)-2-[(1R,3aS,3bS,9aR,9bS,11aS)-9a,11a-Dimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]propanoic acid(2S)-2-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]propanoic acid
Show more names
Progesterone Impurity 54
3-keto-23,24-dinorchola-1,4-dien-22-oic acid3-oxo-23,24-dinorchola-1,4-dien-22-oic acid3-keto-23,24-bisnorchola-1,4-dien-22-oic acidQ27158789Pregna-1,4-diene-20-carboxylic acid, 3-oxo-, (20S)-(S)-2-((8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)propanoic acid
Properties
Computed structural properties
- XLogP
- 5
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 675
Chemistry & industry
Additional notes
DefinitionChEBI: A steroid acid that is 23,24-bisnor-chol-1,4-dien-22-oic acid bearing an additional oxo substituent at position 3.
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