12S-Hydroxy-16-heptadecynoic acid
Basic information
- CAS
148019-74-3- Standard SMILES
C#CCCC[C@@H](O)CCCCCCCCCCC(=O)O- InChIKey
HBFCVDJQUPEEIC-MRXNPFEDSA-N- Molecular formula
- C17H30O3
- Average molar mass
- 282.4 g/mol
- Monoisotopic mass
- 282.21949481
Overview
12S-Hydroxy-16-heptadecynoic acid is a long-chain fatty acid.
Names & identifiers
- Preferred name
- 12S-Hydroxy-16-heptadecynoic acid
- IUPAC
- (12S)-12-hydroxyheptadec-16-ynoic acid
- English name
- 12(S)-Hydroxy-16-heptadecynoic acid
- Molecular formula
- C17H30O3
- Molecular weight
- 282.42
Names & synonyms
12S-hydroxy-16-heptadecynoic acidRefChem:1057453148019-74-3(12S)-12-hydroxyheptadec-16-ynoic acid12(S)-hydroxy-16-Heptadecynoic AcidCHEMBL3339016-Heptadecynoic acid, 12-hydroxy-, (S)- (9CI)12-Hydroxy-heptadec-16-ynoic acidLMFA01050146orb1704772SCHEMBL29861036CHEBI:165400
Show more names
12(S)hydroxy16Heptadecynoic Acid,12(S) hydroxy 16 Heptadecynoic Acid
HBFCVDJQUPEEIC-MRXNPFEDSA-NDTXSID401364247HMS3648N1012(S)-ydroxy-16-eptadecynoic acidBDBM50047304(12S)-hydroxy-16-heptadecynoic acidAKOS025294542(S)-12-Hydroxyheptadec-16-ynoic acid
Database identifiers
- CAS
148019-74-3- PubChem CID
- 5282972
- DTXSID
DTXSID401364247- ChEMBL
CHEMBL33390- ChEBI
CHEBI:165400
Properties
Computed structural properties
- XLogP
- 4.7
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 14
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 277
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]
Physicochemical properties
- Boiling point
- 432.8 · 432.8±20.0 °C(Predicted)
- Density
- 0.989 · 0.989±0.06 g/cm3(Predicted)
- solubility
- 50 mg/ml; · DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS pH 7.2: 1 mg/ml
- form
- A crystalline solid
- pka
- 4.78 · 4.78±0.10(Predicted)
Chemistry & industry
Applications
Description12(S)-hydroxy-16-Heptadecynoic acid is a mechanism-based inhibitor of cytochrome P450 ω-hydroxylase. It inhibits prostaglandin ω-hydroxylase with a Ki value of 1.8 μM.
Uses12(S)-Hydroxy-16-heptadecynoic acid ((12S)-12-Hydroxy-15-hexadecynoic acid) is a mechanism-based inhibitor of cytochrome P450 ω-hydroxylase. It inhibits prostaglandin ω-hydroxylase with a Ki value of 1.8 μM.
Additional notes
DefinitionChEBI: 12S-Hydroxy-16-heptadecynoic acid is a long-chain fatty acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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