3-Hydroxycyclopent-1-enecarboxylic acid
Basic information
- CAS
867178-11-8- Standard SMILES
O=C(O)C1=CC(O)CC1- InChIKey
VKJGQKRRULDFCI-UHFFFAOYSA-N- Molecular formula
- C6H8O3
- Average molar mass
- 128.13 g/mol
- Monoisotopic mass
- 128.04734411
Overview
binds gamma-hydroxybutyrate receptors; structure in first source
Names & identifiers
- Preferred name
- 3-Hydroxycyclopent-1-enecarboxylic acid
- IUPAC
- 3-hydroxycyclopentene-1-carboxylic acid
- English name
- 1-Cyclopentene-1-carboxylic acid, 3-hydroxy-
- Molecular formula
- C6H8O3
- Molecular weight
- 128.13
Names & synonyms
3-hydroxycyclopent-1-enecarboxylic acidRefChem:911401HOCPCA867178-11-83-Hydroxycyclopent-1-ene-1-carboxylic acid3-hydroxycyclopentene-1-carboxylic acidCHEMBL24313241-Cyclopentene-1-carboxylic acid, 3-hydroxy-starbld00075613-Hydroxy-1-cyclopentene-1-carboxylic acidL7QD6FZ8SForb1703377
Show more names
SCHEMBL21232956DTXSID20617694GLXC-06311BDBM50588620AKOS006386474CS-0109677T24146Q5635434
Database identifiers
- CAS
867178-11-8- PubChem CID
- 21750168
- DTXSID
DTXSID20617694- ChEMBL
CHEMBL2431324- UNII
- L7QD6FZ8SF
- Nikkaji
- J3.251.212G
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 160
Physicochemical properties
- Boiling point
- 318.1 · 318.1±42.0 °C(Predicted)
- Density
- 1.435 · 1.435±0.06 g/cm3(Predicted)
- pka
- 4.79 · 4.79±0.40(Predicted)
- FDA UNII
- 7 QD6FZ8SF · L7QD6FZ8SF
Chemistry & industry
Applications
UsesHOCPCA is a compound with neuroprotective activity that improves sensorimotor function in mice after experimental stroke. HOCPCA selectively binds to the CaMKIIα hub domain, modulates signaling of different CaMKII pools, and alleviates abnormal CaMKII signaling after cerebral ischemia. HOCPCA promotes hippocampal neuronal activity and enhances working memory. HOCPCA also normalizes Thr286 autophosphorylation in the cytoplasm after ischemia and downregulates ischemia-specific expression of active CaMKII enzymatic cleavage fragments. HOCPCA binds to the GHB binding site with 27-fold higher affinity than GHB and has good blood-brain barrier penetration ability[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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