CHEBI:43278 - (1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol

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ChEBI Name (1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol
ChEBI ID CHEBI:43278
ChEBI ASCII Name (1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol
Definition A γ-aminobutyric acid (GABA)-based hapten where a 4-substituted benzoyl group is attached to nitrogen.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H27NO4
Net Charge 0
Average Mass 381.46480
Monoisotopic Mass 381.19401
InChI InChI=1S/C23H27NO4/c25-21-15-19(16-5-2-1-3-6-16)12-13-20(21)17-8-10-18(11-9-17)23(28)24-14-4-7-22(26)27/h1-3,5-6,8-11,19-21,25H,4,7,12-15H2,(H,24,28)(H,26,27)/t19-,20+,21-/m0/s1
InChIKey OBWILOKKNDYPLX-HBMCJLEFSA-N
SMILES O[C@H]1C[C@H](CC[C@@H]1c1ccc(cc1)C(=O)NCCCC(O)=O)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): hapten
Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
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ChEBI Ontology
Outgoing (1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol (CHEBI:43278) has functional parent γ-aminobutyric acid (CHEBI:16865)
(1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol (CHEBI:43278) has role hapten (CHEBI:59174)
(1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol (CHEBI:43278) is a N-acyl-γ-aminobutyric acid (CHEBI:134018)
(1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol (CHEBI:43278) is a cyclohexanols (CHEBI:23480)
(1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol (CHEBI:43278) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
4-{4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]benzamido}butanoic acid
Synonyms Sources
(1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL PDBeChem
4-({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]benzoyl}amino)butanoic acid IUPAC
Manual Xrefs Databases
1AXS PDB
DB07909 DrugBank
HOP PDBeChem
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Citation Waiting for Citations Type Source
9305839 PubMed citation Europe PMC
Last Modified
25 January 2017