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CHEBI:63227 - hapten GNL

ChEBI IDCHEBI:63227
ChEBI Namehapten GNL
Stars
DefinitionAn azabicycloalkane that consists of ecgonine having phenylphosphonyl and alkyl groups attached to the hydroxy and carboxy groups respectively. Used as a transition state analogue of cocaine.
Last Modified21 November 2011
SubmitterSteve
DownloadsMolfile
FormulaC24H35N2O8P
Net Charge0
Average Mass510.524
Monoisotopic Mass510.21310
SMILES[H][C@]12CC[C@]([H])([C@@H](C(=O)OCCCCCC(=O)NCCC(=O)O)[C@@H](OP(=O)(O)c3ccccc3)C1)N2C
InChIInChI=1S/C24H35N2O8P/c1-26-17-11-12-19(26)23(20(16-17)34-35(31,32)18-8-4-2-5-9-18)24(30)33-15-7-3-6-10-21(27)25-14-13-22(28)29/h2,4-5,8-9,17,19-20,23H,3,6-7,10-16H2,1H3,(H,25,27)(H,28,29)(H,31,32)/t17-,19+,20-,23+/m0/s1
InChIKeyXCVMZQUXSKASCG-JBYGMCGMSA-N
Roles Classification
Biological Role:
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.
ChEBI Ontology
Outgoing Relation(s)
hapten GNL (CHEBI:63227) has functional parent ecgonine (CHEBI:4743)
hapten GNL (CHEBI:63227) has role hapten (CHEBI:59174)
hapten GNL (CHEBI:63227) is a azabicycloalkane (CHEBI:38295)
hapten GNL (CHEBI:63227) is a organic phosphonate (CHEBI:37592)
hapten GNL (CHEBI:63227) is a β-alanine derivative (CHEBI:22823)
IUPAC Name 
N-[6-({[(1R,2R,3S,5S)-3-{[hydroxy(phenyl)phosphoryl]oxy}-8-methyl-8-azabicyclo[3.2.1]oct-2-yl]carbonyl}oxy)hexanoyl]-β-alanine
Synonyms  Source
GNL haptenChEBI
GNLChEBI
Registry NumbersSources
Reaxys:8812525Reaxys
Citations