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CHEBI:234306 - 6-AmHap

ChEBI IDCHEBI:234306
ChEBI Name6-AmHap
Stars
DefinitionA morphinane alkaloid that is morphine in which the hydroxy group at position 3 is replaced by a (3-sulfanylpropanoyl)amino group and the 6S-hydroxy group is replaced by an acetylamino group.
Last Modified5 June 2025
SubmitterAdnan
DownloadsMolfile
FormulaC22H27N3O3S
Net Charge0
Average Mass413.543
Monoisotopic Mass413.17731
SMILES[H][C@@]12C=C[C@H](NC(C)=O)[C@@H]3Oc4c(NC(=O)CCS)ccc5c4[C@@]31CCN(C)[C@@H]2C5
InChIInChI=1S/C22H27N3O3S/c1-12(26)23-16-6-4-14-17-11-13-3-5-15(24-18(27)7-10-29)20-19(13)22(14,21(16)28-20)8-9-25(17)2/h3-6,14,16-17,21,29H,7-11H2,1-2H3,(H,23,26)(H,24,27)/t14-,16-,17+,21-,22-/m0/s1
InChIKeyUWFFVPPCMKCFEO-WOIVNALZSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
6-AmHap (CHEBI:234306) has role hapten (CHEBI:59174)
6-AmHap (CHEBI:234306) is a acetamides (CHEBI:22160)
6-AmHap (CHEBI:234306) is a morphinane alkaloid (CHEBI:25418)
6-AmHap (CHEBI:234306) is a organic heteropentacyclic compound (CHEBI:38164)
6-AmHap (CHEBI:234306) is a secondary carboxamide (CHEBI:140325)
6-AmHap (CHEBI:234306) is a tertiary amino compound (CHEBI:50996)
6-AmHap (CHEBI:234306) is a thiol (CHEBI:29256)
IUPAC Name 
N-(6α-acetamido-17-methyl-5α-7,8-didehydro-4,5-epoxymorphinan-3-yl)-3-sulfanylpropanamide
Synonym  Source
6-AmHap haptenChEBI
Citations