N-succinyl norcocaine (CHEBI:234506)

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CHEBI:234506 - N-succinyl norcocaine

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ChEBI ID	CHEBI:234506
ChEBI Name	N-succinyl norcocaine
Stars
ASCII Name	N-succinyl norcocaine
Definition	A tertiary carboxamide resulting from the formal condensation of one of the carboxy groups of succinic acid with the amino group of norcocaine. It is a hapten used in the development of a cocaine conjugate vaccine.
Last Modified	24 June 2025
Submitter	Adnan
Downloads	Molfile

Formula	C20H23NO7
Net Charge	0
Average Mass	389.404
Monoisotopic Mass	389.14745
SMILES	[H][C@]12CC[C@]([H])([C@@H](C(=O)OC)[C@@H](OC(=O)c3ccccc3)C1)N2C(=O)CCC(=O)O
InChI	InChI=1S/C20H23NO7/c1-27-20(26)18-14-8-7-13(21(14)16(22)9-10-17(23)24)11-15(18)28-19(25)12-5-3-2-4-6-12/h2-6,13-15,18H,7-11H2,1H3,(H,23,24)/t13-,14+,15-,18+/m0/s1
InChIKey	JXRRURSUEBIBGP-JTOWHCCKSA-N

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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)
	N-succinyl norcocaine (CHEBI:234506) has functional parent norcocaine (CHEBI:178585)
	N-succinyl norcocaine (CHEBI:234506) has functional parent succinic acid (CHEBI:15741)
	N-succinyl norcocaine (CHEBI:234506) has role hapten (CHEBI:59174)
	N-succinyl norcocaine (CHEBI:234506) is a benzoate ester (CHEBI:36054)
	N-succinyl norcocaine (CHEBI:234506) is a methyl ester (CHEBI:25248)
	N-succinyl norcocaine (CHEBI:234506) is a monocarboxylic acid (CHEBI:25384)
	N-succinyl norcocaine (CHEBI:234506) is a tertiary carboxamide (CHEBI:140326)
	N-succinyl norcocaine (CHEBI:234506) is a tropane alkaloid (CHEBI:37332)

IUPAC Name
4-[(1R,2R,3S,5S)-3-(benzoyloxy)-2-(methoxycarbonyl)-8-azabicyclo[3.2.1]octan-8-yl]-4-oxobutanoic acid

Synonyms	Source
SNC	ChEBI
succinyl norcocaine	ChEBI
4-[(1R,2R,3S,5S)-3-benzoyloxy-2-methoxycarbonyl-8-azabicyclo[3.2.1]octan-8-yl]-4-oxobutanoic acid	ChEBI
succinylnorcocaine	ChEBI

Registry Numbers	Sources
CAS:183793-33-1	ChEBI

Citations