amabiline (CHEBI:2617)

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ChEBI Name	amabiline

ChEBI ID	CHEBI:2617

Definition	A carboxylic ester obtained by formal condensation of the carboxy group of (2S,3S)-2,3-dihydroxy-2-isopropylbutanoic acid with the hydroxy group of (7aS)-2,3,5,7a-tetrahydropyrrolizin-7-ylmethanol.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H25NO4

Net Charge

Average Mass

283.36330

Monoisotopic Mass

283.17836

InChI

InChI=1S/C15H25NO4/c1-10(2)15(19,11(3)17)14(18)20-9-12-6-8-16-7-4-5-13(12)16/h6,10-11,13,17,19H,4-5,7-9H2,1-3H3/t11-,13-,15-/m0/s1

InChIKey

DRVWTOSBCBKXOR-WHOFXGATSA-N

SMILES

CC(C)[C@](O)([C@H](C)O)C(=O)OCC1=CCN2CCC[C@@H]12

Metabolite of Species	Details
Cynoglossum amabile (NCBI:txid354628)	See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	amabiline (CHEBI:2617) has role plant metabolite (CHEBI:76924) amabiline (CHEBI:2617) is a butyrate ester (CHEBI:50477) amabiline (CHEBI:2617) is a carboxylic ester (CHEBI:33308) amabiline (CHEBI:2617) is a pyrrolizidine alkaloid (CHEBI:64948) amabiline (CHEBI:2617) is a pyrrolizines (CHEBI:38522) amabiline (CHEBI:2617) is a secondary alcohol (CHEBI:35681) amabiline (CHEBI:2617) is a tertiary alcohol (CHEBI:26878)

IUPAC Name

(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-ylmethyl (2S,3S)-2,3-dihydroxy-2-(propan-2-yl)butanoate

Synonyms	Sources
Amabiline	KEGG COMPOUND
Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester	KEGG COMPOUND

Citation	Type	Source
22432912	PubMed citation	Europe PMC

Last Modified

05 February 2015