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CHEBI:83079 - chrysopine

Default Structure
ChEBI IDCHEBI:83079
ChEBI Namechrysopine
Stars
DefinitionA spiroketal and δ-lactone resulting from the formal condensation of the carboxy group of L-glutamine with the anomeric hydroxy group of D-fructose and substitution of the 1-hydroxy group of the fructose by the α-amino group of the glutamine. It is found in crown gall tumours induced in chrysanthemums by Agrobacterium tumefaciens.
Last Modified3 October 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC11H18N2O7
Net Charge0
Average Mass290.272
Monoisotopic Mass290.11140
SMILESNC(=O)CC[C@@H]1NCC2(OC[C@@H](O)[C@@H](O)[C@@H]2O)OC1=O
InChIInChI=1S/C11H18N2O7/c12-7(15)2-1-5-10(18)20-11(4-13-5)9(17)8(16)6(14)3-19-11/h5-6,8-9,13-14,16-17H,1-4H2,(H2,12,15)/t5-,6+,8+,9-,11?/m0/s1
InChIKeyKPXUNMNRHZUNAN-NNBAOJFJSA-N
Species of MetaboliteComponentSourceComments
Chrysanthemum (ncbitaxon:13422) root (BTO:0001188) DOI (10.1016/0031-9422(93)00283-L) Found in crown gall tumours induced by the soil bacterium Agrobacterium tumefaciens
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
chrysopine (CHEBI:83079) has functional parent D-fructopyranose (CHEBI:37714)
chrysopine (CHEBI:83079) has functional parent L-glutamine (CHEBI:18050)
chrysopine (CHEBI:83079) has role plant metabolite (CHEBI:76924)
chrysopine (CHEBI:83079) is a amino acid opine (CHEBI:83229)
chrysopine (CHEBI:83079) is a carboxamide (CHEBI:37622)
chrysopine (CHEBI:83079) is a secondary amino compound (CHEBI:50995)
chrysopine (CHEBI:83079) is a spiroketal (CHEBI:72600)
chrysopine (CHEBI:83079) is a triol (CHEBI:27136)
chrysopine (CHEBI:83079) is a δ-lactone (CHEBI:18946)
Incoming Relation(s)
α-chrysopine (CHEBI:83080) is a chrysopine (CHEBI:83079)
β-chrysopine (CHEBI:83081) is a chrysopine (CHEBI:83079)
IUPAC Name 
3-[(3S,9R,10R,11S)-9,10,11-trihydroxy-2-oxo-1,7-dioxa-4-azaspiro[5.5]undec-3-yl]propanamide
Registry NumbersSources
Reaxys:7384218Reaxys
Citations