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CHEBI:17019 - (R)-amygdalin

ChEBI IDCHEBI:17019
ChEBI Name(R)-amygdalin
Stars
ASCII Name(R)-amygdalin
DefinitionAn amygdalin in which the stereocentre on the cyanohydrin function has R-configuration.
Secondary ChEBI IDsCHEBI:336, CHEBI:10997, CHEBI:18681
Last Modified1 June 2016
DownloadsMolfile
FormulaC20H27NO11
Net Charge0
Average Mass457.432
Monoisotopic Mass457.15841
SMILES[H][C@@]1(OC[C@H]2O[C@@H](O[C@@H](C#N)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11+,12+,13+,14+,15-,16-,17+,18+,19+,20+/m0/s1
InChIKeyXUCIJNAGGSZNQT-JHSLDZJXSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Prunus armeniaca (ncbitaxon:36596) kernel (BTO:0000668) PubMed (10670815)
Prunus domestica (ncbitaxon:3758) kernel (BTO:0000668) PubMed (12232058)
Prunus serotina (ncbitaxon:23207) kernel (BTO:0000668) PubMed (16652960)
Prunus persica (ncbitaxon:3760) kernel (BTO:0000668) PubMed (7092570)
Prunus dulcis var. amara (ncbitaxon:3756) kernel (BTO:0000668) PubMed (7092570)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(R)-amygdalin (CHEBI:17019) has functional parent (R)-mandelonitrile (CHEBI:18450)
(R)-amygdalin (CHEBI:17019) has role antineoplastic agent (CHEBI:35610)
(R)-amygdalin (CHEBI:17019) has role apoptosis inducer (CHEBI:68495)
(R)-amygdalin (CHEBI:17019) has role plant metabolite (CHEBI:76924)
(R)-amygdalin (CHEBI:17019) is a amygdalin (CHEBI:27613)
IUPAC Name 
(2R)-[(6-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy](phenyl)acetonitrile
Synonyms  Source
(R)-AmygdalinKEGG COMPOUND
(R)-AmygdalosideKEGG COMPOUND
(R)-LaenitrileKEGG COMPOUND
(-)-D-mandelonitrile beta-D-gentiobiosideChEBI
D-amygdalinChemIDplus
D-(−)-mandelonitrile-β-D-gentiobiosideChemIDplus
UniProt Name  Source
(R)-amygdalinUniProt
Manual XrefsDatabases
C08325KEGG COMPOUND
CPD-1125MetaCyc
HMDB0035030HMDB
AmygdalinWikipedia
C00001437KNApSAcK
Registry NumbersSources
Reaxys:66856Reaxys
CAS:29883-15-6ChemIDplus
Citations