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CHEBI:15932 - apiin

ChEBI IDCHEBI:15932
ChEBI Nameapiin
Stars
DefinitionA β-D-glucoside having a β-D-apiosyl residue at the 2-position and a 5,4'-dihydroxyflavon-7-yl moiety at the anomeric position.
Secondary ChEBI IDsCHEBI:2278, CHEBI:12250, CHEBI:20775
Last Modified25 February 2016
DownloadsMolfile
FormulaC26H28O14
Net Charge0
Average Mass564.496
Monoisotopic Mass564.14791
SMILESO=c1cc(-c2ccc(O)cc2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@](O)(CO)[C@H]3O)cc(O)c12
InChIInChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2/t18-,20-,21+,22-,23+,24-,25+,26-/m1/s1
InChIKeyNTDLXWMIWOECHG-YRCFQSNFSA-N
Wikipedia
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.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor  An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
Application:
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor  An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
ChEBI Ontology
Outgoing Relation(s)
apiin (CHEBI:15932) has functional parent apigenin (CHEBI:18388)
apiin (CHEBI:15932) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
apiin (CHEBI:15932) has role plant metabolite (CHEBI:76924)
apiin (CHEBI:15932) is a dihydroxyflavone (CHEBI:38686)
apiin (CHEBI:15932) is a glycosyloxyflavone (CHEBI:50018)
apiin (CHEBI:15932) is a β-D-glucoside (CHEBI:22798)
apiin (CHEBI:15932) is conjugate acid of apiin(1−) (CHEBI:77640)
Incoming Relation(s)
malonylapiin (CHEBI:6664) has functional parent apiin (CHEBI:15932)
apiin(1−) (CHEBI:77640) is conjugate base of apiin (CHEBI:15932)
IUPAC Names 
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]-β-D-glucopyranoside
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 3-C-(hydroxymethyl)-β-D-glycero-tetrofuranosyl-(1→2)-β-D-glucopyranoside
Synonyms  Source
ApiinKEGG COMPOUND
7-[(2-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxy-phenyl)-4H-1-benzopyran-4-oneKEGG COMPOUND
ApiosideKEGG COMPOUND
7-((2-O-beta-D-Apiofuranosyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyranoneChemIDplus
7-O-(beta-D-Apiofuranosyl-1,2-beta-D-glucosyl)-5,7,4'-trihydroxyflavoneKEGG COMPOUND
apigenin 7-O-[β-D-apiosyl-(1→2)-β-D-glucoside]IUBMB
Manual XrefsDatabases
C04858KEGG COMPOUND
C04858KEGG COMPOUND
7-O-BETA-D-APIOFURANOSYL-12-BETA-D-GLUMetaCyc
LMPK12110337LIPID MAPS
ApiinWikipedia
HMDB0030843HMDB
CN1284492Patent
CN1413643Patent
C00001019KNApSAcK
LSM-18987LINCS
Registry NumbersSources
Reaxys:72966Reaxys
CAS:26544-34-3KEGG COMPOUND
CAS:26544-34-3ChemIDplus
Citations