CHEBI:15932 - apiin

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ChEBI Name apiin
ChEBI ID CHEBI:15932
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12250, CHEBI:2278, CHEBI:20775
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Formula C26H28O14
Net Charge 0
Average Mass 564.49212
InChI InChI=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
InChIKey NTDLXWMIWOECHG-YRCFQSNFSA-N
SMILES OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)-c2ccc(O)cc2)[C@H](O[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@@H]1O
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.
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(s): 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.
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ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
apiin (CHEBI:15932) is a dihydroxyflavone (CHEBI:38686)
apiin (CHEBI:15932) is a glycosyloxyflavone (CHEBI:50018)
apiin (CHEBI:15932) is conjugate acid of apiin(1−) (CHEBI:77640)
Incoming 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 Sources
5,7,4'-trihydroxyflavone 7-O-[β-D-apiosyl-(1→2)-β-D-glucoside] ChEBI
7-((2-O-beta-D-Apiofuranosyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyranone ChemIDplus
7-[(2-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxy-phenyl)-4H-1-benzopyran-4-one KEGG COMPOUND
7-O-(beta-D-Apiofuranosyl-1,2-beta-D-glucosyl)-5,7,4'-trihydroxyflavone KEGG COMPOUND
7-O-(beta-D-Apiofuranosyl-1,2-beta-D-glucosyl)-5,7,4'-trihydroxyflavone KEGG COMPOUND
apigenin 7-O-[β-D-apiosyl-(1→2)-β-D-glucoside] IUBMB
Apiin KEGG COMPOUND
Apioside KEGG COMPOUND
Database Links Databases
7-O-BETA-D-APIOFURANOSYL-12-BETA-D-GLU MetaCyc
Apiin Wikipedia
C00001019 KNApSAcK
C04858 KEGG COMPOUND
CN1284492 Patent
CN1413643 Patent
HMDB30843 HMDB
LMPK12110337 LIPID MAPS
View more database links
Registry Numbers Types Sources
26544-34-3 CAS Registry Number KEGG COMPOUND
26544-34-3 CAS Registry Number ChemIDplus
72966 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10722209 PubMed citation CiteXplore
15813363 PubMed citation CiteXplore
17637182 PubMed citation CiteXplore
18553272 PubMed citation CiteXplore
21834233 PubMed citation CiteXplore
Last Modified
09 June 2015