CHEBI:131838 - swertisin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name swertisin
ChEBI ID CHEBI:131838
Definition A flavone C-glycoside that is 7-O-methylapigenin in which the hydrogen at position 6 has been replaced by a β-D-glucosyl residue.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H22O10
Net Charge 0
Average Mass 446.405
Monoisotopic Mass 446.12130
InChI InChI=1S/C22H22O10/c1-30-13-7-14-16(11(25)6-12(31-14)9-2-4-10(24)5-3-9)19(27)17(13)22-21(29)20(28)18(26)15(8-23)32-22/h2-7,15,18,20-24,26-29H,8H2,1H3/t15-,18-,20+,21-,22+/m1/s1
InChIKey ABRULANJVVJLFI-DGHBBABESA-N
SMILES O1[C@@H](C2=C(O)C3=C(OC(=CC3=O)C4=CC=C(O)C=C4)C=C2OC)[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
Metabolite of Species Details
Aleurites moluccanus (NCBI:txid123498) See: PubMed
Swertia japonica (NCBI:txid137129) See: PubMed
Lomatogonium rotatum (NCBI:txid148625) See: PubMed
Comastoma pedunculatum (NCBI:txid156519) See: PubMed
Gentianopsis barbata (NCBI:txid156522) See: PubMed
Ohwia caudata (NCBI:txid1603716) See: PubMed
Lophatherum gracile (NCBI:txid29683) See: PubMed
Machaerium hirtum (NCBI:txid450034) Found in leaf (BTO:0000713). See: PubMed
Machaerium hirtum (NCBI:txid450034) Found in branch (BTO:0000148). See: PubMed
Oryza sativa (NCBI:txid4530) Found in seed (BTO:0001226). See: MetaboLights Study
Oryza sativa (NCBI:txid4530) Found in seed (BTO:0001226). See: PubMed
Gentianella acuta (NCBI:txid510832) See: PubMed
Echinodorus grandiflorus (NCBI:txid55312) Found in leaf (BTO:0000713). See: PubMed
Zantedeschia aethiopica (NCBI:txid69721) See: PubMed
Wilbrandia ebracteata (NCBI:txid703182) Found in root (BTO:0001188). See: PubMed
Ziziphus jujuba var. sp.nosa (NCBI:txid714518) Found in seed (BTO:0001226). See: PubMed
Iris gracilipes (NCBI:txid995794) Found in flower (BTO:0000469). See: PubMed
Iris gracilipes (NCBI:txid995794) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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.
adenosine A1 receptor antagonist
An antagonist at the A1 receptor.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
hypoglycemic agent
A drug which lowers the blood glucose level.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing swertisin (CHEBI:131838) has functional parent apigenin (CHEBI:18388)
swertisin (CHEBI:131838) has role adenosine A1 receptor antagonist (CHEBI:63957)
swertisin (CHEBI:131838) has role anti-inflammatory agent (CHEBI:67079)
swertisin (CHEBI:131838) has role antioxidant (CHEBI:22586)
swertisin (CHEBI:131838) has role hypoglycemic agent (CHEBI:35526)
swertisin (CHEBI:131838) has role plant metabolite (CHEBI:76924)
swertisin (CHEBI:131838) is a dihydroxyflavone (CHEBI:38686)
swertisin (CHEBI:131838) is a flavone C-glycoside (CHEBI:83280)
swertisin (CHEBI:131838) is a monomethoxyflavone (CHEBI:25401)
swertisin (CHEBI:131838) is a monosaccharide derivative (CHEBI:63367)
swertisin (CHEBI:131838) is a polyphenol (CHEBI:26195)
IUPAC Name
(1S)-1,5-anhydro-1-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-1-benzopyran-6-yl]-D-glucitol
Synonyms Sources
5,4'-dihydroxy-7-methoxy-6-C-β-D-glucopyranosyl flavonoside ChEBI
6-beta-D-Glucopyranosyl-4',5-dihydroxy-7-methoxyflavone KNApSAcK
6-beta-D-Glucopyranosyl-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one KNApSAcK
6-C-glucopyranosyl-7-O-methylapigenin ChEBI
7-O-methyl-6-C-β-D-glucopyranosylapigenin ChEBI
7-O-Methylapigenin 6-C-beta-D-glucopyranoside KNApSAcK
Flavocommelitin KNApSAcK
Manual Xrefs Databases
110548 ChemSpider
C00006125 KNApSAcK
C17835 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
67127 Reaxys Registry Number Reaxys
6991-10-2 CAS Registry Number KNApSAcK
6991-10-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15579976 PubMed citation Europe PMC
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Last Modified
05 December 2016