CHEBI:132820 - matairesinoside

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ChEBI Name matairesinoside
ChEBI ID CHEBI:132820
Definition A lignan that is (−)-matairesinol in which one of the phenolic hydroxy groups has been replaced by a β-D-glucosyl residue.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C26H32O11
Net Charge 0
Average Mass 520.527
Monoisotopic Mass 520.19446
InChI InChI=1S/C26H32O11/c1-33-19-9-13(3-5-17(19)28)7-15-12-35-25(32)16(15)8-14-4-6-18(20(10-14)34-2)36-26-24(31)23(30)22(29)21(11-27)37-26/h3-6,9-10,15-16,21-24,26-31H,7-8,11-12H2,1-2H3/t15-,16+,21+,22+,23-,24+,26+/m0/s1
InChIKey AAGCATAPYOEULE-LHHMAMHXSA-N
SMILES [C@@H]1(COC([C@@H]1CC2=CC(OC)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO)C=C2)=O)CC4=CC(OC)=C(O)C=C4
Metabolite of Species Details
Cupressus duclouxiana (NCBI:txid103966) Found in branch (BTO:0000148). See: PubMed
Cupressus duclouxiana (NCBI:txid103966) Found in leaf (BTO:0000713). See: PubMed
Centaurea scabiosa (NCBI:txid145517) Found in fruit (BTO:0000486). See: PubMed
Styrax perkinsiae (NCBI:txid153547) Found in bark (BTO:0001301). See: PubMed
Forsythia viridissima (NCBI:txid205691) Found in flower (BTO:0000469). See: PubMed
Symplocos caudata (NCBI:txid239693) Found in root (BTO:0001188). See: PubMed
Plectocephalus americanus (NCBI:txid41506) Found in seed (BTO:0001226). See: PubMed
Cirsium arvense (NCBI:txid41550) Found in fruit (BTO:0000486). See: PubMed
Arctium lappa (NCBI:txid4217) Found in fruit (BTO:0000486). See: PubMed
Saussurea salicifolia (NCBI:txid446849) Found in aerial part (BTO:0001658). See: PubMed
Styrax japonica (NCBI:txid59680) Found in bark (BTO:0001301). See: PubMed
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.
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ChEBI Ontology
Outgoing matairesinoside (CHEBI:132820) has functional parent (−)-matairesinol (CHEBI:6698)
matairesinoside (CHEBI:132820) has role plant metabolite (CHEBI:76924)
matairesinoside (CHEBI:132820) is a β-D-glucoside (CHEBI:22798)
matairesinoside (CHEBI:132820) is a γ-lactone (CHEBI:37581)
matairesinoside (CHEBI:132820) is a guaiacols (CHEBI:134251)
matairesinoside (CHEBI:132820) is a lignan (CHEBI:25036)
matairesinoside (CHEBI:132820) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name
4-({(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-2-oxooxolan-3-yl}methyl)-2-methoxyphenyl β-D-glucopyranoside
Synonym Source
(-)-Matairesinoside KNApSAcK
Manual Xrefs Databases
486612 PubChem
C00032004 KNApSAcK
KR20080082106 Patent
View more database links
Registry Numbers Types Sources
1360031 Reaxys Registry Number Reaxys
23202-85-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15481244 PubMed citation Europe PMC
15577246 PubMed citation Europe PMC
16753802 PubMed citation Europe PMC
16996096 PubMed citation Europe PMC
17489357 PubMed citation Europe PMC
17905350 PubMed citation Europe PMC
18057725 PubMed citation Europe PMC
20137791 PubMed citation Europe PMC
20607490 PubMed citation Europe PMC
22396124 PubMed citation Europe PMC
26762060 PubMed citation Europe PMC
Last Modified
12 April 2017