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CHEBI:132820 - matairesinoside

ChEBI IDCHEBI:132820
ChEBI Namematairesinoside
Stars
DefinitionA lignan that is (−)-matairesinol in which one of the phenolic hydroxy groups has been replaced by a β-D-glucosyl residue.
Last Modified12 April 2017
Submitterliuqingping
DownloadsMolfile
FormulaC26H32O11
Net Charge0
Average Mass520.531
Monoisotopic Mass520.19446
SMILESCOc1cc(C[C@H]2COC(=O)[C@@H]2Cc2ccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(OC)c2)ccc1O
InChIInChI=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
InChIKeyAAGCATAPYOEULE-LHHMAMHXSA-N
Species of MetaboliteComponentSourceComments
Styrax japonica (ncbitaxon:59680) bark (BTO:0001301) PubMed (15577246)
Symplocos caudata (ncbitaxon:239693) root (BTO:0001188) PubMed (17905350)
Cupressus duclouxiana (ncbitaxon:103966)
branch (BTO:0000148) PubMed (16753802)
leaf (BTO:0000713) PubMed (16753802)
Plectocephalus americanus (ncbitaxon:41506) seed (BTO:0001226) PubMed (16996096)
Cirsium arvense (ncbitaxon:41550) fruit (BTO:0000486) PubMed (22396124)
Forsythia viridissima (ncbitaxon:205691) flower (BTO:0000469) PubMed (15481244)
Arctium lappa (ncbitaxon:4217) fruit (BTO:0000486) PubMed (22396124)
Centaurea scabiosa (ncbitaxon:145517) fruit (BTO:0000486) PubMed (22396124)
Saussurea salicifolia (ncbitaxon:446849) aerial part (BTO:0001658) PubMed (18057725)
Styrax perkinsiae (ncbitaxon:153547) bark (BTO:0001301) PubMed (26762060)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
matairesinoside (CHEBI:132820) has functional parent (−)-matairesinol (CHEBI:6698)
matairesinoside (CHEBI:132820) has role plant metabolite (CHEBI:76924)
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)
matairesinoside (CHEBI:132820) is a β-D-glucoside (CHEBI:22798)
matairesinoside (CHEBI:132820) is a γ-lactone (CHEBI:37581)
IUPAC Name 
4-({(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-2-oxooxolan-3-yl}methyl)-2-methoxyphenyl β-D-glucopyranoside
Synonym  Source
(-)-MatairesinosideKNApSAcK
Manual XrefsDatabases
486612PubChem Compound
C00032004KNApSAcK
KR20080082106Patent
Registry NumbersSources
Reaxys:1360031Reaxys
CAS:23202-85-9ChemIDplus
Citations