CHEBI:132401 - marmesinin

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ChEBI Name marmesinin
ChEBI ID CHEBI:132401
Definition A member of the class of psoralens that is (−)-marmesin in which the hydroxy hydrogen is replaced by a β-D-glucosyl residue.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
Download Molfile XML SDF
Formula C20H24O9
Net Charge 0
Average Mass 408.400
Monoisotopic Mass 408.14203
InChI InChI=1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14+,16-,17+,18-,19+/m1/s1
InChIKey HXCGUCZXPFBNRD-NEDVQNLSSA-N
SMILES O1[C@@H](CC2=C1C=C3OC(=O)C=CC3=C2)C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO)(C)C
Metabolite of Species Details
Ligusticopsis wallichiana (NCBI:txid239653) Found in root (BTO:0001188). See: PubMed
Aegle marmelos (NCBI:txid68527) Found in fruit (BTO:0000486). See: PubMed
Angelica dahurica var. formosana (NCBI:txid714446) Found in root (BTO:0001188). See: PubMed
Cnidium monnieri (NCBI:txid94007) Found in fruit (BTO:0000486). 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.
P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing marmesinin (CHEBI:132401) has functional parent nodakenetin (CHEBI:132623)
marmesinin (CHEBI:132401) has role antioxidant (CHEBI:22586)
marmesinin (CHEBI:132401) has role P450 inhibitor (CHEBI:50183)
marmesinin (CHEBI:132401) has role plant metabolite (CHEBI:76924)
marmesinin (CHEBI:132401) is a β-D-glucoside (CHEBI:22798)
marmesinin (CHEBI:132401) is a monosaccharide derivative (CHEBI:63367)
marmesinin (CHEBI:132401) is a psoralens (CHEBI:26369)
IUPAC Name
2-[(2S)-7-oxo-2,3-dihydro-7H-furo[3,2-9][1]benzopyran-2-yl]propan-2-yl β-D-glucopyranoside
Synonyms Sources
(−)-marmesin β-D-glucoside ChEBI
(-)-Marmesinin ChemIDplus
(S)-2-(1-(beta-D-Glucopyranosyloxy)-1-methylethyl)-2,3-dihydro-7H-furo(3,2-g)(1)benzopyran-7-one ChemIDplus
Ammijin ChemIDplus
Manual Xref Database
C00029680 KNApSAcK
View more database links
Registry Numbers Types Sources
495-30-7 CAS Registry Number KNApSAcK
495-30-7 CAS Registry Number ChemIDplus
98702 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15271422 PubMed citation Europe PMC
23721280 PubMed citation Europe PMC
26247834 PubMed citation Europe PMC
26552172 PubMed citation Europe PMC
26653144 PubMed citation Europe PMC
26975106 PubMed citation Europe PMC
27054911 PubMed citation Europe PMC
Last Modified
11 July 2016