CHEBI:69082 - licoricidin

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ChEBI Name licoricidin
ChEBI ID CHEBI:69082
Definition A member of the class of hydroxyisoflavans that is R-isoflavan with hydroxy groups at positions 7, 2ʼ and 4ʼ, a methoxy group at position 5 and prenyl groups at positions 6 and 3ʼ. Isolated from Glycyrrhiza uralensis, it exhibits antibacterial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H32O5
Net Charge 0
Average Mass 424.52930
Monoisotopic Mass 424.22497
InChI InChI=1S/C26H32O5/c1-15(2)6-8-19-22(27)11-10-18(25(19)29)17-12-21-24(31-14-17)13-23(28)20(26(21)30-5)9-7-16(3)4/h6-7,10-11,13,17,27-29H,8-9,12,14H2,1-5H3/t17-/m0/s1
InChIKey GBRZTUJCDFSIHM-KRWDZBQOSA-N
SMILES COc1c(CC=C(C)C)c(O)cc2OC[C@H](Cc12)c1ccc(O)c(CC=C(C)C)c1O
Metabolite of Species Details
Glycyrrhiza uralensis (NCBI:txid74613) Found in root (BTO:0001188). Dried and ground roots extracted with supercritical CO2 with 5% EtOH as modifier See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing licoricidin (CHEBI:69082) has role antibacterial agent (CHEBI:33282)
licoricidin (CHEBI:69082) has role plant metabolite (CHEBI:76924)
licoricidin (CHEBI:69082) is a aromatic ether (CHEBI:35618)
licoricidin (CHEBI:69082) is a hydroxyisoflavans (CHEBI:76250)
licoricidin (CHEBI:69082) is a methoxyisoflavan (CHEBI:77002)
Incoming licorisoflavan A (CHEBI:69083) has functional parent licoricidin (CHEBI:69082)
IUPAC Name
4-[(3R)-7-hydroxy-5-methoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-chromen-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol
Synonyms Sources
2ʼ,4ʼ,7ʼ-trihydroxy-5-methoxy-3ʼ,6-diisopentenyl-isoflavan ChEBI
4-((R)-7-hydroxy-5-methoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-3-yl)-2-((E)-3-methyl-but-2-enyl)-benzene-1,3-diol ChemIDplus
Manual Xrefs Databases
C16986 KEGG COMPOUND
LMPK12080045 LIPID MAPS
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Registry Numbers Types Sources
30508-27-1 CAS Registry Number ChemIDplus
5362788 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12127165 PubMed citation Europe PMC
20487583 PubMed citation Europe PMC
20722535 PubMed citation Europe PMC
21851508 PubMed citation Europe PMC
22074222 PubMed citation Europe PMC
Last Modified
28 July 2014