CHEBI:69090 - glycycarpan

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name glycycarpan
ChEBI ID CHEBI:69090
Definition A member of the class of pterocarpan that is a cis-pterocarpan substituted by a hydroxy group at position 9, a 3-hydroxy-3-methylbutyl group at position 8, a methoxy group at position 1 and a dimethylpyran ring fused across positions 2 and 3. It has been isolated from Glycyrrhiza uralensis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H32O6
Net Charge 0
Average Mass 440.52870
Monoisotopic Mass 440.21989
InChI InChI=1S/C26H32O6/c1-25(2,28)8-6-14-10-16-17-13-30-21-12-20-15(7-9-26(3,4)32-20)23(29-5)22(21)24(17)31-19(16)11-18(14)27/h10-12,17,24,27-28H,6-9,13H2,1-5H3/t17-,24+/m0/s1
InChIKey HNUJQUYWDAIHPF-BXKMTCNYSA-N
SMILES COc1c2CCC(C)(C)Oc2cc2OC[C@@H]3[C@@H](Oc4cc(O)c(CCC(C)(C)O)cc34)c12
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): 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 glycycarpan (CHEBI:69090) has role plant metabolite (CHEBI:76924)
glycycarpan (CHEBI:69090) is a aromatic ether (CHEBI:35618)
glycycarpan (CHEBI:69090) is a phenols (CHEBI:33853)
glycycarpan (CHEBI:69090) is a pterocarpans (CHEBI:26377)
IUPAC Name
(7aR,12aR)-9-(3-hydroxy-3-methylbutyl)-13-methoxy-3,3-dimethyl-2,3,7a,12a-tetrahydro-1H,7H-[1]benzofuro[3,2-c]pyrano[3,2-g]chromen-10-ol
Synonym Source
9-hydroxy-1-methoxy-8-(3-hydroxy-3-methylbutyl)-6ʼ,6ʼ-dimethyl-4ʼ,5ʼ-dihydro-[6H]-pyrano[2ʼ,3ʼ:3,2]-pterocarpan ChEBI
Registry Number Type Source
22194634 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22074222 PubMed citation Europe PMC
Last Modified
09 January 2014