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CHEBI:69090 - glycycarpan

ChEBI IDCHEBI:69090
ChEBI Nameglycycarpan
Stars
DefinitionA 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.
Last Modified9 January 2014
DownloadsMolfile
FormulaC26H32O6
Net Charge0
Average Mass440.536
Monoisotopic Mass440.21989
SMILES[H][C@@]12COc3cc4c(c(OC)c3[C@]1([H])Oc1cc(O)c(CCC(C)(C)O)cc12)CCC(C)(C)O4
InChIInChI=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
InChIKeyHNUJQUYWDAIHPF-BXKMTCNYSA-N
Species of MetaboliteComponentSourceComments
Glycyrrhiza uralensis (ncbitaxon:74613) root (BTO:0001188) PubMed (22074222) Dried and ground roots extracted with supercritical CO2 with 5% EtOH as modifier
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)
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)-6',6'-dimethyl-4',5'-dihydro-[6H]-pyrano[2',3':3,2]-pterocarpanChEBI
Registry NumbersSources
Reaxys:22194634Reaxys
Citations