EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:52086 - glyceollin III

Default Structure
ChEBI IDCHEBI:52086
ChEBI Nameglyceollin III
Stars
DefinitionA benzofuropyranochromene that is 1,2-dihydro-6H-[1]benzofuro[3,2-c]furo[3,2-g]chromene substituted at positions 6a and 9 by hydroxy groups and at position 2 by a prop-1-en-2-yl group.
Last Modified8 July 2025
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H18O5
Net Charge0
Average Mass338.359
Monoisotopic Mass338.11542
SMILES[H][C@@]12Oc3cc(O)ccc3[C@]1(O)COc1cc3c(cc12)C[C@@H](C(=C)C)O3
InChIInChI=1S/C20H18O5/c1-10(2)15-6-11-5-13-17(8-16(11)24-15)23-9-20(22)14-4-3-12(21)7-18(14)25-19(13)20/h3-5,7-8,15,19,21-22H,1,6,9H2,2H3/t15-,19-,20+/m0/s1
InChIKeyMIYTVBARXCVVHZ-RYGJVYDSSA-N
Wikipedia
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
Application:
anti-estrogen  A drug which acts to reduce estrogenic activity in the body, either by reducing the amount of estrogen or by reducing the activity of whatever estrogen is present.
ChEBI Ontology
Outgoing Relation(s)
glyceollin III (CHEBI:52086) has role anti-estrogen (CHEBI:50751)
glyceollin III (CHEBI:52086) has role antifungal agent (CHEBI:35718)
glyceollin III (CHEBI:52086) has role phytoalexin (CHEBI:26115)
glyceollin III (CHEBI:52086) is a benzofuropyranochromene (CHEBI:52130)
IUPAC Name 
(2S,6aS,11aS)-2-(prop-1-en-2-yl)-1,2-dihydro-6H-[1]benzofuro[3,2-c]furo[3,2-g]chromene-6a,9(11aH)-diol
UniProt Name  Source
glyceollin IIIUniProt
Manual XrefsDatabases
C00009685KNApSAcK
C15511KEGG COMPOUND
Glyceollin_IIIWikipedia
WO2012006750Patent
Registry NumbersSources
Reaxys:1268819Reaxys
CAS:61080-23-7KEGG COMPOUND
CAS:61080-23-7ChemIDplus
CAS:61080-23-7SUBMITTER
Citations