EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:2631 - amentoflavone

Default Structure
ChEBI IDCHEBI:2631
ChEBI Nameamentoflavone
Stars
DefinitionA biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum.
Secondary ChEBI IDCHEBI:65403
Last Modified12 June 2015
DownloadsMolfile
FormulaC30H18O10
Net Charge0
Average Mass538.464
Monoisotopic Mass538.09000
SMILESO=c1cc(-c2ccc(O)c(-c3c(O)cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc34)c2)oc2cc(O)cc(O)c12
InChIInChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
InChIKeyYUSWMAULDXZHPY-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Biophytum sensitivum (IPNI:371965-1) - PubMed (18298378)
Cupressus cashmeriana (ncbitaxon:187464) - DOI (10.1021/np50051a032)
Cupressus sempervirens (ncbitaxon:13469) - DOI (10.1021/np50051a032)
Cycas rumphii (ncbitaxon:58031) - PubMed (15130600)
Ginkgo biloba (ncbitaxon:3311) - PubMed (3212094)
Hypericum perforatum (ncbitaxon:65561) - PubMed (16084098)
Juniperus occidentalis (ncbitaxon:114265) - PubMed (12372862)
Lanaria lanata (ncbitaxon:59087) - DOI (10.1021/np50075a007)
Selaginella braunii (ITIS:17074) - PubMed (11256492)
Selaginella davidii (ncbitaxon:417315) - PubMed (11256492)
Selaginella doederleinii (ncbitaxon:186426) - PubMed (11256492)
Selaginella pulvinata (ncbitaxon:672198) - PubMed (11256492)
Selaginella sinensis (ncbitaxon:137174) - PubMed (11256492)
Selaginella stauntoniana (ncbitaxon:137175) - PubMed (11256492)
Selaginella tamariscina (ncbitaxon:137178) - PubMed (11256492)
Selaginella uncinata (ncbitaxon:307165) - PubMed (11256492)
Selanginella moellendorfii (ncbitaxon:88036) - PubMed (11256492)
Taxodium mucronatum (ncbitaxon:99812) - PubMed (16084098)
Taxus baccata (ncbitaxon:25629) - Article (INDIAN J CHEM,35B,283)
Thuja orientalis (ncbitaxon:58046) - PubMed (19280159)
Roles Classification
Biological Roles:
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.
antiviral agent  A substance that destroys or inhibits replication of viruses.
cathepsin B inhibitor  A cysteine protease inhibitor which inhibits cathepsin B (EC 3.4.22.1).
Application:
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
ChEBI Ontology
Outgoing Relation(s)
amentoflavone (CHEBI:2631) has role angiogenesis inhibitor (CHEBI:48422)
amentoflavone (CHEBI:2631) has role antiviral agent (CHEBI:22587)
amentoflavone (CHEBI:2631) has role cathepsin B inhibitor (CHEBI:64932)
amentoflavone (CHEBI:2631) has role P450 inhibitor (CHEBI:50183)
amentoflavone (CHEBI:2631) has role plant metabolite (CHEBI:76924)
amentoflavone (CHEBI:2631) is a biflavonoid (CHEBI:50128)
amentoflavone (CHEBI:2631) is a hydroxyflavone (CHEBI:24698)
amentoflavone (CHEBI:2631) is a ring assembly (CHEBI:36820)
Incoming Relation(s)
2,3-dihydro-4',4'''-di-O-methylamentoflavone (CHEBI:65770) has functional parent amentoflavone (CHEBI:2631)
ginkgetin (CHEBI:5353) has functional parent amentoflavone (CHEBI:2631)
sciadopitysin (CHEBI:9050) has functional parent amentoflavone (CHEBI:2631)
IUPAC Name 
8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Synonyms  Source
3',8''-BiapigeninKEGG COMPOUND
8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChEBI
Didemethyl-ginkgetinHMDB
Manual XrefsDatabases
AmentoflavoneWikipedia
C00001015KNApSAcK
C10018KEGG COMPOUND
HMDB0030832HMDB
LMPK12040009LIPID MAPS
Registry NumbersSources
Reaxys:380244Reaxys
CAS:1617-53-4ChemIDplus
CAS:1617-53-4KEGG COMPOUND
Citations