CHEBI:27673 - herbacetin

ChEBI IDCHEBI:27673
ChEBI Nameherbacetin
Stars
DefinitionA pentahydroxyflavone that is kaempferol substituted by a hydroxy group at position 8. It is a natural flavonoid from flaxseed which exerts antioxidant, anti-inflammatory and anticancer activities.
Secondary ChEBI IDsCHEBI:2322, CHEBI:20809
Last Modified17 August 2020
DownloadsMolfile
FormulaC15H10O7
Net Charge0
Average Mass302.238
Monoisotopic Mass302.04265
SMILESO=c1c(O)c(-c2ccc(O)cc2)oc2c(O)c(O)cc(O)c12
InChIInChI=1S/C15H10O7/c16-7-3-1-6(2-4-7)14-13(21)12(20)10-8(17)5-9(18)11(19)15(10)22-14/h1-5,16-19,21H
InChIKeyZDOTZEDNGNPOEW-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Rhodiola rosea (ncbitaxon:203015) - PubMed (31356124) Identified in rhizomes and roots.
Ephedra sinica (ncbitaxon:33152) - PubMed (24081687)
Roles Classification
Biological Roles:
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor  An EC 3.4.22.* (cysteine endopeptidase) inhibitor that interferes with the action of SARS coronavirus main proteinase (EC 3.4.22.69).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 4.1.1.17 (ornithine decarboxylase) inhibitor  An EC 4.1.1.* (carboxy-lyase) inhibitor that interferes with the action of ornithine decarboxylase (EC 4.1.1.17).
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
herbacetin (CHEBI:27673) has functional parent kaempferol (CHEBI:28499)
herbacetin (CHEBI:27673) has role angiogenesis inhibitor (CHEBI:48422)
herbacetin (CHEBI:27673) has role anti-inflammatory agent (CHEBI:67079)
herbacetin (CHEBI:27673) has role antilipemic drug (CHEBI:35679)
herbacetin (CHEBI:27673) has role antineoplastic agent (CHEBI:35610)
herbacetin (CHEBI:27673) has role apoptosis inducer (CHEBI:68495)
herbacetin (CHEBI:27673) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285)
herbacetin (CHEBI:27673) has role EC 4.1.1.17 (ornithine decarboxylase) inhibitor (CHEBI:139556)
herbacetin (CHEBI:27673) has role plant metabolite (CHEBI:76924)
herbacetin (CHEBI:27673) is a 7-hydroxyflavonol (CHEBI:52267)
herbacetin (CHEBI:27673) is a pentahydroxyflavone (CHEBI:25883)
IUPAC Name 
3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Synonyms  Source
herbacetinLIPID MAPS
8-hydroxykaempferolKEGG COMPOUND
3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneIUPAC
3,4',5,7,8-pentahydroxyflavoneChEBI
Manual XrefsDatabases
C02806KEGG COMPOUND
CPD-14867MetaCyc
C00001048KNApSAcK
LMPK12113149LIPID MAPS
HerbacetinWikipedia
Registry NumbersSources
CAS:527-95-7ChEBI
Citations