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
Ephedra sinica (ncbitaxon:33152) - PubMed (24081687)
Rhodiola rosea (ncbitaxon:203015) - PubMed (31356124) Identified in rhizomes and roots.
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).
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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
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
3,4',5,7,8-pentahydroxyflavoneChEBI
3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneIUPAC
8-hydroxykaempferolKEGG COMPOUND
herbacetinLIPID MAPS
Manual XrefsDatabases
C00001048KNApSAcK
C02806KEGG COMPOUND
CPD-14867MetaCyc
HerbacetinWikipedia
LMPK12113149LIPID MAPS
Registry NumbersSources
CAS:527-95-7ChEBI
Citations