CHEBI:27673 - herbacetin

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ChEBI Name herbacetin
ChEBI ID CHEBI:27673
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2322, CHEBI:20809
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Formula C15H10O7
Net Charge 0
Average Mass 302.238
Monoisotopic Mass 302.04265
InChI InChI=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
InChIKey ZDOTZEDNGNPOEW-UHFFFAOYSA-N
SMILES OC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C(O)=C(O)C=C2O
Metabolite of Species Details
Rhodiola rosea (NCBI:txid203015) Identified in rhizomes and roots. See: PubMed
Ephedra sinica (NCBI:txid33152) See: PubMed
Roles Classification
Biological Role(s): 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).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
Application(s): 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).
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
3,4',5,7,8-pentahydroxyflavone ChEBI
3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one IUPAC
8-hydroxykaempferol KEGG COMPOUND
herbacetin LIPID MAPS
Manual Xrefs Databases
C00001048 KNApSAcK
C02806 KEGG COMPOUND
CPD-14867 MetaCyc
Herbacetin Wikipedia
LMPK12113149 LIPID MAPS
View more database links
Registry Number Type Source
527-95-7 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
23063593 PubMed citation Europe PMC
24081687 PubMed citation Europe PMC
26297979 PubMed citation Europe PMC
26676750 PubMed citation Europe PMC
26923730 PubMed citation Europe PMC
29029040 PubMed citation Europe PMC
29653099 PubMed citation Europe PMC
30899386 PubMed citation Europe PMC
31075281 PubMed citation Europe PMC
31356124 PubMed citation Europe PMC
31436895 PubMed citation Europe PMC
31724441 PubMed citation Europe PMC
32746637 PubMed citation Europe PMC
Last Modified
17 August 2020