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CHEBI:149660 - atromentin

ChEBI IDCHEBI:149660
ChEBI Nameatromentin
Stars
DefinitionA member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxycyclohexa-2,5-diene-1,4-dione which is substituted by a 4-hydroxyphenyl group at positions 3 and 6. It is a mushroom pigment isolated from several fungi species and acts as a smooth muscle stimulant, and exhibits anticoagulant, antibacterial and antineoplastic properties.
Last Modified6 May 2020
SubmitterAdnan
DownloadsMolfile
FormulaC18H12O6
Net Charge0
Average Mass324.288
Monoisotopic Mass324.06339
SMILESO=C1C(O)=C(c2ccc(O)cc2)C(=O)C(O)=C1c1ccc(O)cc1
InChIInChI=1S/C18H12O6/c19-11-5-1-9(2-6-11)13-15(21)17(23)14(18(24)16(13)22)10-3-7-12(20)8-4-10/h1-8,19-21,24H
InChIKeyFKQQKMGWCJGUCS-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Thelephora aurantiotincta (ncbitaxon:654496) fruit body (BTO:0000487) PubMed (12895540)
Clitocybe subilludens (ncbitaxon:210149)
cell suspension culture (BTO:0000221) PubMed (4332377)
- PubMed (5815216)
Fungi (ncbitaxon:4751) cell suspension culture (BTO:0000221) PubMed (17323650) Isolated from the solid state fermentation of an unidentified fungus F010248. Strain: F010248
Paxillus panuoides (ncbitaxon:80604) - PubMed (5166969) Identified in the carpophores.
Hydnellum diabolus (ncbitaxon:176618) - PubMed (5862512)
Hypoxylon fendleri (ncbitaxon:558530)
cell suspension culture (BTO:0000221) PubMed (31476402) Strain: BCC32408
cell suspension culture (BTO:0000221) PubMed (28384525)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor  An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of enoyl-[acyl-carrier-protein] reductase (NADH), EC 1.3.1.9.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
atromentin (CHEBI:149660) has role antibacterial agent (CHEBI:33282)
atromentin (CHEBI:149660) has role anticoagulant (CHEBI:50249)
atromentin (CHEBI:149660) has role antineoplastic agent (CHEBI:35610)
atromentin (CHEBI:149660) has role apoptosis inducer (CHEBI:68495)
atromentin (CHEBI:149660) has role biological pigment (CHEBI:26130)
atromentin (CHEBI:149660) has role EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor (CHEBI:139512)
atromentin (CHEBI:149660) has role fungal metabolite (CHEBI:76946)
atromentin (CHEBI:149660) is a dihydroxy-1,4-benzoquinones (CHEBI:132126)
atromentin (CHEBI:149660) is a polyphenol (CHEBI:26195)
atromentin (CHEBI:149660) is conjugate acid of atromentin(1−) (CHEBI:149642)
Incoming Relation(s)
atromentin(1−) (CHEBI:149642) is conjugate base of atromentin (CHEBI:149660)
IUPAC Name 
3',4,4'',6'-tetrahydroxy[1,1':4',1''-terphenyl]-2',5'-dione
Synonyms  Source
14,23,26,34-tetrahydroxy[11,21:24,31-terphenyl]-22,25-dioneIUPAC
2,5-dihydroxy-3,6-bis(p-hydroxyphenyl)-p-benzoquinoneChemIDplus
2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinoneMetaCyc
2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dioneChEBI
Manual XrefsDatabases
C00036784KNApSAcK
CPD-14619MetaCyc
AtromentinWikipedia
Registry NumbersSources
CAS:519-67-5ChemIDplus
Citations