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CHEBI:66752 - phosphatoquinone B

ChEBI IDCHEBI:66752
ChEBI Namephosphatoquinone B
Stars
DefinitionA hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2, a methyl group at position 3, and hydroxy groups at positions 5 and 7. It is isolated from the culture broth of Streptomyces sp.TC-0363 and exhibits inhibitory activity against the enzyme protein tyrosine phosphatase.
Last Modified9 June 2016
DownloadsMolfile
FormulaC21H24O4
Net Charge0
Average Mass340.419
Monoisotopic Mass340.16746
SMILESCC(C)=CCC/C(C)=C/CC1=C(C)C(=O)c2c(O)cc(O)cc2C1=O
InChIInChI=1S/C21H24O4/c1-12(2)6-5-7-13(3)8-9-16-14(4)20(24)19-17(21(16)25)10-15(22)11-18(19)23/h6,8,10-11,22-23H,5,7,9H2,1-4H3/b13-8+
InChIKeyHFMUGRCEDVYMSK-MDWZMJQESA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (10344559) Strain: TA 0363
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor  An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor which interferes with the activity of the enzyme protein tyrosine phosphatases (PTPs), EC 3.1.3.48, involved in the removal of phosphate groups from phosphorylated tyrosine residues on proteins.
ChEBI Ontology
Outgoing Relation(s)
phosphatoquinone B (CHEBI:66752) has role antimicrobial agent (CHEBI:33281)
phosphatoquinone B (CHEBI:66752) has role EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor (CHEBI:35608)
phosphatoquinone B (CHEBI:66752) has role metabolite (CHEBI:25212)
phosphatoquinone B (CHEBI:66752) is a hydroxy-1,4-naphthoquinone (CHEBI:132157)
phosphatoquinone B (CHEBI:66752) is a phenols (CHEBI:33853)
IUPAC Name 
2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-3-methylnaphthalene-1,4-dione
Registry NumbersSources
Reaxys:8166079Reaxys
Citations