CHEBI:66752 - phosphatoquinone B

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ChEBI Name phosphatoquinone B
ChEBI ID CHEBI:66752
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H24O4
Net Charge 0
Average Mass 340.41290
Monoisotopic Mass 340.16746
InChI InChI=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+
InChIKey HFMUGRCEDVYMSK-MDWZMJQESA-N
SMILES CC(C)=CCC\C(C)=C\CC1=C(C)C(=O)c2c(O)cc(O)cc2C1=O
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain TA 0363 See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
8166079 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10344559 PubMed citation Europe PMC
Last Modified
09 June 2016