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phosphatoquinone B
A naphthoquinone that is naphthalene-1,4-dione substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2, hydroxy groups at positions 5 and 7 and a methyl group at position 3. It is isolated from the culture broth of Streptomyces sp.TC-0363 and exhibits inhibitory activity against the enzyme protein tyrosine phosphatase.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > phosphatoquinone B [CHEBI:66752]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 enzyme inhibitor [CHEBI:23924] (825) 
 protein tyrosine phosphatase inhibitor [CHEBI:35608] (3) 
 phosphatoquinone B [CHEBI:66752] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 phosphatoquinone B [CHEBI:66752] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antibiotic [CHEBI:22582] (193) 
 phosphatoquinone B [CHEBI:66752] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Archaea, Cyanobacteria and Bacteria (302) 
 Eubacteria (239) 
 Firmicutes (214) 
 Actinobacteria (204) 
 Actinobacteridae (204) 
 Actinomycetales (204) 
 Streptomycetaceae (160) 
 Streptomyces (157)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 unspecified structure [PO:0000004] (703)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 naphthoquinone [CHEBI:25481] (25) 
 phosphatoquinone B [CHEBI:66752] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 naphthoquinone [CHEBI:25481] (25) 
 phosphatoquinone B [CHEBI:66752] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 naphthoquinone [CHEBI:25481] (25) 
 phosphatoquinone B [CHEBI:66752] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 quinone [CHEBI:36141] (209) 
 naphthoquinone [CHEBI:25481] (25) 
 phosphatoquinone B [CHEBI:66752] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 naphthoquinone [CHEBI:25481] (25) 
 phosphatoquinone B [CHEBI:66752] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 naphthoquinone [CHEBI:25481] (25) 
 phosphatoquinone B [CHEBI:66752] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 phosphatoquinone B [CHEBI:66752] (1)
ChEBI Compound Accession Identifier  [CHEBI:66752]
ChEBI Compound Description  A naphthoquinone that is naphthalene-1,4-dione substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2, hydroxy groups at positions 5 and 7 and a methyl group at position 3. It is isolated from the culture broth of Streptomyces sp.TC-0363 and exhibits inhibitory activity against the enzyme protein tyrosine phosphatase.
ChEBI Compound Identification Number  66752
ChEBI InChI Value  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+
ChEBI InChIKey Value  HFMUGRCEDVYMSK-MDWZMJQESA-N
ChEBI Compound Name  phosphatoquinone B
ChEBI SMILES Value  CC(C)=CCC\C(C)=C\CC1=C(C)C(=O)c2c(O)cc(O)cc2C1=O
ChEBI Substance ID  160645634
ChEBI URL  ChEBI:66752
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  HFMUGRCEDVYMSK_MDWZMJQESA_N_000_000000
PubChem Compound ID  9905947