1,4-NAPHTHOQUINONE | SelfDecode | Genome Analysis

1,4-Naphthoquinone

Obscure Chemicals, Cigarette Toxin, Food Toxin, Industrial/Workplace Toxin, Pollutant, Synthetic Toxin

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Description

1,4-Naphthoquinone or para-naphthoquinone is an organic compound derived from naphthalene. Several isomeric naphthoquinones are known, notably 1,2-naphthoquinone. 1,4-Naphthoquinone forms volatile yellow triclinic crystals and has a sharp odor similar to benzoquinone. It is almost insoluble in cold water, slightly soluble in petroleum ether, and more soluble in polar organic solvents. In alkaline solutions it produces a reddish-brown color. Vitamin K is a derivative of 1,4-naphthoquinone. It is a planar molecule with one aromatic ring fused to a quinone subunit. Naphthalene is a constituent of jet fuel, diesel fuel and cigarette smoke. It is also a byproduct of incomplete combustion and hence is an ubiquitous environmental pollutant. The typical air concentration of naphthalene in cities is about 0.18 ppb.

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Related Pathways

1,4-Naphthoquinone Health Effects

General Information

Uses/Sources: This is a toxic chemical found in cigarettes or generated by tobacco combustion.

Mechanism of Action

Target Name	Mechanism of Action	References
DNA topoisomerase 2-alpha Amine oxidase [flavin-containing] A Amine oxidase [flavin-containing] B Dual specificity mitogen-activated protein kinase kinase 1 M-phase inducer phosphatase 2		19028102 22218491 18077363 22071524

1,4-Naphthoquinone Interacts with Diseases

Disease	Inference Score	References/Inference Genes
Prostatic Neoplasms	35.99	References/Inference Genes References Inference genes 12771559 20140206 17606477 18306354 17013881 11275366 17363613 17704407 16606632 17919073 15496535 21716162 AHR CBR1 CXCL8 CYP1A1 CYP1B1 CYP2C18 CYP2C19 CYP2E1 CYP3A4 CYP3A5 TOP2A
Breast carcinoma	22.78	References/Inference Genes References Inference genes 16298037 17450141 19597703 17297925 11583189 22296396 22204715 19446661 21515334 16234514 15496535 15601643 17293864 16792888 12006526 17516992 AHR CASP8 CXCL8 CYP1A1 CYP1B1 CYP2D6 CYP3A4 TNF TOP2A
Reperfusion Injury	21.08	References/Inference Genes References Inference genes 23875703 12865660 19058328 15829914 12910483 10706834 23743330 17112405 12024109 12468449 16971220 18460982 CASP3 CASP8 CCL2 CXCL8 TNF XDH
Lung Injury	19.11	References/Inference Genes References Inference genes 24893714 25703676 2518282 26243812 19762220 25831079 AHR CCL2 CYP1A1 CYP1A2 TNF
Kidney Failure, Chronic	18.99	References/Inference Genes References Inference genes 19420110 15248218 19539174 11938814 ALB CCL2 CYP2B6 CYP2C19 TNF
Chronic obstructive pulmonary disease	16.55	References/Inference Genes References Inference genes 19022366 23099361 15337792 20797314 CXCL8 CYP1A1 CYP1A2 TNF
Hepatocellular carcinoma	16.53	References/Inference Genes References Inference genes 27022031 15341023 12432545 15162526 21056497 CASP8 CBR1 CXCL8 CYP1A1 CYP2E1 TNF
Cardiac hypertrophy	16.06	References/Inference Genes References Inference genes 15302781 17337591 18725507 18034274 24247421 AHR CYP1A1 CYP1B1 CYP2E1 TNF
Colorectal cancer	14.8	References/Inference Genes References Inference genes 17450141 20878130 23431386 20065508 21081473 CASP8 CXCL8 CYP1A2 CYP1B1 TNF
Acute lymphoblastic leukemia	14.77	References/Inference Genes References Inference genes 22674224 22010212 CASP8 CYP1A2 CYP1B1 CYP2C8
Glomerulonephritis	14.76	References/Inference Genes References Inference genes 17161813 10910440 19524415 18462998 9403216 10385480 6769622 17464766 6343549 8501856 3160244 ALB CCL2 CXCL8 TNF
Leishmaniasis, Cutaneous	14.54	References/Inference Genes References Inference genes 20102417 CCL2 CXCL8 TNF
Dermatitis, Contact	13.81	References/Inference Genes References Inference genes 25724174 AHR CASP8 CYP1A1 CYP1B1
Myocardial Reperfusion Injury	13.73	References/Inference Genes References Inference genes 12087064 9572063 14998631 ALB CASP3 CASP8 CCL2
Stomach Neoplasms	13.47	References/Inference Genes References Inference genes 15492468 19424620 17450141 15723263 12107286 15201584 1733439 AHR ALB CASP8 CXCL8 TNF
Allergy	13.46	References/Inference Genes References Inference genes 16095146 15585374 19022366 21625544 8431628 ALB CCL2 CYP1A1 TNF
Drug-induced liver injury	13.43	References/Inference Genes References Inference genes 21984482 7532385 18779383 12963435 16770646 12668988 14971821 21741958 20623750 19638433 21890736 22310181 9696492 17709330 AHR ALB CCL2 CYP2C19 CYP2C9 CYP2E1 TNF
Brain Ischemia	13.41	References/Inference Genes References Inference genes 16809570 11756504 15829914 17901229 15756928 17394460 ALB CASP3 CCL2 TNF
Nephritis, Interstitial	13.19	References/Inference Genes References Inference genes 10916085 18176075 12217854 10385480 23994741 19814645 ALB CCL2 CYP2C9 CYP2D6
Squamous cell carcinoma	12.88	References/Inference Genes References Inference genes 25199511 15956251 22114726 22072123 CCL2 CXCL8 CYP1A2 CYP1B1

1,4-Naphthoquinone Interacts with Genes

Interaction	References
1,4-naphthoquinone promotes the reaction [[XDH protein results in increased reduction of Nitric Oxide] which results in increased chemical synthesis of Nitrous Oxide]	R

Interaction	References
[S-Nitrosoglutathione binds to CBR1 protein] inhibits the reaction [CBR1 protein results in increased metabolism of 1,4-naphthoquinone]	R

Interaction	References
[2-benzoquinone co-treated with 1,4-naphthoquinone] affects the localization of AHR protein	R

Interaction	References
CYP1A1 protein results in increased abundance of 1,4-naphthoquinone	R

Interaction	References
1,4-naphthoquinone binds to and results in decreased activity of TOP2A protein	R

Interaction	References
1,4-naphthoquinone results in increased expression of CYP3A4 mRNA	R

Interaction	References
1,4-naphthoquinone results in increased expression of CYP1A2 mRNA	R

Interaction	References
1,4-naphthoquinone results in increased expression of TNF mRNA	R

Interaction	References
1,4-naphthoquinone results in increased expression of CXCL8 mRNA	R

Interaction	References
1,4-naphthoquinone results in increased expression of CCL2 mRNA	R