CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: naphthoquinone
Accession: CHEBI:25481
browse the term
Definition: A polycyclic aromatic ketone metabolite of naphthalene.
Synonyms: related_synonym: naphthoquinones
G
HIF1A
hypoxia inducible factor 1 subunit alpha
multiple interactions
EXP
2,3-dimethoxy-1,4-naphthoquinone inhibits the reaction [S-Nitrosoglutathione results in increased expression of HIF1A protein]; 2,3-dimethoxy-1,4-naphthoquinone inhibits the reaction [TNF protein results in increased expression of HIF1A protein]
CTD
PMID:11514583
NCBI chr 1:190,625,436...190,673,926
Ensembl chr 1:190,625,244...190,674,845
G
TNF
tumor necrosis factor
multiple interactions
EXP
2,3-dimethoxy-1,4-naphthoquinone inhibits the reaction [TNF protein results in increased expression of HIF1A protein]
CTD
PMID:11514583
NCBI chr 7:23,699,635...23,702,393
Ensembl chr 7:23,699,628...23,702,415
G
TPO
thyroid peroxidase
decreases activity
EXP
2,3-dimethoxy-1,4-naphthoquinone results in decreased activity of TPO protein
CTD
PMID:11815678
NCBI chr 3:132,384,677...132,409,750
Ensembl chr 3:132,384,583...132,409,208
G
ATF6
activating transcription factor 6
multiple interactions increases activity
EXP
SOD2 inhibits the reaction [Vitamin K 3 results in increased activity of ATF6 protein]
CTD
PMID:18086661
NCBI chr 4:88,591,279...88,806,156
Ensembl chr 4:88,591,288...88,805,304
G
CAPN2
calpain 2
increases expression increases cleavage
EXP
Vitamin K 3 results in increased expression of CAPN2 protein Vitamin K 3 results in increased cleavage of CAPN2 protein
CTD
PMID:16920763
NCBI chr10:19,758,824...19,820,241
Ensembl chr10:19,758,757...19,820,246
G
HSP90B1
heat shock protein 90 beta family member 1
multiple interactions increases expression
EXP
PD 150606 inhibits the reaction [Vitamin K 3 results in increased expression of HSP90B1 protein] Vitamin K 3 results in increased expression of HSP90B1 mRNA; Vitamin K 3 results in increased expression of HSP90B1 protein
CTD
PMID:16920763 PMID:18086661
NCBI chr 5:80,511,513...80,531,016
Ensembl chr 5:80,511,506...80,530,991
G
HSPA5
heat shock protein family A (Hsp70) member 5
multiple interactions increases expression
EXP
PD 150606 inhibits the reaction [Vitamin K 3 results in increased expression of HSPA5 protein] Vitamin K 3 results in increased expression of HSPA5 mRNA; Vitamin K 3 results in increased expression of HSPA5 protein
CTD
PMID:16920763 PMID:18086661
NCBI chr 1:265,930,044...265,934,959
Ensembl chr 1:265,930,045...265,934,894
G
MAPK8
mitogen-activated protein kinase 8
increases phosphorylation
EXP
Vitamin K 3 results in increased phosphorylation of MAPK8 protein
CTD
PMID:18086661
NCBI chr14:88,988,914...89,108,875
Ensembl chr14:88,988,949...89,108,874
G
SOD2
superoxide dismutase 2
decreases response to substance multiple interactions
EXP
SOD2 results in decreased susceptibility to Vitamin K 3 SOD2 inhibits the reaction [Vitamin K 3 results in increased activity of ATF6 protein]
CTD
PMID:18086661
NCBI chr 1:7,679,352...7,689,564
Ensembl chr 1:7,679,352...7,689,560
G
TPO
thyroid peroxidase
decreases activity
EXP
Vitamin K 3 results in decreased activity of TPO protein
CTD
PMID:11815678
NCBI chr 3:132,384,677...132,409,750
Ensembl chr 3:132,384,583...132,409,208
G
XBP1
X-box binding protein 1
increases splicing
EXP
Vitamin K 3 results in increased splicing of XBP1 mRNA
CTD
PMID:18086661
NCBI chr14:46,011,239...46,016,526
Ensembl chr14:46,008,377...46,016,526
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
5164
chemical entity
5164
group
5143
inorganic group
4951
oxo group
4752
organic oxo compound
4752
carbonyl compound
4752
ketone
4459
cyclic ketone
4446
quinone
19
naphthoquinone
10
(+)-daeschol A
0
(-)-daeschol A
0
(1R,4R,13R,14R,18S)-7,13,18-trihydroxy-17-methyl-19,20-dioxapentacyclo[12.4.1.11,4.04,13.06,11]icosa-6(11),7,9,16-tetraene-5,12,15-trione
0
(3R,5R)-6,6,14-trihydroxy-3-methyl-4,18,19,22-tetraoxahexacyclo[15.2.2.11,7.03,5.08,17.010,15]docosa-7,10(15),11,13,20-pentaene-9,16-dione
0
(S)-2,3-Dihydro-5-hydroxy-2-methyl-1,4-naphthoquinone
0
1,2-naphthoquinones +
0
1,4,5,8-tetrahydroxy-3_ethylnaphthalene2,6-dione
0
1,4-naphthoquinones +
10
1-dehydroxysolaninol
0
11aR*, 13R*-stealthin G
0
11aR*, 13S*-stealthin F
0
11aR-stealthin D
0
11aR-stealthin E
0
11aS*, 13R*-stealthin F
0
11aS*, 13S*-stealthin G
0
11aS-stealthin D
0
11aS-stealthin E
0
16-demethyl-34a-dehydroxy rifamycin W
0
16-demethylrifamycin W
0
16-demethylrifamycin W hemiacetal
0
2,3-Dehydrosalvipisone
0
2-Methoxystypandrone
0
2-demethylmenaquinone +
0
2-hydroxy-3-methyl-8-(methylamino)naphthalene-5,6-dione
0
2-hydroxyethyl-3-methyl-1,4-naphthoquinone
0
27,28-epoxy-28-desmethylrifamycin W
0
28-dehydroxymethyl-28,30-dihydroxyrifamycin W
0
28-desmethyl-28-hydroxyrifamycin W
0
3,3'-Bisjuglone
0
3,5,8-trihydroxy-6-methoxy-2-(5-oxohexa-1,3-dienyl)-1,4-naphthoquinone
0
3-Hydroxyjuglone
0
30-di-(O-methyl)actamycin25
0
30-hydroxyrifamycin W
0
30-hydroxyrifamycin W hemiacetal
0
4-hydroxy-3-methylnaphthalene-1,2-dione
0
5,7-dihydroxy-3-methyl-2-(2-oxopropyl)naphthalene-1,4-dione
0
5,8-dihydroxy-2,7-dimethoxy-1,4-naphthoquinone
0
5-Hydroxy-2,3-dimethyl-1,4-naphthoquinone
0
5-dehydroxysolaninol
0
5-hydroxy-2,7-dimethoxy-8-methylnaphthoquinone
0
5-hydroxy-2-(2-hydroxypropyl)naphthalene-1,4-dione
0
5-hydroxy-2-methoxy-6,7-dimethyl-1,4-naphthoquinone
0
5-hydroxy-6,7-bis(hydroxymethyl)-2-methoxynaphthalene-1,4-dione
0
5-hydroxy-7-(hydroxymethyl)-2-methoxy-6-methylnaphthalene-1,4-dione
0
6-(1-methoxylethy1)-2,7-dimethoxyjuglone
0
6-hydroxy-2,7-dimethyl-1,4-naphthoquinone
0
6-hydroxy-5-(1-hydroxy-4-methoxy-3-oxo-2H-isoindol-1-yl)-2-methylnaphthalene-1,4-dione
0
6-methylcristazarin
0
7-Acetonyl-5-hydroxy-6-methyl-1,4-NQ
0
7-Hydroxy-5-isopropyl-2-methoxy-3-methyl-1,4-naphthoquinone
0
7-O-methylspinochrome B (2, 3,5trihydroxy-7-methoxy-l , 4-naphthoquinone)
0
8,1′,5′-trihydroxy-3′,4′dihydro-1′H-[2,4′] binaphthalenyl-1,4,2′-trione
0
8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone
0
Acetylsalvipisone
0
Actamycin
0
Ansalactam A
0
Ansalactam B
0
Arromycin
0
Ascomycone C
0
Asperaldin
0
Aspergiodiquinone
0
Astropaquinone A
0
Beijinchrome C
0
Bhimamycin E
0
C.I. Natural Red 20
0
Carnocin CP 5
0
Cladosporol B
0
Cladosporol H
0
Coprisidin A
0
Coprisidin B
0
Cordeauxione
0
Cristazarin
0
Daldiquinone
0
Dermocanarin 8
0
Dermocanarin 9
0
Deschloro-merochlorin A
0
Diploquinone A
0
Diploquinone B
0
Divergolide L
0
Divergolide M
0
Divergolide N
0
Flaviogeranin
0
Fumaquinone
0
Grecoketide A
0
Grecoketide B
0
Hamigeran B
0
Homostealthin D
0
Hydroxysesamone
0
Hypoxylide
0
Illinitone B
0
Islandoquinone
0
Isoplumbagin
0
JBIR-12
0
Javanicin
0
Juglomycin A
0
Juglomycin B
0
Juglomycin C
0
Juglomycin C amide
0
Juglomycin Z
0
Karuquinone A
0
Karuquinone C
0
Khatmiamycin
0
Kirschsteinin B
0
Kirschsteinin C
0
Lambertellol C
0
Merochlorin A
0
Methylspinazarin
0
Misakimycin
0
Mollisine
0
Mycochrysone
0
N-[1,4-dioxo-3-(3-pentyl-1-imidazol-3-iumyl)-2-naphthalenyl]benzenesulfonamide
0
Naphthoherniarin
0
Naphthomycinol
0
Naphthoquinomycin A
0
Naphthoquinomycin B
0
Nectriaquinone B
0
Neoansamycin A
0
Neodiospyrin
0
Neofusnaphthoquinone A
0
Orientalone
0
PPM-18
0
Phthiocol
0
Quambalarine B
0
Radinaphthalenone
0
Rifamycin W-lactone
0
Salinaphthoquinone A
0
Salinaphthoquinone B
0
Salinaphthoquinone C
0
Salinaphthoquinone E
0
Sclareapinone
0
Sclerketide A
0
Solaninaphthoquione
0
Solaniol
0
Teratosphaerone A
0
Ustinaphthalin
0
hydroxynaphthoquinone +
0
phytylnaphthoquinone +
0
prenylnaphthoquinone +
0
Path 2
CHEBI ontology
5164
subatomic particle
5155
composite particle
5155
hadron
5155
baryon
5155
nucleon
5155
atomic nucleus
5155
atom
5155
main group element atom
5127
p-block element atom
5124
carbon group element atom
5042
carbon atom
5041
organic molecular entity
5041
heteroorganic entity
4885
organochalcogen compound
4839
organooxygen compound
4803
carbonyl compound
4752
ketone
4459
cyclic ketone
4446
quinone
19
naphthoquinone
10
(+)-daeschol A
0
(-)-daeschol A
0
(1R,4R,13R,14R,18S)-7,13,18-trihydroxy-17-methyl-19,20-dioxapentacyclo[12.4.1.11,4.04,13.06,11]icosa-6(11),7,9,16-tetraene-5,12,15-trione
0
(3R,5R)-6,6,14-trihydroxy-3-methyl-4,18,19,22-tetraoxahexacyclo[15.2.2.11,7.03,5.08,17.010,15]docosa-7,10(15),11,13,20-pentaene-9,16-dione
0
(S)-2,3-Dihydro-5-hydroxy-2-methyl-1,4-naphthoquinone
0
1,2-naphthoquinones +
0
1,4,5,8-tetrahydroxy-3_ethylnaphthalene2,6-dione
0
1,4-naphthoquinones +
10
1-dehydroxysolaninol
0
11aR*, 13R*-stealthin G
0
11aR*, 13S*-stealthin F
0
11aR-stealthin D
0
11aR-stealthin E
0
11aS*, 13R*-stealthin F
0
11aS*, 13S*-stealthin G
0
11aS-stealthin D
0
11aS-stealthin E
0
16-demethyl-34a-dehydroxy rifamycin W
0
16-demethylrifamycin W
0
16-demethylrifamycin W hemiacetal
0
2,3-Dehydrosalvipisone
0
2-Methoxystypandrone
0
2-demethylmenaquinone +
0
2-hydroxy-3-methyl-8-(methylamino)naphthalene-5,6-dione
0
2-hydroxyethyl-3-methyl-1,4-naphthoquinone
0
27,28-epoxy-28-desmethylrifamycin W
0
28-dehydroxymethyl-28,30-dihydroxyrifamycin W
0
28-desmethyl-28-hydroxyrifamycin W
0
3,3'-Bisjuglone
0
3,5,8-trihydroxy-6-methoxy-2-(5-oxohexa-1,3-dienyl)-1,4-naphthoquinone
0
3-Hydroxyjuglone
0
30-di-(O-methyl)actamycin25
0
30-hydroxyrifamycin W
0
30-hydroxyrifamycin W hemiacetal
0
4-hydroxy-3-methylnaphthalene-1,2-dione
0
5,7-dihydroxy-3-methyl-2-(2-oxopropyl)naphthalene-1,4-dione
0
5,8-dihydroxy-2,7-dimethoxy-1,4-naphthoquinone
0
5-Hydroxy-2,3-dimethyl-1,4-naphthoquinone
0
5-dehydroxysolaninol
0
5-hydroxy-2,7-dimethoxy-8-methylnaphthoquinone
0
5-hydroxy-2-(2-hydroxypropyl)naphthalene-1,4-dione
0
5-hydroxy-2-methoxy-6,7-dimethyl-1,4-naphthoquinone
0
5-hydroxy-6,7-bis(hydroxymethyl)-2-methoxynaphthalene-1,4-dione
0
5-hydroxy-7-(hydroxymethyl)-2-methoxy-6-methylnaphthalene-1,4-dione
0
6-(1-methoxylethy1)-2,7-dimethoxyjuglone
0
6-hydroxy-2,7-dimethyl-1,4-naphthoquinone
0
6-hydroxy-5-(1-hydroxy-4-methoxy-3-oxo-2H-isoindol-1-yl)-2-methylnaphthalene-1,4-dione
0
6-methylcristazarin
0
7-Acetonyl-5-hydroxy-6-methyl-1,4-NQ
0
7-Hydroxy-5-isopropyl-2-methoxy-3-methyl-1,4-naphthoquinone
0
7-O-methylspinochrome B (2, 3,5trihydroxy-7-methoxy-l , 4-naphthoquinone)
0
8,1′,5′-trihydroxy-3′,4′dihydro-1′H-[2,4′] binaphthalenyl-1,4,2′-trione
0
8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone
0
Acetylsalvipisone
0
Actamycin
0
Ansalactam A
0
Ansalactam B
0
Arromycin
0
Ascomycone C
0
Asperaldin
0
Aspergiodiquinone
0
Astropaquinone A
0
Beijinchrome C
0
Bhimamycin E
0
C.I. Natural Red 20
0
Carnocin CP 5
0
Cladosporol B
0
Cladosporol H
0
Coprisidin A
0
Coprisidin B
0
Cordeauxione
0
Cristazarin
0
Daldiquinone
0
Dermocanarin 8
0
Dermocanarin 9
0
Deschloro-merochlorin A
0
Diploquinone A
0
Diploquinone B
0
Divergolide L
0
Divergolide M
0
Divergolide N
0
Flaviogeranin
0
Fumaquinone
0
Grecoketide A
0
Grecoketide B
0
Hamigeran B
0
Homostealthin D
0
Hydroxysesamone
0
Hypoxylide
0
Illinitone B
0
Islandoquinone
0
Isoplumbagin
0
JBIR-12
0
Javanicin
0
Juglomycin A
0
Juglomycin B
0
Juglomycin C
0
Juglomycin C amide
0
Juglomycin Z
0
Karuquinone A
0
Karuquinone C
0
Khatmiamycin
0
Kirschsteinin B
0
Kirschsteinin C
0
Lambertellol C
0
Merochlorin A
0
Methylspinazarin
0
Misakimycin
0
Mollisine
0
Mycochrysone
0
N-[1,4-dioxo-3-(3-pentyl-1-imidazol-3-iumyl)-2-naphthalenyl]benzenesulfonamide
0
Naphthoherniarin
0
Naphthomycinol
0
Naphthoquinomycin A
0
Naphthoquinomycin B
0
Nectriaquinone B
0
Neoansamycin A
0
Neodiospyrin
0
Neofusnaphthoquinone A
0
Orientalone
0
PPM-18
0
Phthiocol
0
Quambalarine B
0
Radinaphthalenone
0
Rifamycin W-lactone
0
Salinaphthoquinone A
0
Salinaphthoquinone B
0
Salinaphthoquinone C
0
Salinaphthoquinone E
0
Sclareapinone
0
Sclerketide A
0
Solaninaphthoquione
0
Solaniol
0
Teratosphaerone A
0
Ustinaphthalin
0
hydroxynaphthoquinone +
0
phytylnaphthoquinone +
0
prenylnaphthoquinone +
0