KNApSAcK Metabolite C00001259
Metabolite
KNApSAcK Entry
| id | C00001259 |
|---|---|
| Name | Naphthalene |
| CAS RN | 91-20-3 |
| Standard InChI | InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H |
| Standard InChI (Main Layer) | InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H |
Cluster
| Phytochemical cluster | |
|---|---|
| KCF-S cluster | No. 5021 |
Link
ChEMBL
| By standard InChI | CHEMBL16293 |
|---|---|
| By standard InChI Main Layer | CHEMBL16293 |
KEGG
| By LinkDB | C00829 |
|---|
CTD
| By CAS RN | C031721 |
|---|
Species
Summary
Plant class
| class name | count |
|---|---|
| Magnoliophyta | 4 |
| Embryophyta | 1 |
Family
| family name | count |
|---|---|
| Magnoliaceae | 4 |
| Herbertaceae | 1 |
List (6)
* NCBI
Human Protein / Gene in interaction
6 ChEMBL Protein in interactions
| accession | description | class description | compound | assay ID (# of activities) |
# of diseases
(OMIM / KEGG) |
|---|---|---|---|---|---|
| P42574 | Caspase-3 | C14 | CHEMBL16293 |
CHEMBL1249495
(1)
CHEMBL1249496
(1)
|
0 / 0 |
| P11509 | Cytochrome P450 2A6 | Cytochrome P450 2A6 | CHEMBL16293 |
CHEMBL832816
(1)
CHEMBL1023677
(1)
|
0 / 0 |
| O75496 | Geminin | Unclassified protein | CHEMBL16293 |
CHEMBL2114843
(1)
|
0 / 0 |
| P18054 | Arachidonate 12-lipoxygenase, 12S-type | Enzyme | CHEMBL16293 |
CHEMBL1614252
(1)
|
2 / 0 |
| P05177 | Cytochrome P450 1A2 | Cytochrome P450 1A2 | CHEMBL16293 |
CHEMBL830921
(1)
|
0 / 0 |
| P10275 | Androgen receptor | NR3C4 | CHEMBL16293 |
CHEMBL1794321
(1)
|
3 / 4 |
CTD interaction (56)
| compound | gene | gene name | gene description | interaction | interaction type | form |
reference
pmid |
|---|---|---|---|---|---|---|---|
| C031721 | 5243 |
ABCB1
ABC20 CD243 CLCS GP170 MDR1 P-GP PGY1 |
ATP-binding cassette, sub-family B (MDR/TAP), member 1 (EC:3.6.3.44) | naphthalene results in decreased activity of ABCB1 protein |
decreases activity
|
protein |
19135510
|
| C031721 | 196 |
AHR
bHLHe76 |
aryl hydrocarbon receptor | [acenaphthene co-treated with anthracene co-treated with 1,12-benzoperylene co-treated with 1,2,5,6-dibenzanthracene co-treated with fluorene co-treated with naphthalene co-treated with phenanthrene] results in increased activity of AHR protein |
affects cotreatment
/ increases activity |
protein |
17665671
|
| C031721 | 196 |
AHR
bHLHe76 |
aryl hydrocarbon receptor | naphthalene results in increased activity of AHR protein |
increases activity
|
protein |
17665671
|
| C031721 | 429 |
ASCL1
ASH1 HASH1 MASH1 bHLHa46 |
achaete-scute family bHLH transcription factor 1 | ASCL1 protein inhibits the reaction [naphthalene results in decreased expression of CYP2F2 mRNA] |
decreases expression
/ decreases reaction |
protein |
20554700
|
| C031721 | 429 |
ASCL1
ASH1 HASH1 MASH1 bHLHa46 |
achaete-scute family bHLH transcription factor 1 | ASCL1 protein inhibits the reaction [naphthalene results in decreased expression of SCGB1A1 protein] |
decreases expression
/ decreases reaction |
protein |
20554700
|
| C031721 | 429 |
ASCL1
ASH1 HASH1 MASH1 bHLHa46 |
achaete-scute family bHLH transcription factor 1 | ASCL1 protein inhibits the reaction [naphthalene results in increased expression of SYP protein] |
decreases reaction
/ increases expression |
protein |
20554700
|
| C031721 | 596 |
BCL2
Bcl-2 PPP1R50 |
B-cell CLL/lymphoma 2 | naphthalene results in increased expression of BCL2 protein |
increases expression
|
protein |
14595851
|
| C031721 | 842 |
CASP9
APAF-3 APAF3 ICE-LAP6 MCH6 PPP1R56 |
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) | [naphthalene binds to pyrrolo(2,1-c)(1,4)benzodiazepine] which results in increased expression of CASP9 protein |
affects binding
/ increases expression |
protein |
21732540
|
| C031721 | 1543 |
CYP1A1
AHH AHRR CP11 CYP1 P1-450 P450-C P450DX |
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) | naphthalene results in increased expression of CYP1A1 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 1544 |
CYP1A2
CP12 P3-450 P450(PA) |
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) | naphthalene analog results in decreased activity of CYP1A2 protein |
decreases activity
|
protein |
15916432
|
| C031721 | 1544 |
CYP1A2
CP12 P3-450 P450(PA) |
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) | naphthalene inhibits the reaction [CYP1A2 protein results in increased chemical synthesis of 2-hydroxyestradiol] |
decreases reaction
/ increases chemical synthesis |
protein |
16790556
|
| C031721 | 1544 |
CYP1A2
CP12 P3-450 P450(PA) |
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) | naphthalene inhibits the reaction [CYP1A2 protein results in increased metabolism of Estradiol] |
decreases reaction
/ increases metabolic processing |
protein |
16790556
|
| C031721 | 1544 |
CYP1A2
CP12 P3-450 P450(PA) |
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) | naphthalene results in decreased activity of CYP1A2 protein |
decreases activity
|
protein |
15916432
16790556 |
| C031721 | 1545 |
CYP1B1
CP1B CYPIB1 GLC3A P4501B1 |
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) | naphthalene binds to and results in decreased activity of CYP1B1 protein |
affects binding
/ decreases activity |
protein |
19563207
|
| C031721 | 1557 |
CYP2C19
CPCJ CYP2C P450C2C P450IIC19 |
cytochrome P450, family 2, subfamily C, polypeptide 19 (EC:1.14.13.48 1.14.13.49 1.14.13.80) | naphthalene results in increased expression of CYP2C19 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 1558 |
CYP2C8
CPC8 CYPIIC8 MP-12/MP-20 |
cytochrome P450, family 2, subfamily C, polypeptide 8 (EC:1.14.14.1) | naphthalene results in increased expression of CYP2C8 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 1559 |
CYP2C9
CPC9 CYP2C CYP2C10 CYPIIC9 P450IIC9 |
cytochrome P450, family 2, subfamily C, polypeptide 9 (EC:1.14.13.48 1.14.13.49 1.14.13.80) | naphthalene results in increased expression of CYP2C9 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 1565 |
CYP2D6
CPD6 CYP2D CYP2D7AP CYP2D7BP CYP2D7P2 CYP2D8P2 CYP2DL1 CYPIID6 P450-DB1 P450C2D P450DB1 |
cytochrome P450, family 2, subfamily D, polypeptide 6 (EC:1.14.14.1) | naphthalene results in increased expression of CYP2D6 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 1571 |
CYP2E1
CPE1 CYP2E P450-J P450C2E |
cytochrome P450, family 2, subfamily E, polypeptide 1 (EC:1.14.13.n7) | naphthalene results in increased expression of CYP2E1 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 13107 | ASCL1 protein inhibits the reaction [naphthalene results in decreased expression of CYP2F2 mRNA] |
decreases expression
/ decreases reaction |
mRNA |
20554700
|
||
| C031721 | 13107 | [FGF7 protein modified form results in decreased expression of CYP2F2 mRNA] which results in decreased susceptibility to naphthalene |
decreases expression
/ decreases response to substance |
mRNA |
18385170
|
||
| C031721 | 29785 |
CYP2S1
|
cytochrome P450, family 2, subfamily S, polypeptide 1 (EC:1.14.14.1) | CYP2S1 protein affects the metabolism of naphthalene |
affects metabolic processing
|
protein |
16054184
|
| C031721 | 1576 |
CYP3A4
CP33 CP34 CYP3A CYP3A3 CYPIIIA3 CYPIIIA4 HLP NF-25 P450C3 P450PCN1 |
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) | naphthalene results in increased expression of CYP3A4 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 1577 |
CYP3A5
CP35 CYPIIIA5 P450PCN3 PCN3 |
cytochrome P450, family 3, subfamily A, polypeptide 5 (EC:1.14.14.1) | naphthalene results in increased expression of CYP3A5 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 2052 |
EPHX1
EPHX EPOX HYL1 MEH |
epoxide hydrolase 1, microsomal (xenobiotic) (EC:3.3.2.9) | naphthalene results in increased expression of EPHX1 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 2053 |
EPHX2
CEH SEH |
epoxide hydrolase 2, cytoplasmic (EC:3.3.2.10 3.1.3.76) | naphthalene results in increased expression of EPHX2 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 2252 |
FGF7
HBGF-7 KGF |
fibroblast growth factor 7 | [FGF7 protein modified form results in decreased expression of CYP2F2 mRNA] which results in decreased susceptibility to naphthalene |
decreases expression
/ decreases response to substance |
protein |
18385170
|
| C031721 | 2353 |
FOS
AP-1 C-FOS p55 |
FBJ murine osteosarcoma viral oncogene homolog | naphthalene results in increased expression of FOS protein |
increases expression
|
protein |
14595851
|
| C031721 | 2521 |
FUS
ALS6 ETM4 FUS1 HNRNPP2 POMP75 TLS |
fused in sarcoma | naphthalene results in decreased expression of FUS mRNA |
decreases expression
|
mRNA |
14595851
|
| C031721 | 2642 |
GCGR
GGR |
glucagon receptor | naphthalene analog binds to and results in decreased activity of GCGR protein |
affects binding
/ decreases activity |
protein |
16500101
|
| C031721 | 2944 |
GSTM1
GST1 GSTM1-1 GSTM1a-1a GSTM1b-1b GTH4 GTM1 H-B MU MU-1 |
glutathione S-transferase mu 1 (EC:2.5.1.18) | naphthalene results in increased expression of GSTM1 mRNA |
increases expression
|
mRNA |
20500019
|
| C031721 | 8870 |
IER3
DIF-2 DIF2 GLY96 IEX-1 IEX-1L IEX1 PRG1 |
immediate early response 3 | naphthalene results in increased expression of IER3 mRNA |
increases expression
|
mRNA |
22579512
|
| C031721 | 3565 |
IL4
BCGF-1 BCGF1 BSF-1 BSF1 IL-4 |
interleukin 4 | naphthalene results in increased expression of IL4 protein |
increases expression
|
protein |
12112628
|
| C031721 | 3576 |
IL8
CXCL8 GCP-1 GCP1 LECT LUCT LYNAP MDNCF MONAP NAF NAP-1 NAP1 |
interleukin 8 | naphthalene results in increased expression of IL8 mRNA |
increases expression
|
mRNA |
14595851
|
| C031721 | 3576 |
IL8
CXCL8 GCP-1 GCP1 LECT LUCT LYNAP MDNCF MONAP NAF NAP-1 NAP1 |
interleukin 8 | naphthalene results in increased expression of IL8 protein |
increases expression
|
protein |
14595851
|
| C031721 | 3725 |
JUN
AP-1 AP1 c-Jun |
jun proto-oncogene | naphthalene results in increased expression of JUN protein |
increases expression
|
protein |
14595851
|
| C031721 | 3956 |
LGALS1
GAL1 GBP |
lectin, galactoside-binding, soluble, 1 | naphthalene results in increased expression of LGALS1 mRNA |
increases expression
|
mRNA |
22579512
|
| C031721 | 4157 |
MC1R
CMM5 MSH-R SHEP2 |
melanocortin 1 receptor (alpha melanocyte stimulating hormone receptor) | naphthalene analog binds to MC1R protein |
affects binding
|
protein |
11909711
|
| C031721 | 4159 |
MC3R
BMIQ9 MC3 MC3-R OB20 OQTL |
melanocortin 3 receptor | naphthalene analog binds to MC3R protein |
affects binding
|
protein |
11909711
|
| C031721 | 4160 |
MC4R
|
melanocortin 4 receptor | naphthalene analog binds to MC4R protein |
affects binding
|
protein |
11909711
|
| C031721 | 4161 |
MC5R
MC2 |
melanocortin 5 receptor | naphthalene analog binds to MC5R protein |
affects binding
|
protein |
11909711
|
| C031721 | 10403 |
NDC80
HEC HEC1 HsHec1 KNTC2 TID3 hsNDC80 |
NDC80 kinetochore complex component | naphthalene results in decreased expression of NDC80 mRNA |
decreases expression
|
mRNA |
22579512
|
| C031721 | 4846 |
NOS3
ECNOS eNOS |
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) | 1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1H-imidazole inhibits the reaction [naphthalene results in increased expression of NOS3 protein] |
decreases reaction
/ increases expression |
protein |
15183461
|
| C031721 | 4846 |
NOS3
ECNOS eNOS |
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) | 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid acetoxymethyl ester inhibits the reaction [naphthalene results in increased expression of NOS3 mRNA] |
decreases reaction
/ increases expression |
mRNA |
15183461
|
| C031721 | 4846 |
NOS3
ECNOS eNOS |
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) | naphthalene results in increased expression of NOS3 mRNA |
increases expression
|
mRNA |
15183461
|
| C031721 | 4846 |
NOS3
ECNOS eNOS |
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) | naphthalene results in increased expression of NOS3 protein |
increases expression
|
protein |
15183461
|
| C031721 | 4846 |
NOS3
ECNOS eNOS |
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) | nickel chloride inhibits the reaction [naphthalene results in increased expression of NOS3 protein] |
decreases reaction
/ increases expression |
protein |
15183461
|
| C031721 | 4846 |
NOS3
ECNOS eNOS |
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) | Proadifen inhibits the reaction [naphthalene results in increased expression of NOS3 protein] |
decreases reaction
/ increases expression |
protein |
15183461
|
| C031721 | 5053 |
PAH
PH PKU PKU1 |
phenylalanine hydroxylase (EC:1.14.16.1) | naphthalene results in decreased expression of PAH mRNA |
decreases expression
|
mRNA |
22579512
|
| C031721 | 5894 |
RAF1
CRAF NS5 Raf-1 c-Raf |
v-raf-1 murine leukemia viral oncogene homolog 1 (EC:2.7.11.1) | naphthalene results in increased expression of RAF1 protein |
increases expression
|
protein |
14595851
|
| C031721 | 389 |
RHOC
ARH9 ARHC H9 RHOH9 |
ras homolog family member C | naphthalene results in increased expression of RHOC mRNA |
increases expression
|
mRNA |
22579512
|
| C031721 | 7356 |
SCGB1A1
CC10 CC16 CCPBP CCSP UGB UP-1 UP1 |
secretoglobin, family 1A, member 1 (uteroglobin) | ASCL1 protein inhibits the reaction [naphthalene results in decreased expression of SCGB1A1 protein] |
decreases expression
/ decreases reaction |
protein |
20554700
|
| C031721 | 6855 |
SYP
MRXSYP |
synaptophysin | ASCL1 protein inhibits the reaction [naphthalene results in increased expression of SYP protein] |
decreases reaction
/ increases expression |
protein |
20554700
|
| C031721 | 6932 |
TCF7
TCF-1 |
transcription factor 7 (T-cell specific, HMG-box) | naphthalene results in increased expression of TCF7 mRNA |
increases expression
|
mRNA |
14595851
|
| C031721 | 7076 |
TIMP1
CLGI EPA EPO HCI TIMP |
TIMP metallopeptidase inhibitor 1 | naphthalene results in increased expression of TIMP1 mRNA |
increases expression
|
mRNA |
22579512
|
| C031721 | 7157 |
TP53
BCC7 LFS1 P53 TRP53 |
tumor protein p53 | [naphthalene binds to pyrrolo(2,1-c)(1,4)benzodiazepine] which results in increased expression of TP53 protein |
affects binding
/ increases expression |
protein |
21732540
|
Related Disease
Diseases related to proteins in ChEMBL interactions
OMIM (5)
| OMIM | preferred title | UniProt |
|---|---|---|
| #300068 | Androgen insensitivity syndrome; ais |
P10275
|
| #312300 | Androgen insensitivity, partial; pais |
P10275
|
| #114500 | Colorectal cancer; crc |
P18054
|
| #133239 | Esophageal cancer |
P18054
|
| #313200 | Spinal and bulbar muscular atrophy, x-linked 1; smax1 |
P10275
|
KEGG DISEASE (4)
| KEGG | disease name | UniProt |
|---|---|---|
| H00024 | Prostate cancer |
P10275
(related)
|
| H00062 | Spinal and bulbar muscular atrophy (SBMA) |
P10275
(related)
|
| H00608 | 46,XY disorders of sex development (Disorders in androgen synthesis or action) |
P10275
(related)
|
| H00609 | 46,XY disorders of sex development (Other) |
P10275
(related)
|
Diseases related to CTD interactions
18 disease from interactions of metabolites
| MeSH disease | OMIM | compound | disease name | evidence type |
reference
pmid |
|---|---|---|---|---|---|
| D000014 | C031721 | Abnormalities, Drug-Induced |
marker/mechanism
|
19286257
|
|
| D058186 | C031721 | Acute Kidney Injury |
marker/mechanism
|
602954
|
|
| D055371 | C031721 | Acute Lung Injury |
marker/mechanism
|
19880587
20554700 |
|
| D000743 | C031721 | Anemia, Hemolytic |
marker/mechanism
|
4852166
|
|
| D002386 | C031721 | Cataract |
marker/mechanism
|
20597648
|
|
| D006456 | C031721 | Hemoglobinuria |
marker/mechanism
|
4852166
|
|
| D006529 | C031721 | Hepatomegaly |
marker/mechanism
|
21097997
|
|
| D006959 | C031721 | Hyperoxaluria |
marker/mechanism
|
180940
|
|
| D006965 | C031721 | Hyperplasia |
marker/mechanism
|
18687389
|
|
| D008114 | C031721 | Liver Neoplasms, Experimental |
marker/mechanism
|
21097997
|
|
| D055370 | C031721 | Lung Injury |
marker/mechanism
|
6834280
18385170 18719226 18757308 18787022 18978301 19213872 19438287 20075049 20522644 20935109 21097997 21399660 21709667 21765217 22003090 22122896 |
|
| D008175 | C031721 | Lung Neoplasms |
marker/mechanism
|
19776212
|
|
| D048629 | C031721 | Micronuclei, Chromosome-Defective |
marker/mechanism
|
6472309
|
|
| D009336 | C031721 | Necrosis |
marker/mechanism
|
18273912
|
|
| D009362 | C031721 | Neoplasm Metastasis |
therapeutic
|
21399660
|
|
| D011041 | C031721 | Poisoning |
marker/mechanism
|
22253058
|
|
| D014133 | C031721 | Tracheal Diseases |
marker/mechanism
|
21703416
|
|
| D015431 | C031721 | Weight Loss |
marker/mechanism
|
20935109
|