KNApSAcK Metabolite C00042574
Metabolite
KNApSAcK Entry
| id | C00042574 |
|---|---|
| Name | Harmol |
| CAS RN | 487-03-6 |
| Standard InChI | InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3 |
| Standard InChI (Main Layer) | InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3 |
Cluster
| Phytochemical cluster | No. 4 |
|---|---|
| KCF-S cluster | No. 1889 |
Link
ChEMBL
| By standard InChI | CHEMBL14285 |
|---|---|
| By standard InChI Main Layer | CHEMBL14285 |
KEGG
| By LinkDB |
|---|
CTD
| By CAS RN | C001326 |
|---|
Species
Summary
Plant class
| class name | count |
|---|---|
| Liliopsida | 1 |
| Embryophyta | 1 |
Family
| family name | count |
|---|---|
| Cyperaceae | 1 |
| Fontinalaceae | 1 |
List (2)
* NCBI
| KNApSAcK organism | *ID | *family | *plant class | *kingdom |
|---|---|---|---|---|
| Carex brevicollis DC. | 140793 | Cyperaceae | Liliopsida | Viridiplantae |
| Fontinalis squamosa | 123094 | Fontinalaceae | Embryophyta | Viridiplantae |
Human Protein / Gene in interaction
30 ChEMBL Protein in interactions
| accession | description | class description | compound | assay ID (# of activities) |
# of diseases
(OMIM / KEGG) |
|---|---|---|---|---|---|
| P10635 | Cytochrome P450 2D6 | Cytochrome P450 2D6 | CHEMBL14285 |
CHEMBL729206
(1)
CHEMBL1614110
(1)
|
1 / 0 |
| P04637 | Cellular tumor antigen p53 | Transcription Factor | CHEMBL14285 |
CHEMBL1613992
(1)
|
7 / 44 |
| P06746 | DNA polymerase beta | Enzyme | CHEMBL14285 |
CHEMBL1614079
(1)
|
0 / 0 |
| P04062 | Glucosylceramidase | Enzyme | CHEMBL14285 |
CHEMBL1613818
(1)
|
6 / 4 |
| P02545 | Prelamin-A/C | Unclassified protein | CHEMBL14285 |
CHEMBL1614544
(1)
|
11 / 10 |
| P24941 | Cyclin-dependent kinase 2 | Cdc2 | CHEMBL14285 |
CHEMBL666137
(1)
|
0 / 0 |
| P11712 | Cytochrome P450 2C9 | Cytochrome P450 2C9 | CHEMBL14285 |
CHEMBL1614027
(1)
|
0 / 1 |
| Q00535 | Cyclin-dependent kinase 5 | Cdk5 | CHEMBL14285 |
CHEMBL666138
(1)
|
0 / 0 |
| P00352 | Retinal dehydrogenase 1 | Enzyme | CHEMBL14285 |
CHEMBL1614458
(2)
|
0 / 0 |
| P17405 | Sphingomyelin phosphodiesterase | Enzyme | CHEMBL14285 |
CHEMBL1794495
(1)
|
2 / 2 |
| P14902 | Indoleamine 2,3-dioxygenase 1 | Enzyme | CHEMBL14285 |
CHEMBL1936793
(1)
|
0 / 0 |
| O75496 | Geminin | Unclassified protein | CHEMBL14285 |
CHEMBL2114843
(1)
|
0 / 0 |
| P11308 | Transcriptional regulator ERG | Unclassified protein | CHEMBL14285 |
CHEMBL2114723
(1)
CHEMBL2114924
(1)
|
1 / 2 |
| Q03164 | Histone-lysine N-methyltransferase 2A | Enzyme | CHEMBL14285 |
CHEMBL1614410
(1)
|
1 / 3 |
| P06280 | Alpha-galactosidase A | Enzyme | CHEMBL14285 |
CHEMBL1614217
(2)
|
1 / 1 |
| Q99714 | 3-hydroxyacyl-CoA dehydrogenase type-2 | Enzyme | CHEMBL14285 |
CHEMBL1613910
(1)
CHEMBL1614227
(1)
|
3 / 3 |
| P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD(+)] | Enzyme | CHEMBL14285 |
CHEMBL1614038
(1)
|
2 / 2 |
| Q96QE3 | ATPase family AAA domain-containing protein 5 | Unclassified protein | CHEMBL14285 |
CHEMBL1738588
(1)
CHEMBL1738317
(1)
|
0 / 0 |
| P33261 | Cytochrome P450 2C19 | Cytochrome P450 2C19 | CHEMBL14285 |
CHEMBL1613777
(1)
|
1 / 1 |
| P08684 | Cytochrome P450 3A4 | Cytochrome P450 3A4 | CHEMBL14285 |
CHEMBL1614108
(1)
CHEMBL1613886
(1)
|
0 / 1 |
| P27695 | DNA-(apurinic or apyrimidinic site) lyase | Enzyme | CHEMBL14285 |
CHEMBL1614211
(2)
|
0 / 0 |
| Q16236 | Nuclear factor erythroid 2-related factor 2 | Unclassified protein | CHEMBL14285 |
CHEMBL1738184
(1)
|
0 / 0 |
| B2RXH2 | Lysine-specific demethylase 4E | Enzyme | CHEMBL14285 |
CHEMBL1613914
(2)
|
0 / 0 |
| Q96KQ7 | Histone-lysine N-methyltransferase EHMT2 | Enzyme | CHEMBL14285 |
CHEMBL1738442
(1)
|
0 / 0 |
| O75874 | Isocitrate dehydrogenase [NADP] cytoplasmic | Enzyme | CHEMBL14285 |
CHEMBL2354311
(1)
|
1 / 0 |
| Q13951 | Core-binding factor subunit beta | Unclassified protein | CHEMBL14285 |
CHEMBL1613933
(1)
|
0 / 1 |
| Q01196 | Runt-related transcription factor 1 | Unclassified protein | CHEMBL14285 |
CHEMBL1613933
(1)
|
1 / 6 |
| Q92698 | DNA repair and recombination protein RAD54-like | Enzyme | CHEMBL14285 |
CHEMBL2114865
(1)
|
0 / 0 |
| P01215 | Glycoprotein hormones alpha chain | Unclassified protein | CHEMBL14285 |
CHEMBL2114913
(1)
|
0 / 3 |
| Q9H0H5 | Rac GTPase-activating protein 1 | Unclassified protein | CHEMBL14285 |
CHEMBL2114881
(1)
|
0 / 0 |
CTD interaction (7)
| compound | gene | gene name | gene description | interaction | interaction type | form |
reference
pmid |
|---|---|---|---|---|---|---|---|
| C001326 | 1543 |
CYP1A1
AHH AHRR CP11 CYP1 P1-450 P450-C P450DX |
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) | benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [harmol results in decreased stability of CYP1A1 protein] |
decreases reaction
/ decreases stability |
protein |
22001777
|
| C001326 | 1543 |
CYP1A1
AHH AHRR CP11 CYP1 P1-450 P450-C P450DX |
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) | harmol inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] |
decreases reaction
/ increases expression |
mRNA |
22001777
|
| C001326 | 1543 |
CYP1A1
AHH AHRR CP11 CYP1 P1-450 P450-C P450DX |
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) | harmol inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 protein] |
decreases reaction
/ increases expression |
protein |
22001777
|
| C001326 | 1543 |
CYP1A1
AHH AHRR CP11 CYP1 P1-450 P450-C P450DX |
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) | harmol results in decreased activity of CYP1A1 protein |
decreases activity
|
protein |
22001777
|
| C001326 | 1543 |
CYP1A1
AHH AHRR CP11 CYP1 P1-450 P450-C P450DX |
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) | harmol results in decreased stability of CYP1A1 protein |
decreases stability
|
protein |
22001777
|
| C001326 | 6817 |
SULT1A1
HAST1/HAST2 P-PST PST ST1A1 ST1A3 STP STP1 TSPST1 |
sulfotransferase family, cytosolic, 1A, phenol-preferring, member 1 (EC:2.8.2.1) | Mefenamic Acid inhibits the reaction [SULT1A1 protein results in increased sulfation of harmol] |
decreases reaction
/ increases sulfation |
protein |
11181495
|
| C001326 | 6818 |
SULT1A3
HAST HAST3 M-PST ST1A3/ST1A4 ST1A5 STM TL-PST |
sulfotransferase family, cytosolic, 1A, phenol-preferring, member 3 (EC:2.8.2.1) | SULT1A3 protein results in increased sulfation of harmol |
increases sulfation
|
protein |
11181495
|
Related Disease
Diseases related to proteins in ChEMBL interactions
OMIM (38)
| OMIM | preferred title | UniProt |
|---|---|---|
| #300438 | 17-beta-hydroxysteroid dehydrogenase x deficiency |
Q99714
|
| #202300 | Adrenocortical carcinoma, hereditary; adcc |
P04637
|
| #614740 | Basal cell carcinoma, susceptibility to, 7; bcc7 |
P04637
|
| #115200 | Cardiomyopathy, dilated, 1a; cmd1a |
P02545
|
| #212112 | Cardiomyopathy, dilated, with hypergonadotropic hypogonadism |
P02545
|
| #605588 | Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 |
P02545
|
| #119900 | Digital clubbing, isolated congenital |
P15428
|
| #609535 | Drug metabolism, poor, cyp2c19-related |
P33261
|
| #608902 | Drug metabolism, poor, cyp2d6-related |
P10635
|
| #181350 | Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 |
P02545
|
| #133239 | Esophageal cancer |
P04637
|
| #612219 | Ewing sarcoma; es |
P11308
|
| #301500 | Fabry disease |
P06280
|
| #608013 | Gaucher disease, perinatal lethal |
P04062
|
| #230800 | Gaucher disease, type i |
P04062
|
| #230900 | Gaucher disease, type ii |
P04062
|
| #231000 | Gaucher disease, type iii |
P04062
|
| #231005 | Gaucher disease, type iiic |
P04062
|
| #137800 | Glioma susceptibility 1; glm1 |
O75874
|
| #605130 | Hairy elbows, short stature, facial dysmorphism, and developmental delay |
Q03164
|
| #610140 | Heart-hand syndrome, slovenian type |
P02545
|
| #176670 | Hutchinson-gilford progeria syndrome; hgps |
P02545
|
| #259100 | Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 |
P15428
|
| #151623 | Li-fraumeni syndrome 1; lfs1 |
P04637
|
| #151660 | Lipodystrophy, familial partial, type 2; fpld2 |
P02545
|
| #211980 | Lung cancer |
P04637
|
| #248370 | Mandibuloacral dysplasia with type a lipodystrophy; mada |
P02545
|
| #300705 | Mental retardation, x-linked 17; mrx17 |
Q99714
|
| #300220 | Mental retardation, x-linked, syndromic 10; mrxs10 |
Q99714
|
| #613205 | Muscular dystrophy, congenital, lmna-related |
P02545
|
| #159001 | Muscular dystrophy, limb-girdle, type 1b; lgmd1b |
P02545
|
| #257200 | Niemann-pick disease, type a |
P17405
|
| #607616 | Niemann-pick disease, type b |
P17405
|
| #260500 | Papilloma of choroid plexus; cpp |
P04637
|
| #168600 | Parkinson disease, late-onset; pd |
P04062
|
| #601399 | Platelet disorder, familial, with associated myeloid malignancy |
Q01196
|
| #275210 | Restrictive dermopathy, lethal |
P02545
|
| #275355 | Squamous cell carcinoma, head and neck; hnscc |
P04637
|
KEGG DISEASE (70)
| KEGG | disease name | UniProt |
|---|---|---|
| H00081 | Hashimoto's thyroiditis |
P01215
(marker)
|
| H00082 | Graves' disease |
P01215
(marker)
|
| H00250 | Congenital nongoitrous hypothyroidism (CHNG) |
P01215
(marker)
|
| H00264 | Charcot-Marie-Tooth disease (CMT) |
P02545
(related)
|
| H00294 | Dilated cardiomyopathy (DCM) |
P02545
(related)
|
| H00420 | Familial partial lipodystrophy (FPL) |
P02545
(related)
|
| H00563 | Emery-Dreifuss muscular dystrophy |
P02545
(related)
|
| H00590 | Congenital muscular dystrophies (CMD/MDC) |
P02545
(related)
|
| H00593 | Limb-girdle muscular dystrophy (LGMD) |
P02545
(related)
|
| H00601 | Hutchinson-Gilford progeria syndrome |
P02545
(related)
|
| H00663 | Restrictive dermopathy |
P02545
(related)
|
| H00665 | Mandibuloacral dysplasia |
P02545
(related)
|
| H01216 | Left ventricular noncompaction (LVNC) |
P02545
(related)
|
| H00066 | Lewy body dementia (LBD) |
P04062
(related)
|
| H00126 | Gaucher disease |
P04062
(related)
|
| H00426 | Defects in the degradation of ganglioside |
P04062
(related)
|
| H00810 | Progressive myoclonic epilepsy (PME) |
P04062
(related)
|
| H00004 | Chronic myeloid leukemia (CML) |
P04637
(related)
Q01196 (related) |
| H00005 | Chronic lymphocytic leukemia (CLL) |
P04637
(related)
|
| H00006 | Hairy-cell leukemia |
P04637
(related)
|
| H00008 | Burkitt lymphoma |
P04637
(related)
|
| H00009 | Adult T-cell leukemia |
P04637
(related)
|
| H00010 | Multiple myeloma |
P04637
(related)
|
| H00013 | Small cell lung cancer |
P04637
(related)
|
| H00014 | Non-small cell lung cancer |
P04637
(related)
|
| H00015 | Malignant pleural mesothelioma |
P04637
(related)
|
| H00016 | Oral cancer |
P04637
(related)
P04637 (marker) |
| H00017 | Esophageal cancer |
P04637
(related)
P04637 (marker) |
| H00018 | Gastric cancer |
P04637
(related)
|
| H00019 | Pancreatic cancer |
P04637
(related)
P04637 (marker) |
| H00020 | Colorectal cancer |
P04637
(related)
P04637 (marker) |
| H00022 | Bladder cancer |
P04637
(related)
|
| H00025 | Penile cancer |
P04637
(related)
P04637 (marker) |
| H00026 | Endometrial Cancer |
P04637
(related)
|
| H00027 | Ovarian cancer |
P04637
(related)
|
| H00028 | Choriocarcinoma |
P04637
(related)
|
| H00029 | Vulvar cancer |
P04637
(related)
|
| H00031 | Breast cancer |
P04637
(related)
|
| H00032 | Thyroid cancer |
P04637
(related)
|
| H00033 | Adrenal carcinoma |
P04637
(related)
|
| H00036 | Osteosarcoma |
P04637
(related)
P08684 (marker) |
| H00038 | Malignant melanoma |
P04637
(related)
|
| H00039 | Basal cell carcinoma |
P04637
(related)
|
| H00040 | Squamous cell carcinoma |
P04637
(related)
|
| H00041 | Kaposi's sarcoma |
P04637
(related)
|
| H00042 | Glioma |
P04637
(related)
P04637 (marker) |
| H00044 | Cancer of the anal canal |
P04637
(related)
|
| H00046 | Cholangiocarcinoma |
P04637
(related)
|
| H00047 | Gallbladder cancer |
P04637
(related)
|
| H00048 | Hepatocellular carcinoma |
P04637
(related)
|
| H00055 | Laryngeal cancer |
P04637
(related)
P04637 (marker) |
| H00881 | Li-Fraumeni syndrome |
P04637
(related)
|
| H01007 | Choroid plexus papilloma |
P04637
(related)
|
| H00021 | Renal cell carcinoma |
P04637
(marker)
|
| H00125 | Fabry disease |
P06280
(related)
|
| H00024 | Prostate cancer |
P11308
(related)
|
| H00035 | Ewing's sarcoma |
P11308
(related)
|
| H01205 | Coumarin resistance |
P11712
(related)
|
| H00457 | Primary hypertrophic osteoarthropathy (PHO) |
P15428
(related)
|
| H01246 | Isolated congenital nail clubbing (ICNC) |
P15428
(related)
|
| H00137 | Niemann-Pick disease (NPD) typeA and B |
P17405
(related)
|
| H00424 | Defects in the degradation of sphingomyelin |
P17405
(related)
|
| H01171 | Poor drug metabolism (PM) |
P33261
(related)
|
| H00001 | Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) |
Q01196
(related)
Q01196 (marker) Q03164 (related) Q03164 (marker) |
| H00003 | Acute myeloid leukemia (AML) |
Q01196
(related)
Q01196 (marker) Q13951 (marker) |
| H00978 | Thrombocytopenia (THC) |
Q01196
(related)
|
| H00002 | Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) |
Q03164
(related)
|
| H00480 | Non-syndromic X-linked mental retardation |
Q99714
(related)
|
| H00658 | Syndromic X-linked mental retardation |
Q99714
(related)
|
| H00925 | 2-Methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency |
Q99714
(related)
|