Histamine
| Internal ID | 467f6a85-963e-4023-8de0-b380dc817dec |
| Taxonomy | Organic nitrogen compounds > Organonitrogen compounds > Amines > Primary amines > 2-arylethylamines |
| IUPAC Name | 2-(1H-imidazol-5-yl)ethanamine |
| SMILES (Canonical) | C1=C(NC=N1)CCN |
| SMILES (Isomeric) | C1=C(NC=N1)CCN |
| InChI | InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) |
| InChI Key | NTYJJOPFIAHURM-UHFFFAOYSA-N |
| Popularity | 97,167 references in papers |
| Molecular Formula | C5H9N3 |
| Molecular Weight | 111.15 g/mol |
| Exact Mass | 111.079647300 g/mol |
| Topological Polar Surface Area (TPSA) | 54.70 Ų |
| XlogP | -0.70 |
| Atomic LogP (AlogP) | -0.09 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 2 |
| 51-45-6 |
| 2-(1H-imidazol-5-yl)ethanamine |
| Ergamine |
| Ergotidine |
| 1H-Imidazole-4-ethanamine |
| 2-(4-Imidazolyl)ethylamine |
| 5-Imidazoleethylamine |
| Eramin |
| Theramine |
| Free histamine |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9915 | 99.15% |
| Caco-2 | + | 0.8373 | 83.73% |
| Blood Brain Barrier | + | 0.8000 | 80.00% |
| Human oral bioavailability | + | 0.6857 | 68.57% |
| Subcellular localzation | Lysosomes | 0.6341 | 63.41% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9174 | 91.74% |
| OATP1B3 inhibitior | + | 0.9487 | 94.87% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.5250 | 52.50% |
| BSEP inhibitior | - | 0.9404 | 94.04% |
| P-glycoprotein inhibitior | - | 0.9928 | 99.28% |
| P-glycoprotein substrate | - | 0.9099 | 90.99% |
| CYP3A4 substrate | - | 0.7899 | 78.99% |
| CYP2C9 substrate | - | 0.5888 | 58.88% |
| CYP2D6 substrate | - | 0.6963 | 69.63% |
| CYP3A4 inhibition | - | 0.8678 | 86.78% |
| CYP2C9 inhibition | - | 0.9071 | 90.71% |
| CYP2C19 inhibition | - | 0.9564 | 95.64% |
| CYP2D6 inhibition | - | 0.9231 | 92.31% |
| CYP1A2 inhibition | - | 0.9046 | 90.46% |
| CYP2C8 inhibition | - | 0.6564 | 65.64% |
| CYP inhibitory promiscuity | - | 0.8710 | 87.10% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9100 | 91.00% |
| Carcinogenicity (trinary) | Non-required | 0.5396 | 53.96% |
| Eye corrosion | - | 0.9390 | 93.90% |
| Eye irritation | - | 0.9415 | 94.15% |
| Skin irritation | - | 0.5679 | 56.79% |
| Skin corrosion | + | 0.6322 | 63.22% |
| Ames mutagenesis | - | 0.7600 | 76.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5694 | 56.94% |
| Micronuclear | + | 0.6000 | 60.00% |
| Hepatotoxicity | - | 0.8448 | 84.48% |
| skin sensitisation | - | 0.8708 | 87.08% |
| Respiratory toxicity | + | 0.9667 | 96.67% |
| Reproductive toxicity | + | 0.9222 | 92.22% |
| Mitochondrial toxicity | + | 0.9250 | 92.50% |
| Nephrotoxicity | - | 0.7670 | 76.70% |
| Acute Oral Toxicity (c) | III | 0.5778 | 57.78% |
| Estrogen receptor binding | - | 0.8872 | 88.72% |
| Androgen receptor binding | - | 0.9113 | 91.13% |
| Thyroid receptor binding | - | 0.8272 | 82.72% |
| Glucocorticoid receptor binding | - | 0.8492 | 84.92% |
| Aromatase binding | - | 0.8038 | 80.38% |
| PPAR gamma | - | 0.8810 | 88.10% |
| Honey bee toxicity | - | 0.9133 | 91.33% |
| Biodegradation | - | 0.5750 | 57.50% |
| Crustacea aquatic toxicity | - | 0.5400 | 54.00% |
| Fish aquatic toxicity | - | 0.9837 | 98.37% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL231 | P35367 | Histamine H1 receptor |
158.49 nM |
IC50 |
PMID: 14667234
|
| CHEMBL1941 | P25021 | Histamine H2 receptor |
1202.26 nM 1202.26 nM 1200 nM 1202.26 nM 1202.26 nM |
EC50 EC50 EC50 EC50 EC50 |
DOI: 10.1039/C3MD00245D
DOI: 10.1039/C3MD00245D PMID: 18950149 PMID: 19317445 PMID: 19791743 |
| CHEMBL264 | Q9Y5N1 | Histamine H3 receptor |
9.772 nM 25.12 nM 12.88 nM 13 nM 15.85 nM 5.012 nM 12.88 nM 4.074 nM 25.1 nM 25.12 nM 25.12 nM |
EC50 EC50 EC50 EC50 EC50 EC50 EC50 EC50 EC50 EC50 EC50 |
PMID: 14640553
DOI: 10.1039/C3MD00245D DOI: 10.1039/C3MD00245D PMID: 27007611 PMID: 21348462 PMID: 21044842 PMID: 20409707 PMID: 12825954 PMID: 18950149 PMID: 19317445 PMID: 19791743 |
| CHEMBL3759 | Q9H3N8 | Histamine H4 receptor |
15.85 nM 7.943 nM 14.45 nM 7.943 nM 15.85 nM 12.02 nM 13.4 nM 12.59 nM 12.02 nM 19.95 nM 12.02 nM 8 nM 4.8 nM 9 nM |
Ki Ki Ki Ki Ki Ki Ki Ki Ki Ki Ki Ki Ki Ki |
DOI: 10.1039/C5MD00022J
PMID: 21044842 PMID: 14640553 PMID: 15454206 PMID: 22003888 PMID: 18357976 PMID: 18459760 PMID: 21044842 PMID: 21348462 DOI: 10.1039/C2MD20212C PMID: 20192225 PMID: 25993395 PMID: 25993395 PMID: 22153663 |
| CHEMBL1293235 | P02545 | Prelamin-A/C |
891.3 nM |
Potency |
via CMAUP
|
| CHEMBL1963 | P16473 | Thyroid stimulating hormone receptor |
31622.8 nM 31622.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3038469 | P24941 | CDK2/Cyclin A | 95.78% | 91.38% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 94.28% | 96.09% |
| CHEMBL3492 | P49721 | Proteasome Macropain subunit | 87.37% | 90.24% |
| CHEMBL4296013 | Q5VWK5 | Interleukin-23 receptor | 86.82% | 88.00% |
| CHEMBL1907594 | P30926 | Neuronal acetylcholine receptor; alpha3/beta4 | 85.54% | 97.23% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 84.90% | 98.59% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 84.09% | 94.45% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.