Compound Detail
CHEMBL294199
CAPSAICIN 💊 Approved Drug
Enter ChEMBL ID:
Free Research Context
This compound will appear in recent viewed items on the research home for this browser.
Research home
View demo workspace
💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL294199 |
| Name | CAPSAICIN |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | YKPUWZUDDOIDPM-SOFGYWHQSA-N |
| Therapeutic | ✓ Yes |
24
Targets
76
Activities
3
Assay Types
1
PK Parameters
20
Publications
23
Known Names
20
Indications
1
Mechanisms
Molecular Properties
305.4
MW (Da)
3.79
ALogP
3
HBA
2
HBD
58.6
PSA (Ų)
0.54
QED
0
Ro5 Violations
9
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2009 |
| Availability | Prescription |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Vanilloid receptor opener | OPENER | Transient receptor potential cation channel subfamily V member 1 | ✓ | ✓ |
Indications
Arthralgia Arthritis Back Pain Bursitis Contusions Muscle Cramp Myalgia Neuralgia Neuralgia Osteoarthritis Pain Sprains and Strains Tendinopathy Angina, Stable Breast Neoplasms Common Cold Diabetic Neuropathies Diabetic Neuropathies Head and Neck Neoplasms Herpes Zoster
ATC Classification
M02AB01
capsaicin
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
N01BX04
capsaicin
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS
Activity Summary
EC50 34 meas. best 8.6
IC50 31 meas. best 8.1
Ki 11 meas. best 8.22
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Transient receptor potential cation channel subfamily V member 1 CHEMBL4794 | EC50 | 8.6 | 7.3724 | 2.5 | 17 |
| Transient receptor potential cation channel subfamily V member 1 CHEMBL4794 | Ki | 8.22 | 6.4325 | 6.0 | 4 |
| Transient receptor potential cation channel subfamily V member 1 CHEMBL4794 | IC50 | 8.1 | 7.436 | 8.0 | 5 |
| Transient receptor potential cation channel subfamily V member 1 CHEMBL5102 | IC50 | 7.72 | 7.72 | 19.0 | 1 |
| Vanilloid receptor CHEMBL2096684 | EC50 | 7.52 | 6.6867 | 30.0 | 6 |
| Transient receptor potential cation channel subfamily V member 1 CHEMBL5102 | EC50 | 7.35 | 6.92 | 44.8 | 4 |
| Cavia porcellus CHEMBL369 | EC50 | 6.58 | 6.58 | 260.0 | 3 |
| Rattus norvegicus CHEMBL376 | EC50 | 6.52 | 6.52 | 300.0 | 2 |
| Lysine-specific histone demethylase 1A CHEMBL6136 | IC50 | 6.22 | 6.22 | 600.0 | 4 |
| Transient receptor potential cation channel subfamily M member 8 CHEMBL1075319 | IC50 | 6.0 | 6.0 | 1000.0 | 1 |
| Prostaglandin G/H synthase 1 CHEMBL221 | IC50 | 5.81 | 5.615 | 1551.0 | 2 |
| Transient receptor potential cation channel subfamily V member 1 CHEMBL5102 | Ki | 5.77 | 5.7333 | 1700.0 | 6 |
| Cytochrome P450 1A2 CHEMBL3356 | IC50 | 5.52 | 5.52 | 3000.0 | 1 |
| BGC-823 CHEMBL614526 | IC50 | 5.33 | 5.33 | 4659.0 | 1 |
| SH-SY5Y CHEMBL614910 | EC50 | 4.85 | 4.85 | 14020.0 | 1 |
| Unchecked CHEMBL612545 | EC50 | 4.79 | 4.79 | 16370.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 4.77 | 4.77 | 16982.4 | 1 |
| SK-OV-3 CHEMBL614925 | IC50 | 4.66 | 4.66 | 22030.0 | 1 |
| Transient receptor potential cation channel subfamily M member 8 CHEMBL3108632 | IC50 | 4.55 | 4.55 | 28000.0 | 1 |
| Potassium voltage-gated channel subfamily A member 1 CHEMBL2309 | IC50 | 4.54 | 4.54 | 29000.0 | 1 |
| NCI-H460 CHEMBL396 | IC50 | 4.51 | 4.51 | 30660.0 | 1 |
| HCT-116 CHEMBL394 | IC50 | 4.4 | 4.4 | 40160.0 | 1 |
| Tyrosine--tRNA ligase, cytoplasmic CHEMBL3179 | Ki | 4.38 | 4.38 | 42000.0 | 1 |
| K562 CHEMBL385 | IC50 | 4.31 | 4.31 | 49410.0 | 1 |
| MCF7 CHEMBL387 | IC50 | 4.3 | 4.15 | 49970.0 | 2 |
| No relevant target CHEMBL2362975 | IC50 | 4.3 | 4.3 | 50300.0 | 1 |
| NADH-ubiquinone oxidoreductase chain 1 CHEMBL4497 | IC50 | 4.28 | 4.28 | 52480.8 | 1 |
| Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215 | IC50 | 4.25 | 4.25 | 56000.0 | 1 |
| T47D CHEMBL614361 | IC50 | 4.0 | 4.0 | 100000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 212.0 | mL.min-1.kg-1 | Mus musculus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.6019/CHEMBL3885881 | Rattus norvegicus | 270 |
| 29543451 | 10.1021/acs.jmedchem.8b00156 | Transient receptor potential cation channel subfamily V member 1 | 13 |
| 32945672 | 10.1021/acs.jmedchem.0c00958 | Lipid bilayer | 7 |
| 31702924 | 10.1021/acs.jmedchem.9b01046 | Transient receptor potential cation channel subfamily V member 1 | 6 |
| 31702924 | 10.1021/acs.jmedchem.9b01046 | ADMET | 6 |
| 24484240 | 10.1021/np400885u | Transient receptor potential cation channel subfamily M member 8 | 5 |
| 29722529 | 10.1021/acs.jmedchem.8b00109 | ADMET | 5 |
| 8573592 | 10.1016/0005-2728(95)00131-x | Unchecked | 4 |
| 12825950 | 10.1021/jm030089u | Transient receptor potential cation channel subfamily V member 1 | 4 |
| 27159637 | 10.1021/acs.jnatprod.5b00599 | Transient receptor potential cation channel subfamily V member 1 | 4 |
| 20014752 | 10.1021/tx900326k | Hepatotoxicity | 3 |
| 36510819 | 10.1021/acs.jmedchem.2c01604 | Staphylococcus aureus | 3 |
| - | 10.1007/s00044-008-9122-3 | Acetylcholinesterase | 3 |
| 25666822 | 10.1016/j.bmcl.2015.01.039 | Transient receptor potential cation channel subfamily V member 1 | 3 |
| 8960554 | 10.1021/jm960512h | Mus musculus | 3 |
| 33136399 | 10.1021/acs.jnatprod.0c00639 | Transient receptor potential cation channel subfamily V member 1 | 3 |
| 36008373 | 10.1021/acs.jmedchem.2c00469 | Transient receptor potential cation channel subfamily V member 1 | 3 |
| 19135377 | 10.1016/j.bmc.2008.11.085 | Transient receptor potential cation channel subfamily V member 1 | 3 |
| 36008373 | 10.1021/acs.jmedchem.2c00469 | ADMET | 3 |
| 34795858 | 10.1021/acsmedchemlett.1c00304 | NCI-H460 | 3 |
Data from ChEMBL 36 via Core Engine