CAPSAICIN

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC M02AB01 N01BX04
UNII S07O44R1ZM
EPA CompTox DTXSID9020241

Structure

InChI Key YKPUWZUDDOIDPM-SOFGYWHQSA-N
Smiles COc1cc(CNC(=O)CCCC/C=C/C(C)C)ccc1O
InChI
InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H27NO3
Molecular Weight 305.42
AlogP 3.79
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 9.0
Polar Surface Area 58.56
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 22.0

Pharmacology

Mechanism of Action Action Reference
Vanilloid receptor opener OPENER FDA Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - -6.53-33
Ion channel Voltage-gated ion channel Transient receptor potential channel
2.512-870.96 8-19 - 6 -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
260-260 - - - -
Electrophorus electricus
- - - - -6.53-11.4
Equus caballus
- - - - 6.29
Escherichia coli
- - - - 20
Homo sapiens
2.512-870.96 8-8 - 6 20-73
Rattus norvegicus
30-300 19 - - 33

Target Conservation

Protein: Vanilloid receptor
Description: Transient receptor potential cation channel subfamily V member 1
Organism : Homo sapiens
Q8NER1 ENSG00000196689

Related Entries

Cross References

Resources Reference
ChEBI 3374
ChEMBL CHEMBL294199
DrugBank DB06774
DrugCentral 3064
FDA SRS S07O44R1ZM
Human Metabolome Database HMDB0002227
Guide to Pharmacology 2486
KEGG C06866
PDB 4DY
PubChem 1548943
SureChEMBL SCHEMBL8085
ZINC ZINC000001530575
CONTENTS