Capsaicin

Representations & DB's id
ChEBI:	CHEBI:3374
ChEMBL:	CHEMBL294199
PubChem:	1548943
IUPAC:	(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
Standard 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+
Standard InChI Key:	YKPUWZUDDOIDPM-SOFGYWHQSA-N
SMILES:	COc1cc(CN=C(CCCC/C=C/C(C)C)O)ccc1O

Molecular propeties
AlogP:	3.79
Hydrogen bonds acceptors:	3
Hydrogen bonds donors:	2
Rotatable bonds:	9
Number of rings:	1
Molecular Weight:	305.2
Topological polar surface area:	58.6
Number of aromatic rings:	1
Fsp3:	0.5
Number of carbons:	18

Plant sources

Part of plant	Plant name	Ref.
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum
Fructus	Capsicum annuum

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
EC50	40 nM	Vanilloid receptor	Q8NER1
EC50	20 nM	Vanilloid receptor	Q8NER1
Ki	10000 nM	Cannabinoid CB1 receptor	P21554
Ki	10000 nM	Cannabinoid CB2 receptor	P34972
EC50	40 nM	Vanilloid receptor	Q8NER1
EC50	2.512 nM	Vanilloid receptor	Q8NER1
Ki	6 nM	Vanilloid receptor	Q8NER1
Potency	35481.3 nM	Prelamin-A/C	P02545
Potency	31622.8 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	22387.2 nM	Survival motor neuron protein	Q16637
Potency	17782.8 nM	Microtubule-associated protein tau	P10636
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	1995.3 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	15848.9 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	28183.8 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	22387.2 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	31622.8 nM	Arachidonate 15-lipoxygenase	P16050
Potency	31622.8 nM	Microtubule-associated protein tau	P10636
Potency	31622.8 nM	MAP kinase ERK2	P28482
Potency	39810.7 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	2511.9 nM	Cytochrome P450 3A4	P08684
Potency	2511.9 nM	Cytochrome P450 3A4	P08684
Potency	17782.8 nM	Beta-glucocerebrosidase	P04062
EC50	3.9 nM	Vanilloid receptor	Q8NER1
Potency	30637.9 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	42163.2 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	8912.5 nM	Glutaminase kidney isoform, mitochondrial	O94925
Potency	33491.5 nM	Nuclear receptor ROR-gamma	P51449
Others	20 %	Transthyretin	P02766
IC50	8 nM	Vanilloid receptor	Q8NER1
EC50	5.3 nM	Vanilloid receptor	Q8NER1

Capsaicin

Representations & DB's id

Molecular propeties

Plant sources

In vitro data