| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 22 | Yes |
Popular Name: Capsaicin Capsaicin
Find On: PubMed — Wikipedia — Google
CAS Numbers: 404-86-4 , [404-86-4]
(6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
(6E)-N-{[4-hydroxy-3-(methyloxy)phenyl]methyl}-8-methylnon-6-enamide
(E)-8-Methyl-N-vanillyl-6-nonenamide
(E)-8-Methyl-non-6-enoic acid 4-hydroxy-3-methoxy-benzylamide
(E)-N-((4-Hydroxy-3-methoxyphenyl)-methyl)-8-methyl-6-nonenamide
(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
404-86-4; Capsaicin (JAN/USP); D00250; Zostrix (TN)
404-86-4; Capsaicin; Prestwick_204
6-Nonenamide, (E)-N-((4-hydroxy-3-methoxy-phenyl)methyl)-8-methyl
6-Nonenamide, 8-methyl-N-vanillyl-, (E)-
6-Nonenamide, 8-methyl-N-vanillyl-, (E)- (8CI)
6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (6E)-
6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (E)-
6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (E)-
8 Methyl N Vanillyl 6 Nonenamide
8-Methyl-N-Vanillyl-6-Nonenamide
8-Methyl-N-vanillyl-6-nonenamide, (E)-
8-Methyl-N-vanillyl-trans-6-nonenamide
Antiphlogistine Rub A-535 Capsaicin
CAPSAICIN (2444-46-4 NONIVAMIDE (SYNTHETIC CAPSAICIN))
Capsaicin (in oleoresin of capsicum)
Capsaicin [in oleoresin of capsicum]
Capsaicin, from natural source
CAPSAICIN, NATURA; [L404-86-4]
Capsaicin, Natural [404-86-4]; (Trans-8-methyl-N-vanillyl-6-nonenamide)
Capsaicin, pure [404-86-4]; (Methyl-N-vanillyl-6-noneneamide)
Carter Horner Brand of Capsaicin
EPA Pesticide Chemical Code 070701
Isodecenoic acid vanillylamide
N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide, (E)-
n-(4-hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide
N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide
N-[(4-hydroxy-3-methoxy-phenyl)methyl]nonanamide
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
Nonenamide, 8-methyl-N-vanillyl-, (E)-
Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8 -methyl-, (E)-
trans-8-Methyl-N-vanillyl-6-nonenamide
[(E)-N-(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 3.10 | 6.6 | -9.89 | 2 | 4 | 0 | 59 | 305.418 | 9 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| biological_use | . | ZereneX Building Blocks |
| MP | 62-65 °C(lit.) | Indofine |
| MP | 65 | TCI |
| Purity | 97% | APIChem |
| Purity | >98% | Fluorochem |
| Notes | Active component of cayenne pepper | Apollo Scientific Bioactives |
| Target | Amine oxidase [flavin-containing] B(P27338)&Granulocyte-macrophage colony-stimulating factor(P04141)&Matrix metalloproteinase-9(P14780)&Peroxisome proliferator-activated receptor gamma(P37231)&Vascular endothelial growth factor receptor 1(P17948)&Vascular | Herbal Ingredients Targets |
| Therapy | analgesic (topical), depletes Substance P, neurotoxic | SMDC Pharmakon |
| UniProt Database Links | APHC1_HETCR; APHC2_HETCR; APHC3_HETCR; ENOX1_HUMAN; ENOX1_MOUSE; ENOX2_HUMAN; ENOX2_MOUSE; KPCE_HUMAN; KPCE_MOUSE; KPCE_RABIT; KPCE_RAT; PA2HB_MICTN; PIRT_HUMAN; PIRT_MOUSE; TRPV1_CANFA; TRPV1_CAVPO; TRPV1_HUMAN; TRPV1_MOUSE; TRPV1_RABIT; TRPV1_RAT; TX1_P | ChEBI |
| Patent Database Links | EP1229034; EP1405638; EP1514539; EP1568365; EP1632226; EP1639993; EP1658858; EP1685843; EP1686162; EP1693057; EP1769789; EP1810673; EP1832575; EP1914678; EP1932514; EP1964550; EP1972331; US2004023203; US2004052735; US2004161481; US2004261190; US2005070547 | ChEBI |
| mechanism | Gastric motility inhibitor | IBScreen Bioactives IBScreen Bioactives |
| SOLUBILITY | H2O: insoluble | Indofine |
| biological_use | Irritant used for desensitisation of sensory neurones | IBScreen Bioactives IBScreen Bioactives |
| mechanism | Prevents reaccumulation of substance-P in peripheral sensory neurons | IBScreen Bioactives |
| mechanism | Probable mechanism: substance-P-depletor | IBScreen Bioactives |
| Indications | psoriosis | KeyOrganics Bioactives |
| biological_source | Pungent principle of various Capsicum spp. (Solanaceae) | ZereneX Building Blocks |
| biological_use | Used as a counterirritant and topical analgesic for some skin conditions | IBScreen Bioactives |
| biological_use | Used as a selective probe for studying neurogenic inflammation and the role of nociceptors in human physiol | IBScreen Bioactives |
| MP | ~63o C | Indofine |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| PGH1-2-E | Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 3800 | 0.34 | Binding ≤ 10μM |
| TRPV1-1-E | Vanilloid Receptor (cluster #1 Of 3), Eukaryotic | Eukaryotes | 6 | 0.52 | Binding ≤ 10μM |
| TRPV1-1-E | Vanilloid Receptor (cluster #1 Of 4), Eukaryotic | Eukaryotes | 40 | 0.47 | Functional ≤ 10μM |
| TRPV2-1-E | Transient Receptor Potential Cation Channel Subfamily V Member 2 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 300 | 0.42 | Functional ≤ 10μM |
| TRPV4-1-E | Transient Receptor Potential Cation Channel Subfamily V Member 4 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 300 | 0.42 | Functional ≤ 10μM |
| Z50512-1-O | Cavia Porcellus (cluster #1 Of 7), Other | Other | 260 | 0.42 | Functional ≤ 10μM |
| Z50597-6-O | Rattus Norvegicus (cluster #6 Of 12), Other | Other | 300 | 0.42 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| TRPV1_HUMAN | Q8NER1 | Vanilloid Receptor, Human | 6 | 0.52 | Binding ≤ 1μM |
| TRPV1_RAT | O35433 | Vanilloid Receptor, Rat | 19 | 0.49 | Binding ≤ 1μM |
| PGH1_HUMAN | P23219 | Cyclooxygenase-1, Human | 3800 | 0.34 | Binding ≤ 10μM |
| TRPV1_HUMAN | Q8NER1 | Vanilloid Receptor, Human | 6 | 0.52 | Binding ≤ 10μM |
| TRPV1_RAT | O35433 | Vanilloid Receptor, Rat | 1700 | 0.37 | Binding ≤ 10μM |
| Z50512 | Z50512 | Cavia Porcellus | 260 | 0.42 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 300 | 0.42 | Functional ≤ 10μM |
| TRPV2_RAT | Q9WUD2 | Transient Receptor Potential Cation Channel Subfamily V Member 2, Rat | 30 | 0.48 | Functional ≤ 10μM |
| TRPV4_RAT | Q9ERZ8 | Transient Receptor Potential Cation Channel Subfamily V Member 4, Rat | 30 | 0.48 | Functional ≤ 10μM |
| TRPV1_HUMAN | Q8NER1 | Vanilloid Receptor, Human | 20 | 0.49 | Functional ≤ 10μM |
| TRPV1_RAT | O35433 | Vanilloid Receptor, Rat | 30 | 0.48 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| COX reactions | |
| Synthesis of Prostaglandins (PG) and Thromboxanes (TX) | |
| TRP channels |
