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Dihydrocapsaicin Dihydrocapsaicin Dihydrocapsaicin
Dihydrocapsaicin Basic information |
Product Name: | Dihydrocapsaicin |
Synonyms: | CAPSAICINE;CAPSAICIN, NATURAL;(E)-8-METHYL-NON-6-ENOIC ACID 4-HYDROXY-3-METHOXY-BENZYLAMIDE;(E)-CAPSAICIN;(E)-N-([4-HYDROXY-3-METHOXYPHENYL]METHYL)8-METHYL-6-NONEAMIDE;FEMA 3404;FEMA 2787;N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6E-NONENAMIDE |
CAS: | 19408-84-5 |
MF: | C18H29NO3 |
MW: | 307.43 |
EINECS: | 606-308-7 |
Product Categories: | chemical reagent;pharmaceutical intermediate;Amines;Aromatics;Drug Analogues;phytochemical;Miscellaneous Natural Products;Intermediates & Fine Chemicals;Pharmaceuticals;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;API |
Mol File: | 19408-84-5.mol |
Dihydrocapsaicin Chemical Properties |
Melting point | 62-65 °C(lit.) |
Boiling point | 497.4±35.0 °C(Predicted) |
density | 1.026±0.06 g/cm3(Predicted) |
storage temp. | Sealed in dry,2-8°C |
solubility | H2O: insoluble |
pka | 9.76±0.20(Predicted) |
form | White to off-white solid. |
BRN | 2815150 |
InChIKey | XJQPQKLURWNAAH-UHFFFAOYSA-N |
CAS DataBase Reference | 19408-84-5(CAS DataBase Reference) |
EPA Substance Registry System | Dihydrocapsaicin (19408-84-5) |
Safety Information |
Hazard Codes | T |
Risk Statements | 25-37/38-41-42/43-36/37/38 |
Safety Statements | 22-26-28-36/39-45-36/37/39 |
RIDADR | UN 2811 6.1/PG 2 |
WGK Germany | 3 |
RTECS | RA8530000 |
F | 10-21 |
HazardClass | 6.1(a) |
PackingGroup | II |
HS Code | 29399990 |
MSDS Information |
Provider | Language |
---|---|
SigmaAldrich | English |
Dihydrocapsaicin Usage And Synthesis |
Description | Dihydrocapsaicin is a terpene alkaloid that has been found in Capsicum and has diverse biological activities. It is active against E. faecalis, B. subtilis, S. aureus, P. aeruginosa, K. pneumoniae, E. coli, and C. albicans (MICs = 0.6-10 μg/ml). Dihydrocapsaicin scavenges DPPH (Item No. 14805) and ABTS (Item No. 27317) radicals in cell-free assays. It increases LC3-II, a marker of autophagy, and catalase levels and reduces reactive oxygen species (ROS) production in normal WI38 lung fibroblasts and H1299, but not A549 or H460, lung cancer cells when used at a concentration of 200 μM. Dihydrocapsaicin is an agonist of transient receptor potential vanilloid 1 (TRPV1) and inhibits NETosis induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in isolated human neutrophils. It induces cortical and systemic hypothermia and reduces infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO) when administered at a dose of 0.5 mg/kg, i.p. |
Chemical Properties | White Solid |
Uses |
Dihydrocapsaicin has been used as a reference standard for the identification of dihydrocapsaicin in blood and tissue samples by high performance liquid chromatography (HPLC) combined with tandem mass spectrometry (MS) and in tomato-based salsas by enzyme immunoassay (EIA) and LC with fluorescent detection. |
Uses | Capsaicin (C175680) analog. A VR1 vaniloid receptor agonist. |
General Description |
Dihydrocapsaicin belongs to the capsaicinoid group of compounds which are responsible for the pungency of capsicum fruits. |
Biochem/physiol Actions | VR1 vanilloid receptor agonist. |
Dihydrocapsaicin Basic information |
Product Name: | Dihydrocapsaicin |
Synonyms: | CAPSAICINE;CAPSAICIN, NATURAL;(E)-8-METHYL-NON-6-ENOIC ACID 4-HYDROXY-3-METHOXY-BENZYLAMIDE;(E)-CAPSAICIN;(E)-N-([4-HYDROXY-3-METHOXYPHENYL]METHYL)8-METHYL-6-NONEAMIDE;FEMA 3404;FEMA 2787;N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6E-NONENAMIDE |
CAS: | 19408-84-5 |
MF: | C18H29NO3 |
MW: | 307.43 |
EINECS: | 606-308-7 |
Product Categories: | chemical reagent;pharmaceutical intermediate;Amines;Aromatics;Drug Analogues;phytochemical;Miscellaneous Natural Products;Intermediates & Fine Chemicals;Pharmaceuticals;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;API |
Mol File: | 19408-84-5.mol |
Dihydrocapsaicin Chemical Properties |
Melting point | 62-65 °C(lit.) |
Boiling point | 497.4±35.0 °C(Predicted) |
density | 1.026±0.06 g/cm3(Predicted) |
storage temp. | Sealed in dry,2-8°C |
solubility | H2O: insoluble |
pka | 9.76±0.20(Predicted) |
form | White to off-white solid. |
BRN | 2815150 |
InChIKey | XJQPQKLURWNAAH-UHFFFAOYSA-N |
CAS DataBase Reference | 19408-84-5(CAS DataBase Reference) |
EPA Substance Registry System | Dihydrocapsaicin (19408-84-5) |
Safety Information |
Hazard Codes | T |
Risk Statements | 25-37/38-41-42/43-36/37/38 |
Safety Statements | 22-26-28-36/39-45-36/37/39 |
RIDADR | UN 2811 6.1/PG 2 |
WGK Germany | 3 |
RTECS | RA8530000 |
F | 10-21 |
HazardClass | 6.1(a) |
PackingGroup | II |
HS Code | 29399990 |
MSDS Information |
Provider | Language |
---|---|
SigmaAldrich | English |
Dihydrocapsaicin Usage And Synthesis |
Description | Dihydrocapsaicin is a terpene alkaloid that has been found in Capsicum and has diverse biological activities. It is active against E. faecalis, B. subtilis, S. aureus, P. aeruginosa, K. pneumoniae, E. coli, and C. albicans (MICs = 0.6-10 μg/ml). Dihydrocapsaicin scavenges DPPH (Item No. 14805) and ABTS (Item No. 27317) radicals in cell-free assays. It increases LC3-II, a marker of autophagy, and catalase levels and reduces reactive oxygen species (ROS) production in normal WI38 lung fibroblasts and H1299, but not A549 or H460, lung cancer cells when used at a concentration of 200 μM. Dihydrocapsaicin is an agonist of transient receptor potential vanilloid 1 (TRPV1) and inhibits NETosis induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in isolated human neutrophils. It induces cortical and systemic hypothermia and reduces infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO) when administered at a dose of 0.5 mg/kg, i.p. |
Chemical Properties | White Solid |
Uses |
Dihydrocapsaicin has been used as a reference standard for the identification of dihydrocapsaicin in blood and tissue samples by high performance liquid chromatography (HPLC) combined with tandem mass spectrometry (MS) and in tomato-based salsas by enzyme immunoassay (EIA) and LC with fluorescent detection. |
Uses | Capsaicin (C175680) analog. A VR1 vaniloid receptor agonist. |
General Description |
Dihydrocapsaicin belongs to the capsaicinoid group of compounds which are responsible for the pungency of capsicum fruits. |
Biochem/physiol Actions | VR1 vanilloid receptor agonist. |
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