Capsaicin
SIGMA/360376 - natural
Synonym: 8-Methyl-N-vanillyl-trans-6-nonenamide
CAS Number: 404-86-4
Empirical Formula (Hill Notation): C18H27NO3
Molecular Weight: 305.41
EC Number: 206-969-8
MDL Number: MFCD00017259
Linear Formula: (CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 360376-1G
| assay | 63.7% (HPLC) |
| composition | capsaicin, 65% |
| dihydrocapsaicin, 35% | |
| form | powder |
| grade | natural |
| InChI | 1S/C18H27NO3/c1-14(2)8-6- |
| InChI key | YKPUWZUDDOIDPM-SOFGYWHQSA |
| mp | 62-65 °C (lit.) |
| Quality Level | 100  |
| SMILES string | COc1cc(CNC(=O)CCCCC=CC( |
| solubility | chloroform: 5% |
| storage temp. | 2-8°C |
| Application: | Capsaicin has been used in the development of the isolation methods. It has also been used in the development of enzyme based electrochemical biosensor for the determination of capsaicin using a novel signal amplification strategy. |
| Biochem/physiol Actions: | Capsaicin is used as an important component of oleoresin capsicum or pepper spray. It plays a beneficial role in obesity, cardiovascular and gastrointestinal conditions, several cancers, neurogenic bladder and dermatologic conditions. It is used in the production of spices, chilli sauces and pain-inducing defensive pepper sprays. Capsaicin is also used to manufacture creams to treat diabetic neuropathy, cluster headache, psoriasis, rheumatoid arthritis and reflex sympathetic dystrophy. It is considered as an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1). |
| Biochem/physiol Actions: | Prototype vanilloid receptor agonist. Neurotoxin; activates sensory neurons that give rise to unmyelinated C-fibers, many of which contain substance P. Topical application desensitizes the sensory nerve endings giving a paradoxical antinociceptive effect; systemic administration can be neurotoxic to capsaicin-sensitive cells, especially in newborn animals. Active component of chili peppers. |
| General description: | Capsaicin (Zostrix), an alkaloid extract is obtained from hot chili peppers. It is accessible in the form of cream and lotion. Capsaicin is a hydrophobic, instable and pungent white crystalline powder, that has no smell and color. It is produced by mixing a branched-chain fatty acid to vanillylamine in the chili pepper. |
| Packaging: | 1 g in glass bottle |
| Packaging: | 250 mg in glass insert |
| Symbol |    GHS05,GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H300 - H315 - H317 - H318 - H334 - H335 |
| Precautionary statements | P280 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338 + P310 |
| Hazard Codes | T |
| Risk Statements | 25-36/37/38-42/43 |
| Safety Statements | 22-26-28-36/39-45 |
| RIDADR | UN 1544PSN1 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 235.4 °F - closed cup |
| Flash Point(C) | 113 °C - closed cup |
| Purity | 63.7% (HPLC) |
| mp | 62-65 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352200 |