Dihydrocapsaicin

Names

[ CAS No. ]:
19408-84-5

[ Name ]:
Dihydrocapsaicin

[Synonym ]:
N-(4-Hydroxy-3-methoxybenzyl)-8-methylnonanamide
Nonanimidic acid, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (1Z)-
(1Z)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnonanimidic acid
6,7-Dihydrocapsaicin
8-methyl-nonanoic acid vanillylamide
N-[(4-Hydroxy-3-methoxy-phenyl)methyl]-8-methyl-nonanamide
Nonanamide,8-methyl-N-vanillyl
Dihydro Capsaicin
MFCD00017259
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
Nonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-
8-Methyl-N-vanillyl-nonamide
Dihydrocapsaicin
Nonanamide, 8-methyl-N-vanillyl-
EINECS 206-969-8
8-Methyl-N-vanillylnonanamide
N-(4-hydroxy-3-methoxybenzyl)isodecanamide

Biological Activity

[Description]:

Dihydrocapsaicin is a natural capsaicin, acts as a selective TRPV1 agonist, and also increases p-Akt levels. Dihydrocapsaicin enhances the hypothermia-induced neuroprotection[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel

[References]

[1]. Gao F, et al. Impairment in function and expression of transient receptor potential vanilloid type 4 in Dahl salt-sensitive rats: significance and mechanism. Hypertension. 2010 Apr;55(4):1018-25.

[2]. Dihydrocapsaicin, et al. Dihydrocapsaicin (DHC) enhances the hypothermia-induced neuroprotection following ischemic stroke via PI3K/Akt regulation in rat. Brain Res. 2017 Sep 15;1671:18-25.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
457.3±55.0 °C at 760 mmHg

[ Melting Point ]:
62-65 °C(lit.)

[ Molecular Formula ]:
C₁₈H₂₉NO₃

[ Molecular Weight ]:
307.428

[ Flash Point ]:
230.4±31.5 °C

[ Exact Mass ]:
307.214752

[ PSA ]:
58.56000

[ LogP ]:
4.72

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.508

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
H2O: insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RA5998000

CHEMICAL NAME :: Nonanamide, 8-methyl-N-vanillyl-

CAS REGISTRY NUMBER :: 19408-84-5

BEILSTEIN REFERENCE NO. :: 2815150

LAST UPDATED :: 199712

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C18-H29-N-O3

MOLECULAR WEIGHT :: 307.48

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 5 mg/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 48,109,1989

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H315-H319-H335

[ Precautionary Statements ]:
P261-P301 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R25;R36/37/38

[ Safety Phrases ]:
S22-S26-S28-S36/39-S45-S36/37/39

[ RIDADR ]:
UN 2811 6.1/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
RA8530000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
3302109090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Chemical genetics reveals a complex functional ground state of neural stem cells.

Nat. Chem. Biol. 3(5) , 268-273, (2007)

The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc...

Inhibition by capsaicin and its related vanilloids of compound action potentials in frog sciatic nerves.

Life Sci. 92(6-7) , 368-78, (2013)

Although capsaicin not only activates transient receptor potential vanilloid-1 (TRPV1) channels but also inhibits nerve conduction, the latter action has not yet been fully examined. The purpose of th...

Optimization and validation of liquid chromatography and headspace-gas chromatography based methods for the quantitative determination of capsaicinoids, salicylic acid, glycol monosalicylate, methyl salicylate, ethyl salicylate, camphor and l-menthol in a topical formulation.

J. Pharm. Biomed. Anal. 60 , 51-8, (2012)

Capsaicinoids, salicylic acid, methyl and ethyl salicylate, glycol monosalicylate, camphor and l-menthol are widely used in topical formulations to relieve local pain. For each separate compound or si...