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M1022

Sigma-Aldrich

Dihydrocapsaicin

from Capsicum sp., ≥85% (HPLC), powder, VR1 vanilloid receptor agonist

Synonym(s):

6,7-Dihydrocapsaicin, 8-Methyl-N-vanillylnonanamide, N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide

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50 MG
¥27,510
250 MG
¥75,600
1 G
¥146,300

¥27,510

List Price¥39,300Save 30%

Estimated to ship onApril 07, 2025

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50 MG
¥27,510
250 MG
¥75,600
1 G
¥146,300

About This Item

Empirical Formula (Hill Notation):
C18H29NO3
CAS Number:
19408-84-5
Molecular Weight:
307.43
Beilstein:
2815150
MDL number:
MFCD00057794
UNSPSC Code:
12352200
PubChem Substance ID:
24278532
NACRES:
NA.77

¥27,510

List Price¥39,300Save 30%

Estimated to ship onApril 07, 2025

Request a Bulk Order

Product Name

Dihydrocapsaicin, from Capsicum sp., ≥85%

biological source

Capsicum sp.

Quality Level

200

Assay

≥85%

storage temp.

2-8°C

SMILES string

COc1cc(CNC(=O)CCCCCCC(C)C)ccc1O

InChI

1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)

InChI key

XJQPQKLURWNAAH-UHFFFAOYSA-N

Gene Information

human ... TRPV1(7442)
rat ... Trpv4(66026)

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Application

Dihydrocapsaicin has been used:
  • as a standard to analyze the level of dihydrocapsaicin in endogenous An2 and capsaicin synthase silenced fruits[1]
  • as an external standard to determine the variability in capsaicinoid content in different landraces of capsicum[2]
  • in the activation or ablation of capsaicin-sensitive primary afferents (CSPA) fibres[3]

Biochem/physiol Actions

Dihydrocapsaicin/8-methyl-N-vanillylnonanamide; N-[−4-hydroxy-3-methoxybenzyl] 8-methylnonanamide (DHC) is an active component of capsaicinoids in chili peppers.[4] DHC is capable of reducing body temperature. Hence it is considered as a pharmaceutical-induced hypothermia (PIH) candidate to treat cardiac arrest (CA) patients.[5] It may possess anti-cancer, anti-inflammation, antioxidant, anti-obesity properties. DHC might help in the reduction of oxidative stress and inflammation in ischemia and reperfusion (I/R) injury. DHC can repress nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) signaling pathway.[4]
VR1 vanilloid receptor agonist.

Linkage

Capsaicin analog.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H315,H319,H335

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

M1022-BULK:
M1022PROC:
M1022-1G:
M1022-PM:
M1022-50MG:
M1022-250MG:
M1022-VAR:
M1022-CP:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4872V
WXBF4328V
WXBF1862V
WXBD6952V
WXBD8188V

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Sigma-Aldrich

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Capsaicin European Pharmacopoeia (EP) Reference Standard

Y0000671

Capsaicin

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Capsaicin

Y J Surh et al.
Life sciences, 56(16), PL305-PL311 (1995-03-10)
A new metabolic oxidation pathway of capsaicin (N-[(4-hydroxy-3-methoxyphenyl)-methyl]-8-methyl-(E)-6 -nonenamide), a major pungent and pharmacologically active principle of hot peppers, was investigated. Incubation of capsaicin with phenobarbital-induced rat liver postmitochondrial supernatant enriched with NADPH-generating system produced N-(4,5-dihydroxy-3-methoxybenzyl)-(E)-6 -nonenylamide and a more
Dihydrocapsaicin Attenuates Blood Brain Barrier and Cerebral Damage in Focal Cerebral Ischemia/Reperfusion via Oxidative Stress and Inflammatory
Janyou A, et al.
Scientific Reports, 7 (2017)
Dihydrocapsaicin-induced Hypothermia after Asphyxial Cardiac Arrest in Rats
He J, et al.
Conference proceedings : Annual International Conference of the IEEE Engineering in Medicine and Biology Society, 2016, 1858-1858 (2016)
Harnessing anthocyanin-rich fruit: a visible reporter for tracing virus-induced gene silencing in pepper fruit
Kim J, et al.
Plant methods, 13(1), 1-10 (2017)
Variability in capsaicinoid content in different landraces of Capsicum cultivated in north-eastern India
Islam Md A, et al.
Sci. Hortic., 183, 66-71 (2015)
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