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Merck

M1022

Sigma-Aldrich

二氢辣椒碱

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

别名:

6,7-二氢辣椒碱, N - [(4-羟基-3-甲氧基苯基)甲基]-8-亚甲基壬烯酰胺, N-(4-羟基-3-甲氧基苄基)-8-甲基壬酰胺

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About This Item

经验公式(希尔记法):
C18H29NO3
CAS号:
分子量:
307.43
Beilstein:
2815150
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

product name

二氢辣椒碱, from Capsicum sp., ≥85%

生物源

Capsicum sp.

化驗

≥85%

儲存溫度

2-8°C

SMILES 字串

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 密鑰

XJQPQKLURWNAAH-UHFFFAOYSA-N

基因資訊

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

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應用

二氢辣椒素已用于:
  • 作为标准品分析内源性An2和辣椒素合成酶沉默水果中的二氢辣椒素水平
  • 作为外部标准品测定不同品种辣椒中的辣椒素类物质的含量变化
  • 辣椒素敏感初级传入(CSPA)神经纤维的活化或消融

生化/生理作用

二氢辣椒素/8-甲基-N-香草基壬酰胺;N-[−4-羟基-3-甲氧苄基] 8-甲基壬酰胺(DHC)是辣椒中的辣椒素类活性组分。二氢辣椒素可降低体温,因此可作为药物诱导性低温(PIH)候选药物治疗心脏骤停(CA)患者。它可能还具有抗癌、抗炎、抗氧化、抗肥胖作用。二氢辣椒素可能有助于降低缺血再灌注(I/R)损伤中的氧化应激和抗炎作用。二氢辣椒素可抑制活化B细胞核因子κ-轻链增强子(NF-κB)信号转导通路。
VR1 辣椒素受体激动剂。

聯結

辣椒素类似物。

象形圖

Skull and crossbones

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Slide 1 of 6

1 of 6

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)
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)
Yuni Wahyuni et al.
Phytochemistry, 72(11-12), 1358-1370 (2011-04-26)
A comprehensive study on morphology and biochemical compounds of 32 Capsicum spp. accessions has been performed. Accessions represented four pepper species, Capsicum annuum, Capsicum frutescens, Capsicum chinense and Capsicum baccatum which were selected by their variation in morphological characters such

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