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(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

ChemBase编号:72832
分子式:C18H27NO3
平均质量:305.41188
单一同位素质量:305.19909373
SMILES和InChIs

SMILES:
c1(c(cc(cc1)CNC(=O)CCCC/C=C/C(C)C)OC)O
Canonical SMILES:
COc1cc(CNC(=O)CCCC/C=C/C(C)C)ccc1O
InChI:
InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
InChIKey:
YKPUWZUDDOIDPM-SOFGYWHQSA-N

引用这个纪录

CBID:72832 http://www.chembase.cn/molecule-72832.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
IUPAC传统名
capsaicin
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
别名
8-甲基-N-香草基-反-6-壬烯酰胺
辣椒碱
Qutenza
Vanilloid
Capsaicin(Qutenza)
CAPSAICIN, NATURAL
8-Methyl-N-vanillyl-trans-6-nonenamide
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
(E/Z)-8-Methyl-N-vanillyl-6-nonenamide
Capsaicin(E/Z-Mixture)
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
(E)-8-Methyl-N-vanillyl-6-nonenamide
(E)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
ALGRX 4975
Adlea
Axsain
Capsaicine
Capsin P 50
Capzasin-HP
Dolenon
E-Capsaicin
Mioton
N-(4-Oxy-3-methoxybenzyl)-8-methyl-6-nonenamide
NGX 4010
NSC 56353
Ovocap
Ratden PE 40
Togarashi Orenji
Zostrix
trans-8-Methyl-N-vanillyl-6-nonenamide
trans-Capsaicin
Capsaicin
(E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
(E)-N-(4-Hydroxy-3-methoxybenzyl)
-8-methylnon-6-enamide
trans-8-Methyl-N-vanillylnon
-6-enamide
(E)-Capsaicin
Capsicine
Capsicin
CPS
Capsaicin
Capsaicin
8-METHYL-N-VANILLYL-6-NONENAMIDE
Natural capsaicin
Capsacutin
Capsaiene
CAS号
404-86-4
7553-53-9
EC号
206-969-8
MDL号
MFCD00017259
Beilstein号
2816484
PubChem SID
162037753
24853015
24896598
24862158
24847432
PubChem CID
1548943
CHEBI ID
3374
ATC码
N01BX04
M02AB01
CHEMBL
294199
Chemspider ID
1265957
KEGG ID
C06866
美国药典/FDA物质标识码
S07O44R1ZM
维基百科标题
Capsaicin

理论计算性质

理论计算性质

JChem
Acid pKa 9.928692  质子受体
质子供体 LogD (pH = 5.5) 3.749653 
LogD (pH = 7.4) 3.7483943  Log P 3.7496696 
摩尔折射率 90.3174 cm3 极化性 34.670914 Å3
极化表面积 58.56 Å2 可自由旋转的化学键
里宾斯基五规则 true 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
.0013 g/100 mL in water expand 查看数据来源
Chloroform expand 查看数据来源
DMSO expand 查看数据来源
ethanol: soluble expand 查看数据来源
H2O: insoluble expand 查看数据来源
Methanol expand 查看数据来源
soluble in alcohol, ether, benzene
slightly soluble in CS2. HCl, petroleum
expand 查看数据来源
外观
Off-White to Pale Yellow Solid expand 查看数据来源
pure dark red solid expand 查看数据来源
熔点
60-62°C expand 查看数据来源
62 - 65°C expand 查看数据来源
62-65 °C expand 查看数据来源
62-65 °C(lit.) expand 查看数据来源
62-65°C expand 查看数据来源
沸点
210 - 220°C (0.01 Torr) expand 查看数据来源
210-212°C expand 查看数据来源
闪点
113 °C expand 查看数据来源
235.4 °F expand 查看数据来源
气味
highly volatile and pungent expand 查看数据来源
保存条件
-20°C expand 查看数据来源
-20°C Freezer, Under Inert Atmosphere expand 查看数据来源
2-8°C expand 查看数据来源
RTECS编号
RA8530000 expand 查看数据来源
欧盟危险性物质标志
有毒(Toxic) 有毒(Toxic) (T) expand 查看数据来源
联合国危险货物编号
2811 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
3 expand 查看数据来源
联合国危险货物等级
6.1 expand 查看数据来源
联合国危险货物包装类别(PG)
2 expand 查看数据来源
II expand 查看数据来源
澳大利亚Hazchem
2XE expand 查看数据来源
危险公开号
25-37/38-41-42/43 expand 查看数据来源
R:25 expand 查看数据来源
R24/25 expand 查看数据来源
安全公开号
22-26-28-36/39-45 expand 查看数据来源
S:28-36/37/39-45-53 expand 查看数据来源
S26, S36/37/39, S45 expand 查看数据来源
欧盟危险货物分类
T2 expand 查看数据来源
欧盟危险识别号(EUHIN)
6.1B expand 查看数据来源
美国ERG指导号
154 expand 查看数据来源
GHS危险品标识
GHS05 expand 查看数据来源
GHS06 expand 查看数据来源
GHS08 expand 查看数据来源
GHS警示词
Danger expand 查看数据来源
主要危害
Toxic (T) expand 查看数据来源
NFPA704
NFPA 704 diagram
1
2
0
expand 查看数据来源
GHS危险声明
H301-H315-H317-H318-H334-H335 expand 查看数据来源
GHS警示性声明
P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311 expand 查看数据来源
个人保护装置
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand 查看数据来源
RID/ADR
UN 2811 6.1/PG 2 expand 查看数据来源
保存温度
2-8°C expand 查看数据来源
作用靶点
vasopressin receptor expand 查看数据来源
相关基因信息
human ... CYP1A2(1544), TRPV1(7442)rat ... Trpv1(83810), Trpv4(66026) expand 查看数据来源
生物活性机理
Gastric motility inhibitor expand 查看数据来源
Prevents reaccumulation of substance-P in peripheral sensory neurons expand 查看数据来源
Probable mechanism: substance-P-depletor expand 查看数据来源
纯度
~60% expand 查看数据来源
>90% expand 查看数据来源
≥50% (HPLC) expand 查看数据来源
≥95% expand 查看数据来源
≥99.0% (HPLC) expand 查看数据来源
65-70% expand 查看数据来源
级别
natural expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
主要成分
capsaicin, 65% expand 查看数据来源
dihydrocapsaicin, 35% expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
简要说明
Isomers expand 查看数据来源
杂质
~35% dihydrocapsaicin expand 查看数据来源
生物来源
from Capsicum sp. expand 查看数据来源
Pungent principle of various Capsicum spp. (Solanaceae) expand 查看数据来源
应用领域
Irritant used for desensitisation of sensory neurones expand 查看数据来源
Used as a counterirritant and topical analgesic for some skin conditions expand 查看数据来源
Used as a selective probe for studying neurogenic inflammation and the role of nociceptors in human physiol expand 查看数据来源
线性分子式
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3) expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals Selleck Chemicals Selleck Chemicals InterBioScreen InterBioScreen Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals -  02199516 external link
Synthetic (Natural compound obtained by total synthesis)
Assay(HPLC): >90%
Topical Analgesic(for neuralgia).
MP Biomedicals -  02190239 external link
Purity: 65-70%
Contains up to 30-35% <->Dihydro analog
Induces substance P release from afferent nociceptive specific neurons.
Selleck Chemicals -  S1990 external link
Research Area: Neurological Disease
Biological Activity:
Capsaicin is an active component of chili peppers, which are plants belonging to the genus Capsicum. The burning and painful sensations associated with capsaicin result from its chemical interaction with sensory neurons. Capsaicin, as a member of the vanilloid family, binds to a receptor called the vanilloid receptor subtype 1 (VR1). By binding to the VR1 receptor, the capsaicin molecule produces the same sensation that excessive heat or abrasive damage would cause, explaining why the spiciness of capsaicin is described as a burning sensation. [1]
Sigma Aldrich -  M2028 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
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.
Sigma Aldrich -  21750 external link
包装
1, 5 g in glass bottle
100 mg in glass bottle
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.
Sigma Aldrich -  360376 external link
包装
1 g in glass bottle
250 mg in glass bottle
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.
Sigma Aldrich -  M3403 external link
Quality
Contains approx. 30% dihydrocapsaicin, balance other naturally occurring capsaicinoids.
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.
Sigma Aldrich -  12084 external link
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.
Toronto Research Chemicals -  C175680 external link
A representative lot is a 5:1 E:Z mixture.Has been isolated from paprika and cayenne. It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.
Toronto Research Chemicals -  C175685 external link
Capsaicin analogue (C175680). It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.

参考文献

参考文献

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