<生产厂家价格>

异香兰素； 3-羟基-4-甲氧基苯甲醛; 异香草醛

用途

Isovanillin是醛氧化酶抑制剂[1]。解痉挛活性[2]。止泻活性[3]。

名称

[ CAS 号 ]:
621-59-0

[ 中文名 ]:
3-羟基-4-甲氧基苯甲醛

[ 英文名 ]:
Isovanillin

[中文别名 ]:

[英文别名 ]:

Benzaldehyde, 3-hydroxy-4-methoxy-
4-MeO-3-OHC6H3CHO
3-hydroxy-4-methoxy-benzaldehyde
Isovanillin
ISOVANILIN
3-Hydroxy-p-anisaldehyde
4-08-00-01764 (Beilstein Handbook Reference)
Isovanilline
p-Anisaldehyde, 3-hydroxy- (8CI)
3-Hydroxy-4-methoxybenzolcarbaldehyd

生物活性

[ 描述 ]:

Isovanillin是醛氧化酶抑制剂[1]。解痉挛活性[2]。止泻活性[3]。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 代谢疾病

研究领域 >> 神经疾病

天然产物 >> 酚类

[ 靶点 ]

Aldehyde oxidase[1]

[体外研究]

异香草醛不是醛氧化酶的底物,因此它主要通过醛脱氢酶代谢为异香草酸[1]。异香草醛是由5-HT诱导的回肠收缩的松弛剂(IC50 = 356±50μM)[2]。

[体内研究]

异丙肾上腺素(2 mg/kg和5 mg/kg)和异乙酰旺龙(2 mg/kg＆5 mg/kg)均对胃肠道有抗腹泻和抗运动作用[3]。

[参考文献]

[1]. Panoutsopoulos GI, et al. Enzymatic oxidation of vanillin, isovanillin and protocatechuic aldehyde with freshly prepared Guinea pig liver slices. Cell Physiol Biochem. 2005;15(1-4):89-98.

[2]. Sadraei H, et al. Antispasmodic activity of isovanillin and isoacetovanillon in comparison with Pycnocycla spinosa Decne.exBoiss extract on rat ileum. Res Pharm Sci. 2014 May-Jun;9(3):187-92.

[3]. Sadraei H, et al. Antidiarrheal activities of isovanillin, iso-acetovanillon and Pycnocycla spinosa Decne ex.Boiss extract in mice. Res Pharm Sci. 2014 Mar-Apr;9(2):83-9.

[相关活性小分子]

物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
308.1±0.0 °C at 760 mmHg

[ 熔点 ]:
113-116 °C

[ 分子式 ]:
C₈H₈O₃

[ 分子量 ]:
152.147

[ 闪点 ]:
119.9±15.3 °C

[ 精确质量 ]:
152.047348

[ PSA ]:
46.53000

[ LogP ]:
1.10

[ 外观性状 ]:
淡棕色结晶

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.588

[ 储存条件 ]:
-20°C Freezer, Under Inert Atmosphere

MSDS

毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CU6540000

CHEMICAL NAME :: Benzaldehyde, 3-hydroxy-4-methoxy-

CAS REGISTRY NUMBER :: 621-59-0

BEILSTEIN REFERENCE NO. :: 1073021

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C8-H8-O3

MOLECULAR WEIGHT :: 152.16

WISWESSER LINE NOTATION :: VHR CQ DO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1276 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1470 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 1500 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 206,17,1988

安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S36/37

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
CU6540000

[ 海关编码 ]:
29124900

合成路线

上下游产品

上游产品

下游产品

制备

本品是由原儿茶醛进行甲基化时与香草醛同时产生的。由异阿魏酸氧化，或鸦片酸与盐酸加热也可制得本品。

海关

[ 海关编码 ]: 2912499000

[ 中文概述 ]:
2912499000. 其他醛醚、醛酚及含其他含氧基的醛. 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最惠国关税:5.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 四聚甲醛报明外观

[ Summary ]:
2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

文献

Synthesis and accumulation of aromatic aldehydes in an engineered strain of Escherichia coli.

J. Am. Chem. Soc. 136(33) , 11644-54, (2014)

Aromatic aldehydes are useful in numerous applications, especially as flavors, fragrances, and pharmaceutical precursors. However, microbial synthesis of aldehydes is hindered by rapid, endogenous, an...

3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.

Bioorg. Med. Chem. 15 , 2006-15, (2007)

Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-q...

Systemic exposure to and disposition of catechols derived from Salvia miltiorrhiza roots (Danshen) after intravenous dosing DanHong injection in human subjects, rats, and dogs.

Drug Metab. Dispos. 43(5) , 679-90, (2015)

DanHong injection is a Danshen (Salvia miltiorrhiza roots)-based injectable solution for treatment of coronary artery disease and ischemic stroke. Danshen catechols are believed to be responsible for ...

更多文献