5-戊基间苯二酚

5-戊基间苯二酚用途

Olivetol 是一种天然多酚类化合物,存在于地衣中,或由一些昆虫产生[3]。Olivetol 竞争性地抑制大麻素受体 CB1 和 CB2,抑制 CYP2C19 和 CYP2D6 的活性,IC50 值和 Ki 值分别为 15.3 μM, 7.21 μM 和 2.71 μM, 2.87 μM[1][2]。

5-戊基间苯二酚名称

[ CAS 号 ]:
500-66-3

[ 中文名 ]:
3,5-二羟基戊苯

[ 英文名 ]:
Olivetol

[中文别名 ]:

[英文别名 ]:

1,3-Benzenediol, 5-pentyl-
MFCD00002293
5-pentylbenzene-1,3-diol
5-Pentyl-1,3-benzenediol
EINECS 207-908-8
Olivetol

5-戊基间苯二酚生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 大麻素受体

信号通路 >> 代谢酶/蛋白酶 >> 细胞色素P450

研究领域 >> 神经疾病

天然产物 >> 酚类

[ 靶点 ]

IC50: 7.21 μM (CYP2D6)[2], 15.3 μM (CYP2C19)[1] Ki: 2.71 μM (CYP2C19)[1], 2.87 μM (CYP2D6)[2] CB1, CB2[3]

[体外研究]

Olivetol抑制CYP2C19活性的(S)- mephenytoin 4'-羟化酶活性,IC50为15.3μM,Ki为2.71μM[1]。 Olivetol还抑制重组CYP2D6的AMMC O-去甲基化酶活性,IC50为7.21μM,Ki为2.87μM[2]。 Olivetol是大麻素受体CB1和CB2的竞争性抑制剂[3]。

[参考文献]

[1]. Jiang R, et al. Cannabidiol is a potent inhibitor of the catalytic activity of cytochrome P450 2C19. Drug Metab Pharmacokinet. 2013;28(4):332-8.

[2]. Yamaori S, et al. Cannabidiol, a major phytocannabinoid, as a potent atypical inhibitor for CYP2D6. Drug Metab Dispos. 2011 Nov;39(11):2049-56.

[3]. James J. Carberry , et al. Composition of Olivetol and Method of Use to Reduce or Inhibit the Effects of Tetrahydrocannabinol in the Human Body. US20170143644A1

[相关活性小分子]

5-戊基间苯二酚物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
313.3±12.0 °C at 760 mmHg

[ 熔点 ]:
46-48ºC

[ 分子式 ]:
C₁₁H₁₆O₂

[ 分子量 ]:
180.243

[ 闪点 ]:
148.8±14.2 °C

[ 精确质量 ]:
180.115036

[ PSA ]:
40.46000

[ LogP ]:
3.35

[ 外观性状 ]:
淡紫色粉末

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.547

[ 储存条件 ]:
Refrigerator

5-戊基间苯二酚MSDS

5-戊基间苯二酚毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VH2880000

CHEMICAL NAME :: Resorcinol, 5-pentyl-

CAS REGISTRY NUMBER :: 500-66-3

BEILSTEIN REFERENCE NO. :: 0908277

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C11-H16-O2

MOLECULAR WEIGHT :: 180.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 150 umol/L

REFERENCE :: FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 36,1748,1977

5-戊基间苯二酚安全信息

[ 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-S36/39

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

[ WGK德国 ]:
3

[ RTECS号 ]:
VH2880000

[ 海关编码 ]:
2907299090

5-戊基间苯二酚合成路线

5-戊基间苯二酚上下游产品

5-戊基间苯二酚上游产品

5-戊基间苯二酚下游产品

5-戊基间苯二酚海关

[ 海关编码 ]: 2907299090

[ 中文概述 ]:
2907299090 其他多元酚，酚醇。监管条件:AB(入境货物通关单,出境货物通关单)。增值税率:17.0%。退税率:9.0%。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

[ 监管条件 ]: A.入境货物通关单 B.出境货物通关单

[ 检验检疫 ]: R.进口食品卫生监督检验 S.出口食品卫生监督检验 M.进口商品检验 N.出口商品检验

[ Summary ]:
2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%

5-戊基间苯二酚文献

¹H NMR and HPLC/DAD for Cannabis sativa L. chemotype distinction, extract profiling and specification.

Talanta 140 , 150-65, (2015)

The medicinal use of different chemovars and extracts of Cannabis sativa L. requires standardization beyond ∆9-tetrahydrocannabinol (THC) with complementing methods. We investigated the suitability of...

Preparation and evaluation of molecularly imprinted polymer of olivetol for solid phase extraction.

Se Pu 31(6) , 587-95, (2013)

Molecularly imprinted polymer (MIP) was synthesized by bulk polymerization, using olivetol as template molecule, methyl acrylic acid (MAA) as monomer, ethylene glycol dimethacrylate (EDMA) as crosslin...

Cannabidiol is a potent inhibitor of the catalytic activity of cytochrome P450 2C19.

Drug Metab. Pharmacokinet. 28(4) , 332-8, (2013)

The present study investigated the inhibitory effect of cannabidiol (CBD), a major constituent of marijuana, on the catalytic activity of cytochrome P450 2C19 (CYP2C19). (S)-Mephenytoin 4'-hydroxylase...

更多文献