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孕烯醇酮

孕烯醇酮用途

Pregnenolone 是大麻素 CB1 受体的特异性抑制剂。

孕烯醇酮名称

[ CAS 号 ]:
145-13-1

[ 中文名 ]:
孕烯醇酮

[ 英文名 ]:
Pregnenolone

[中文别名 ]:

[英文别名 ]:

EINECS 205-647-4
prenolon
ZK-5553
MFCD00003628
Pregn-5-en-20-one, 3-hydroxy-
prenenolone
Pregnelone
Pregnenlolone
3-Hydroxypregn-5-en-20-one
Pregnenolone

孕烯醇酮生物活性

[ 描述 ]:

Pregnenolone 是大麻素 CB1 受体的特异性抑制剂。

[ 相关类别 ]:

信号通路 >> 自噬 >> 自噬

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 大麻素受体

研究领域 >> 神经疾病

天然产物 >> 类固醇

[ 靶点 ]

CB1 Receptor

Human Endogenous Metabolite

[体外研究]

当用孕烯醇酮100nM(15.1±1.8％抑制)预处理切片时,THC的作用显着减弱。这些影响可能是由于孕烯醇酮的突触前作用。因此,孕烯醇酮阻断由THC诱导的成对脉冲比(PPR)的增加,但不改变微型EPSC(mEPSC)的振幅或衰减时间[1]。

[体内研究]

孕烯醇酮给药(2-6mg/kg)阻断Wistar大鼠和C57BL/6N小鼠中THC诱导的食物摄入,并减弱THC在小鼠中诱导的记忆障碍,但它本身并未改变这些行为。每次自我给药前注射孕烯醇酮(2和4mg/kg)可减少WIN 55,212-2的摄入量,并以渐进比例计划降低断点[1]。

[动物实验]

小鼠和大鼠[1]成年雄性Wistar大鼠（体重320-340g），Sprague Dawley雄性大鼠（体重330-350g），C57BL / 6N小鼠（2-3个月）和CD1小鼠（体重25-30g）（使用实验）。孕烯醇酮皮下注射（sc）。注射量为大鼠体重1 mL / kg，小鼠体重10 mL / kg [1]。

[参考文献]

[1]. Vallée M, et al. Pregnenolone can protect the brain from cannabis intoxication. Science. 2014 Jan 3;343(6166):94-8.

[相关活性小分子]

孕烯醇酮物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
443.3±45.0 °C at 760 mmHg

[ 熔点 ]:
188-190 °C

[ 分子式 ]:
C₂₁H₃₂O₂

[ 分子量 ]:
316.478

[ 闪点 ]:
188.9±21.3 °C

[ 精确质量 ]:
316.240234

[ PSA ]:
37.30000

[ LogP ]:
4.52

[ 外观性状 ]:
白色至灰白色粉末

[ 蒸汽压 ]:
0.0±2.4 mmHg at 25°C

[ 折射率 ]:
1.550

[ 储存条件 ]:
2~8℃

[ 水溶解性 ]:
水溶性：实际上不溶；可溶于：氯仿

孕烯醇酮MSDS

孕烯醇酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU5560700

CHEMICAL NAME :: Pregn-5-en-20-one, 3-beta-hydroxy-

CAS REGISTRY NUMBER :: 145-13-1

LAST UPDATED :: 199609

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C21-H32-O2

MOLECULAR WEIGHT :: 316.53

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >200 mg/kg

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

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,117,1968 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Parenteral

DOSE :: 35 mg/kg

SEX/DURATION :: female 7 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: JEMEAV Journal of Experimental Medicine. (Rockefeller Univ. Press, 1230 York Ave., New York, NY 10021) V.1- 1896- Volume(issue)/page/year: 102,347,1955

孕烯醇酮安全信息

[ 符号 ]:

GHS02, GHS07

[ 信号词 ]:
Danger

[ 危害声明 ]:
H225-H302 + H312 + H332-H319

[ 警示性声明 ]:
P210-P280-P305 + P351 + P338

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xi

[ 安全声明 (欧洲) ]:
S22-S24/25

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

[ WGK德国 ]:
3

[ RTECS号 ]:
TU5560700

[ 海关编码 ]:
2937290090

孕烯醇酮合成路线

孕烯醇酮上下游产品

孕烯醇酮上游产品

孕烯醇酮下游产品

孕烯醇酮制备

将乙酸妊娠双烯醇酮、乙醇、雷氏镍一起加热，50℃左右使全部溶解，然后抽真空通入氢气，反复3次后，在搅拌下通氢，在34-36℃反应3.5h。静置，通氮气排出氢气，滤出催化剂。将滤液浓缩回收大部分乙醇，析出结晶。将结晶投入水解锅内减压蒸尽乙醇，冷却后加入甲醇，加热回流使全部溶解，加入50%碳酸钾水溶液，回流1.5h，减压浓缩回收甲醇，出料后冷却至5℃以下，滤取结晶，用温水洗至中性，烘干。再用10倍量乙醇溶解，加活性炭脱色，重结晶1次，得妊烯醇酮。

孕烯醇酮海关

[ 海关编码 ]: 2937290090

孕烯醇酮文献

Mechanistic Scrutiny Identifies a Kinetic Role for Cytochrome b5 Regulation of Human Cytochrome P450c17 (CYP17A1, P450 17A1).

PLoS ONE 10 , e0141252, (2015)

Cytochrome P450c17 (P450 17A1, CYP17A1) is a critical enzyme in the synthesis of androgens and is now a target enzyme for the treatment of prostate cancer. Cytochrome P450c17 can exhibit either one or...

HBCDD-induced sustained reduction in mitochondrial membrane potential, ATP and steroidogenesis in peripubertal rat Leydig cells.

Toxicol. Appl. Pharmacol. 282(1) , 20-9, (2015)

Hexabromocyclododecane (HBCDD), a brominated flame retardant added to various consumer products, is a ubiquitous environmental contaminant. We have previously shown that 6-hour exposure to HBCDD distu...

Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk).

J. Med. Chem. 48 , 3269-79, (2005)

Growing interest in the use of both the logarithm of the partition coefficient of the neutral species in the alkane/water system (log P(N)(alk)) and the difference between log P(N)(oct) (the logarithm...

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