5α-Androstan-3β-ol

5α-Androstan-3β-ol结构式
5α-Androstan-3β-ol结构式
品牌特惠专场
常用名 5α-Androstan-3β-ol 英文名 5a-androstan-3b-ol
CAS号 1224-92-6 分子量 276.457
密度 1.0±0.1 g/cm3 沸点 375.9±10.0 °C at 760 mmHg
分子式 C19H32O 熔点 N/A
MSDS 中文版 美版 闪点 158.4±11.5 °C
符号 GHS07
GHS07
信号词 Warning

Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.

J. Med. Chem. 48 , 5666-74, (2005)

We investigated the influence of induced fit of the androgen receptor binding pocket on free energies of ligand binding. On the basis of a novel alignment procedure using flexible docking, molecular dynamics simulations, and linear-interaction energy analysis...

The pheromone androstenol (5 alpha-androst-16-en-3 alpha-ol) is a neurosteroid positive modulator of GABAA receptors.

J. Pharmacol. Exp. Ther. 317(2) , 694-703, (2006)

Androstenol is a steroidal compound belonging to the group of odorous 16-androstenes, first isolated from boar testes and also found in humans. Androstenol has pheromone-like properties in both animals and humans, but the molecular targets of its pheromonal a...

Synthesis of novel D-ring fused 7'-aryl-androstano[17,16-d][1,2,4] triazolo[1,5-a]pyrimidines.

Steroids 77(5) , 367-74, (2012)

The preparation of novel steroidal heterocycles containing the 7-aryl-substituted 1,2,4-triazolo[1,5-a]pyrimidine moiety fused to the 16,17-positions of the steroid nucleus is described. The Aldol reaction of 4-aza-androst-3,17-dione (1a) and dehydroepiandros...

Sex difference in the proliferative response of mouse hepatocytes to treatment with the CAR ligand, TCPOBOP.

Carcinogenesis 24(6) , 1059-65, (2003)

The nuclear receptor Constitutive Androstane Receptor (CAR) binds DNA as a heterodimer with the retinoic-X receptor and activates gene transcription. Previously, in vitro studies have shown that the testosterone metabolites, androstenol and androstenol, inhib...

Hydrogen bonding between the 17beta-substituent of a neurosteroid and the GABA(A) receptor is not obligatory for channel potentiation.

Br. J. Pharmacol. 158(5) , 1322-9, (2009)

Potentiating neurosteroids are some of the most efficacious modulators of the mammalian GABA(A) receptor. One of the crucial interactions may be between the C20 ketone group (D-ring substituent at C17) of the neurosteroid, and the N407 and Y410 residues in th...

Effects of 1,8-cineole on the dynamics of lipids and proteins of stratum corneum.

Int. J. Pharm. 345(1-2) , 81-7, (2007)

The interaction of a potent percutaneous penetration enhancer, 1,8-cineole, with the stratum corneum (SC) and DPPC membranes was investigated by electron paramagnetic resonance spectroscopy (EPR) of spin-labeled analogs of stearic acid (5-DSA) and androstanol...

GC-MS studies of 16-androstenes and other C19 steroids in human semen.

J. Steroid Biochem. Mol. Biol. 43(6) , 549-56, (1992)

Human semen was examined for the presence of 16-androstenols, 16-androstenones and androgens. Extracts were analysed by gas chromatography-mass spectrometry after derivatization of steroids under study. In a qualitative study, 5 alpha-androst-16-en-3 alpha- a...

Role of nuclear receptor CAR in carbon tetrachloride-induced hepatotoxicity.

World J. Gastroenterol. 11(38) , 5966-72, (2005)

To investigate the precise roles of CAR in CCl(4)-induced acute hepatotoxicity.To prepare an acute liver injury model, CCl(4) was intraperitoneally injected in CAR+/+ and CAR-/- mice.Elevation of serum alanine aminotransferase and extension of centrilobular n...

Novel and efficient synthesis and antifungal evaluation of 2,3-functionalized cholestane and androstane derivatives

Bioorg. Med. Chem. Lett. 20 , 7372-5, (2010)

Synthetic modifications of cholesterol and other traditional steroid molecules have become a promising area for the exploration and development of novel antifungal agents, especially with respect to the development of fatty-acid esters of steroids. In additio...

17beta-Nitro-5alpha-androstan-3alpha-ol and its 3beta-methyl derivative: neurosteroid analogs with potent anticonvulsant and anxiolytic activities.

Eur. J. Pharmacol. 617(1-3) , 68-73, (2009)

Many 17-substituted androstan-3alpha-ol analogs act as positive allosteric modulators of GABA(A) receptors and exert anticonvulsant and anxiolytic-like activity actions in animal models. The endogenous neurosteroid allopregnanolone (17beta-acetyl; 1) is among...