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591-81-1 分子结构
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4-hydroxybutanoic acid

ChemBase编号:1247
分子式:C4H8O3
平均质量:104.10452
单一同位素质量:104.04734412
SMILES和InChIs

SMILES:
OCCCC(=O)O
Canonical SMILES:
OCCCC(=O)O
InChI:
InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)
InChIKey:
SJZRECIVHVDYJC-UHFFFAOYSA-N

引用这个纪录

CBID:1247 http://www.chembase.cn/molecule-1247.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
4-hydroxybutanoic acid
IUPAC传统名
gamma-hydroxybutyric acid
hydroxybutyric acid
商标名
Xyrem
别名
gamma-Hydroxybutyric acid
4-hydroxybutanoic acid
GHB
4-hydroxybutanoate
4-Hydroxybutyric acid
4-Hydroxy-butanoic acid
Juice
Liquid Ecstasy
Sodium oxybate
Gamma Hydroxybutyric Acid
γ-Hydroxybutyric acid
γ-Hydroxybutyrate
GHB
Gamma-Hydroxybutyric acid
CAS号
591-81-1
PubChem SID
46507548
160964707
PubChem CID
10413
3037032
CHEBI ID
30830
ATC码
N01AX11
N07XX04
CHEMBL
1342
Chemspider ID
9984
DrugBank ID
DB01440
KEGG ID
C00989
美国药典/FDA物质标识码
30IW36W5B2
维基百科标题
Gamma-Hydroxybutyric_acid

数据来源

数据来源

所有数据来源 商品来源 非商品来源
数据来源 数据ID 价格

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 4.440874  质子受体
质子供体 LogD (pH = 5.5) -1.608916 
LogD (pH = 7.4) -3.371081  Log P -0.5149198 
摩尔折射率 23.8003 cm3 极化性 9.344846 Å3
极化表面积 57.53 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P -0.6  LOG S 0.77 
溶解度 7.11e+02 g/l 

分子性质

分子性质

药理学性质 生物活性(PubChem)
给药途径
Usually oral; intravenous expand 查看数据来源
生物利用度
25% (oral) expand 查看数据来源
排泄
5%, renal expand 查看数据来源
半衰期
30–60 minutes expand 查看数据来源
代谢
95%, mainly Hepatic, also in blood and tissues expand 查看数据来源
法定药品分级
Class B (NZ), Schedule I and III (US) expand 查看数据来源
Class C (UK) expand 查看数据来源
S9 (Australia) expand 查看数据来源
Schedule III (Canada) expand 查看数据来源
妊娠期药物分类
B expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Wikipedia Wikipedia
DrugBank -  DB01440 external link
Item Information
Drug Groups illicit; approved
Description Gamma Hydroxybutyric Acid, commonly abbreviated GHB, is a therapeutic drug which is illegal in multiple countries. It is currently regulated in the US and sold by Jazz Pharmaceuticals under the name Xyrem. However, it is important to note that GHB is a designated Orphan drug (in 1985). Today Xyrem is a Schedule III drug;
however GHB remains a Schedule I drug and the illicit use of Xyrem falls under penalties of Schedule I. GHB is a naturally occurring substance found in the central nervous system, wine, beef, small citrus fruits and almost all other living creatures in small amounts. It is used illegally under the street names Juice, Liquid Ecstasy or simply G, either as an intoxicant, or as a date rape drug. Xyrem is a central nervous system depressant that reduces excessive daytime sleepiness and cataplexy in patients with narcolepsy.
Indication Used as a general anesthetic, to treat conditions such as insomnia, clinical depression, narcolepsy, and alcoholism, and to improve athletic performance.
Pharmacology GHB has at least two distinct binding sites in the central nervous system. GHB is an agonist at the newly-characterized GHB receptor, which is excitatory, and it is a weak agonist at the GABAB receptor, which is inhibitory. GHB is a naturally-occurring substance that acts in a similar fashion to some neurotransmitters in the mammalian brain. GHB is probably synthesized from GABA in GABAergic neurons, and released when the neurons fire.
Toxicity At higher doses, GHB may induce nausea, dizziness, drowsiness, agitation, visual disturbances, depressed breathing, amnesia, unconsciousness, and death.
Affected Organisms
Humans and other mammals
Half Life 30 to 60 minutes
Elimination Animal studies indicate that metabolism is the major elimination pathway for sodium oxybate, producing carbon dioxide and water via the tricarboxylic acid (Krebs) cycle and secondarily by beta-oxidation. Succinic acid enters the Krebs cycle where it is metabolized to carbon dioxide and water. Fecal and renal excretion is negligible.
5% renal elimination.
Distribution * 190 to 384 mL/kg
Clearance * apparent oral cl=9.1 mL/min/kg [healthy adults receiving a single oral dose of 25 mg/kg]
* 4.5 mL/min/kg [cirrhotic patients without ascites receiving a single oral dose of 25 mg/kg]
* 4.1 mL/min/kg [cirrhotic patients with ascites receiving a single oral dose of 25 mg/kg]
External Links
Wikipedia

参考文献

参考文献

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专利

专利

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