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114-03-4 分子结构
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2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

ChemBase编号:72998
分子式:C11H12N2O3
平均质量:220.22458
单一同位素质量:220.08479225
SMILES和InChIs

SMILES:
c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)N)O
Canonical SMILES:
OC(=O)C(Cc1c[nH]c2c1cc(O)cc2)N
InChI:
InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)
InChIKey:
LDCYZAJDBXYCGN-UHFFFAOYSA-N

引用这个纪录

CBID:72998 http://www.chembase.cn/molecule-72998.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
2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
IUPAC传统名
(+-)-5-hydroxytryptophan
tryptophan, 5-hydroxy-, DL-
别名
DL-5-羟基色氨酸
5-HTP
5-hydroxytryptophan
DL-5-HYDROXYTRYPTOPHANE
(+/-)-5-Hydroxytryptophan
5-Hydroxy-DL-tryptophan
DL-Hydroxytryptophan
NSC 92523
5-Hydroxy Tryptophan
DL-5-Hydroxytryptophan
DL-2-Amino-3-[3-(5-hydroxyindole)]propionic acid
2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
CAS号
114-03-4
56-69-9
EC号
200-284-8
MDL号
MFCD00005651
Beilstein号
88199
默克索引号
144847
PubChem SID
162037918
PubChem CID
144

理论计算性质

理论计算性质

JChem
Acid pKa 2.152664  质子受体
质子供体 LogD (pH = 5.5) -1.3896201 
LogD (pH = 7.4) -1.3962954  Log P -1.3896985 
摩尔折射率 58.1837 cm3 极化性 23.689636 Å3
极化表面积 99.34 Å2 可自由旋转的化学键
里宾斯基五规则 true 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
DMSO expand 查看数据来源
Methanol expand 查看数据来源
外观
Off-White to Pale Beige Solid expand 查看数据来源
熔点
254-259°C (dec.) expand 查看数据来源
ca 298°C dec. expand 查看数据来源
保存条件
-20°C expand 查看数据来源
Refrigerator expand 查看数据来源
RTECS编号
YN7100000 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
TSCA收录
expand 查看数据来源
纯度
95+% expand 查看数据来源
99% expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals Selleck Chemicals Selleck Chemicals TRC TRC
MP Biomedicals -  05211575 external link
MP Biomedicals Rare Chemical collection
Selleck Chemicals -  S2374 external link
Biological Activity:
5-Hydroxytryptophan(5-HTP) is decarboxylated to serotonin (5-hydroxytryptamine or 5-HT) by the enzyme aromatic-L-amino-acid decarboxylase with the help of Vitamin B6.This reaction occurs both in nervous tissue and in the liver. 5-HTP crosses the blood-brain barrier,while 5-HT does not. Excess 5-HTP, especially when administered with Vitamin B6, is thought to be metabolized and excreted. The psychoactive action of 5-HTP is derived from its effect on the production of serotonin in central nervous system tissue. More specifically, 5-HTP increases the production of serotonin. Thus, it has been used to treat diseases, e.g. depression, for which the lack of serotonin is thought to be a contributing factor. [1]
Toronto Research Chemicals -  H975700 external link
A metabolite of Tryptophan. 5-Hydroxytryptophan (5-HTP) is a direct 5-hydroxytryptamine (5-HT) precursor used to assess central serotonergic function.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • http://en.wikipedia.org/wiki/5-HTP
  • Gartside, S., et al.: Eur. J. Pharmacol., 179, 103 (1990)
  • Gijsman, H., et al.: J. Clin. Psychopharmacol., 22, 183 (1990)
  • Schruers, K., et al.: Psychiatry Res., 113, 237 (1990)
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专利

专利

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