2-amino-4-[(2-amino-2-carboxyethyl)sulfanyl]butanoic acid

• ChemBase编号: 58694
• 分子式: C7H14N2O4S
• 平均质量: 222.26206
• 单一同位素质量: 222.06742794
• SMILES: C(CSCCC(N)C(=O)O)(N)C(=O)O
• Canonical SMILES: NC(C(=O)O)CCSCC(C(=O)O)N
• InChI: InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)
• InChIKey: ILRYLPWNYFXEMH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-4-[(2-amino-2-carboxyethyl)sulfanyl]butanoic acid
• IUPAC传统名: cystathionine
• 别名: S-(2-Amino-2-carboxyethyl)homocysteine; L-Cystathionine; S-[(2R)-2-Amino-2-carboxyethyl]-L-homocysteine; Cystathionine; DL,DL-allo-Cystathionine; S-(2-Amino-2-carboxyethyl)homocysteine; Cystathionine; DL-Allocystathionine; NSC 118379; D,L-Cystathionine

登记号

• CAS号: 56-88-2; 535-34-2
• EC号: 208-613-7
• MDL号: MFCD00136759
• PubChem SID: 24892630; 162063457
• PubChem CID: 834
• CHEBI ID: 17755
• CHEMBL: 209241
• Chemspider ID: 811
• KEGG ID: C00542
• 医学主题词(MeSH): Cystathionine
• 维基百科标题: Cystathionine

理论计算性质

• Acid pKa: 1.7937987
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -5.8184667
• LogD (pH = 7.4): -5.8285646
• Log P: -5.818502
• 摩尔折射率: 51.5689 cm^3
• 极化性: 20.893393 Å^3
• 极化表面积: 126.64 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: White Crystalline Solid
• 熔点: 315-316°C dec.

安全信息

• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... BHMT(635)

产品相关信息

• 纯度: ≥90% (HPLC)

详细说明

Sigma Aldrich - C3633

Other Notes
A mixture of 4 stereoisomers; L-, D-, L-allo- and D-allo-cystathionine.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C3633.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Preparation Note
Prepared by method of Stekol.1

Toronto Research Chemicals - C989495

Intermediate for transsulfuration whereby a mammal transfers the sulfur of methionine via homocysteine to cysteine.

参考文献

• Thompson, J.W., et al.: J. Biol. Chem., 266, 17011 (1991)
• Yoshida, Y., et al.: Microbiol., 148, 3961 (1991)
• Jiracek, J., et al.: J. Med. Chem., 49, 3982 (1991)