CAS 551-16-6|6-Aminopenicillanic acid|(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid|aminopenicillanic acid|(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-...

基本信息

化学结构

分子式

C₈H₁₂N₂O₃S

分子量

216.25748

精确质量

216.05686325

电荷

InChI

InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

InChIKey

NGHVIOIJCVXTGV-ALEPSDHESA-N

Canonic Smiles

OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N

Isomeric Smiles

C(=O)([C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N)O

计算属性

JChem

Acid pKa

3.415152

质子受体

质子供体

LogD (pH = 5.5)

-2.8350077

LogD (pH = 7.4)

-3.1041005

Log P

-2.8378367

摩尔折射率

50.3621

极化性

20.43413

极化表面积

83.63

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

6-Aminopenicillanic acid(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid6-APA6-APA(2S,5R,6R)-6-氨基-3,3-二甲基-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸(+)-6-Aminopenicillanic acid(+)-6-氨基青霉烷酸(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidPhenacyl-6-AminopenicillinatePenicinAminopenicillanic acidPhenacyl 6-AminopenicillinateNSC 50071[2S-(2α,5α,6β)]-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid6-APS6β-Aminopenicillanic acid(+)-6-Aminopenicillanic Acid6-Aminopenicillanic acid6-氨基青霉烷酸

IUPAC标准名

(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

IUPAC传统名

aminopenicillanic acid penin (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

名称和标识

数据登录号

CAS号

551-16-6

MDL号

MFCD00005176

PubChem SID

2484624816203319824891174

Beilstein号

EC号

默克索引号

维基百科标题

PubChem CID

CHEBI ID

Chemspider ID

数据登录号

化合物性质

药理学性质

Lactamase inhibitor

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

点击上传数据

描述信息

Crystalline

6-APA

A70909

包装
10, 50 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A70909.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

09070

Other Notes
偶联至 Sepharose® 4B 后用于青霉素结合蛋白共价亲和层析1
法律信息
Sepharose 注册商标 GE Healthcare

TRC

A618895

(+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.

描述信息

参考文献

PubChem文献

数据源提供

• Hamilton-Miller, J.M.T.: Int. J. Antimicrob. Agents, 31, 189 (1983)

• Zel'tser, I.Z. et al.: Gig. Truda Prof. Zabol., 5, 59 (1983)

• Novikova, N.D. et al.: Mikol. Fitopatol., 7, 101 (1983)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 1, 791C, (ir)

• Von Daehne, W. et al., J. Antibiot., 1980, 33, 451

• Huber, F. et al., Cephalosporins Penicillins: Chem. Biol., (Flynn, E.H., Ed.), Academic Press, 1972, 27, (rev)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PCU500

• Kirk-Othmer Encycl. Chem. Technol., 4th edn., Wiley, 1991, 3, 129, (rev)

• Aldrich Library of NMR Spectra, 2nd edn., 1983, 1, 664A, (nmr)

• Batchelor, R. et al., Nature (London), 1959, 183, 257, (manuf)

• Micetich, R.G. et al., Synthesis, 1976, 264, (oxide)

• Moore, B.A. et al., Antimicrob. Agents Chemother., 1984, 20, 327, (props)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC标准名

(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

IUPAC传统名

aminopenicillanic acid penin (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

数据登录号

CAS号

551-16-6

MDL号

MFCD00005176

PubChem SID

2484624816203319824891174

Beilstein号

EC号

默克索引号

维基百科标题

PubChem CID

CHEBI ID

Chemspider ID

描述信息

Crystalline

6-APA

A70909

09070

Other Notes
偶联至 Sepharose® 4B 后用于青霉素结合蛋白共价亲和层析1
法律信息
Sepharose 注册商标 GE Healthcare

TRC

A618895

参考文献

PubChem文献

数据源提供

• Hamilton-Miller, J.M.T.: Int. J. Antimicrob. Agents, 31, 189 (1983)

• Zel'tser, I.Z. et al.: Gig. Truda Prof. Zabol., 5, 59 (1983)

• Novikova, N.D. et al.: Mikol. Fitopatol., 7, 101 (1983)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 1, 791C, (ir)

• Von Daehne, W. et al., J. Antibiot., 1980, 33, 451

• Huber, F. et al., Cephalosporins Penicillins: Chem. Biol., (Flynn, E.H., Ed.), Academic Press, 1972, 27, (rev)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PCU500

• Kirk-Othmer Encycl. Chem. Technol., 4th edn., Wiley, 1991, 3, 129, (rev)

• Aldrich Library of NMR Spectra, 2nd edn., 1983, 1, 664A, (nmr)

• Batchelor, R. et al., Nature (London), 1959, 183, 257, (manuf)

• Micetich, R.G. et al., Synthesis, 1976, 264, (oxide)

• Moore, B.A. et al., Antimicrob. Agents Chemother., 1984, 20, 327, (props)

生物活性

PubChem BioAssay

化合物性质

药理学性质

Lactamase inhibitor

化合物信息

ID:67463