CAS 50370-12-2|CEFADROXIL|cephadroxil|p-Hydroxycephalexine|Cefamox|(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid|(6R,7R)-...

基本信息

化学结构

分子式

C₁₆H₁₇N₃O₅S

分子量

363.38828

精确质量

363.08889166

电荷

InChI

InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1

InChIKey

BOEGTKLJZSQCCD-UEKVPHQBSA-N

Canonic Smiles

O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C

Isomeric Smiles

O=C1N2C(=C(CS[C@@H]2[C@@H]1NC(=O)[C@@H](c1ccc(O)cc1)N)C)C(=O)O

计算属性

JChem

LogD (pH = 7.4)

-2.81

LogD (pH = 5.5)

-2.45

Log P

-2.45

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

3.25

极化表面积

132.96

极化性

35.90

摩尔折射率

90.95

LOG S

-3.52

数据来源

名称和标识

别名

CEFADROXILp-HydroxycephalexineCefamox(6R,7R)-7-((R)-2-amino-2-(4-hydroxyphenyl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid头孢羟氨苄CefadroxilBaxanCefadroxCephadroxilCefadrilCefroxilBidocefDuricefCDXCefadroxilD-CefadroxilCephadroxil(6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCefadroxil anhydrouscefadroxil

IUPAC传统名

cephadroxil (6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

IUPAC标准名

(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

API名称

Cefadroxil

国际非专利药品(INN)

cefadroxilocefadroxilum

名称和标识

数据登录号

EC号

CAS号

MDL号

PubChem CID

PubChem SID

1620912172489292187322627

DrugBank ID

DB01140

UniProt数据库

Q04649Q90X89P18111O14627Q05095P81193Q9DEB6P43241Q99626Q07424Q8VQF4A2T7H5P47902Q91622

BKMS React数据库

2076556128207654

MetaboLights数据库

MTBLS2406MTBLS2825MTBLS379MTBLS1918MTBLS3725

专利号

DE2216113US3816253NL6812382US3489752

BRENDA数据库

3.5.2.67.4.2.53.4.16.43.1.1.433.5.1.11

PubMed文献链接

24080658246677412322497829017833913147021425867128335702441269223959853

SureChEMBL数据库

BRENDA Ligand数据库

CHEMBL

KEGG ID

KEGG DRUG Database

SABIO-RK数据库

CHEBI ID

CompTox数据库

Drug Central Database

Reaxys Registry

ACToR数据库

LINCS数据库

Beilstein号

维基百科标题

IEDB Database

数据登录号

化合物性质

理化性质

熔点

197°C

产品相关信息

质检报告

下载链接

应用领域

Broad-spectrum antibiotic effective in Gram-positive and Gram-negative bacterial infections.

It is a bactericidal antibiotic

药理学性质

生物活性机理

Mucopeptide-synthesis inhibitor;

Cell wall synthesis inhibitor

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

MP Biomedicals

02150581

White crystalline powder
m.p. 197°C

Sigma Aldrich

C7020

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7020.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

ChEBI

CHEBI:3479

A cephalosporin bearing methyl and (2R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

描述信息

参考文献

PubChem文献

数据源提供

• Ger. Pat., 1975, 2 460 607; CA, 83, 145764, (synth)

• Dunn, G. et al., J. Antibiot., 1976, 29, 65, (synth)

• Shin, W. et al., Acta Cryst. C, 1992, 48, 1454, (cryst struct)

• Ger. Pat., 1973, 2 263 861; CA, 79, 78822, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DYF700

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 5179, (synonyms)

• Neuman, M., Drugs of Today (Barcelona), 1977, 13, 471, (rev)

• Kemperman, G.J. et al., Eur. J. Org. Chem., 2001, 1817-1820, (synth)

• Leitner, F. et al., J. Antimicrob. Chemother., Suppl. B, 1982, 10, 1, (numerous papers)

• U.S. Pat., 1979, 4 160 863; CA, 91, 175376, (synth, cryst struct)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 163

• Tanrisever, B. et al., Drugs, 1986, 32, 1, (rev)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

cephadroxil (6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

IUPAC标准名

(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

API名称

Cefadroxil

国际非专利药品(INN)

cefadroxilocefadroxilum

数据登录号

EC号

CAS号

MDL号

PubChem CID

PubChem SID

1620912172489292187322627

DrugBank ID

DB01140

UniProt数据库

Q04649Q90X89P18111O14627Q05095P81193Q9DEB6P43241Q99626Q07424Q8VQF4A2T7H5P47902Q91622

BKMS React数据库

2076556128207654

MetaboLights数据库

MTBLS2406MTBLS2825MTBLS379MTBLS1918MTBLS3725

专利号

DE2216113US3816253NL6812382US3489752

BRENDA数据库

3.5.2.67.4.2.53.4.16.43.1.1.433.5.1.11

PubMed文献链接

24080658246677412322497829017833913147021425867128335702441269223959853

SureChEMBL数据库

BRENDA Ligand数据库

CHEMBL

KEGG ID

KEGG DRUG Database

SABIO-RK数据库

CHEBI ID

CompTox数据库

Drug Central Database

Reaxys Registry

ACToR数据库

LINCS数据库

Beilstein号

维基百科标题

IEDB Database

化合物性质

理化性质

熔点

197°C

产品相关信息

质检报告

下载链接

应用领域

Broad-spectrum antibiotic effective in Gram-positive and Gram-negative bacterial infections.

It is a bactericidal antibiotic

药理学性质

生物活性机理

Mucopeptide-synthesis inhibitor;

Cell wall synthesis inhibitor

描述信息

MP Biomedicals

02150581

White crystalline powder
m.p. 197°C

Sigma Aldrich

C7020

ChEBI

CHEBI:3479

A cephalosporin bearing methyl and (2R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

参考文献

PubChem文献

数据源提供

• Ger. Pat., 1975, 2 460 607; CA, 83, 145764, (synth)

• Dunn, G. et al., J. Antibiot., 1976, 29, 65, (synth)

• Shin, W. et al., Acta Cryst. C, 1992, 48, 1454, (cryst struct)

• Ger. Pat., 1973, 2 263 861; CA, 79, 78822, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DYF700

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 5179, (synonyms)

• Neuman, M., Drugs of Today (Barcelona), 1977, 13, 471, (rev)

• Kemperman, G.J. et al., Eur. J. Org. Chem., 2001, 1817-1820, (synth)

• Leitner, F. et al., J. Antimicrob. Chemother., Suppl. B, 1982, 10, 1, (numerous papers)

• U.S. Pat., 1979, 4 160 863; CA, 91, 175376, (synth, cryst struct)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 163

• Tanrisever, B. et al., Drugs, 1986, 32, 1, (rev)

生物活性

PubChem BioAssay

化合物信息

ID:103102