CAS 39868-96-7|Chlorobiocin|Clorobiocin|(3S,4R,5R,6S)-6-({8-chloro-4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-2-oxochromen-7-yl}oxy)-5-hydroxy-3-methoxy-2,2-dimethyloxan-4-yl 5-methy...

基本信息

化学结构

分子式

C₃₅H₃₇ClN₂O₁₁

分子量

697.12808

精确质量

696.20858769

电荷

InChI

InChI=1S/C35H37ClN2O11/c1-16(2)7-9-18-15-19(10-13-22(18)39)31(42)38-25-26(40)20-11-14-23(24(36)28(20)47-33(25)44)46-34-27(41)29(30(45-6)35(4,5)49-34)48-32(43)21-12-8-17(3)37-21/h7-8,10-15,27,29-30,34,37,39-41H,9H2,1-6H3,(H,38,42)/t27-,29-,30+,34-/m1/s1

InChIKey

FJAQNRBDVKIIKK-LOHKCFAQSA-N

Canonic Smiles

CO[C@H]1[C@H](OC(=O)c2ccc([nH]2)C)[C@@H](O)[C@@H](OC1(C)C)Oc1ccc2c(c1Cl)oc(=O)c(c2O)NC(=O)c1ccc(c(c1)CC=C(C)C)O

Isomeric Smiles

CO[C@H]1[C@H](OC(=O)c2ccc(C)[nH]2)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2Cl)OC1(C)C

计算属性

JChem

Acid pKa

6.5064406

质子受体

质子供体

LogD (pH = 5.5)

4.900789

LogD (pH = 7.4)

3.9501157

Log P

4.941601

摩尔折射率

179.7876

极化性

68.710976

极化表面积

185.87

可自由旋转的化学键

里宾斯基五规则

false

ALOGPS 2.1

Log P

5.0

LOG S

-5.33

溶解度

3.28e-03 g/l

数据来源

学术数据

数据来源

名称和标识

别名

ChlorobiocinClorobiocin

IUPAC传统名

(3S,4R,5R,6S)-6-({8-chloro-4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-2-oxochromen-7-yl}oxy)-5-hydroxy-3-methoxy-2,2-dimethyloxan-4-yl 5-methyl-1H-pyrrole-2-carboxylate

IUPAC标准名

(3S,4R,5R,6S)-6-({8-chloro-4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-2-oxo-2H-chromen-7-yl}oxy)-5-hydroxy-3-methoxy-2,2-dimethyloxan-4-yl 5-methyl-1H-pyrrole-2-carboxylate

名称和标识

数据登录号

PubChem CID

4693684954715130

PubChem SID

46505267160967035

CAS号

39868-96-7

数据登录号

化合物性质

暂无数据

点击上传数据

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

DrugBank

DB03966

Drug Groups

experimental

Description

Clorobiocin is an aminocoumarin antibiotic, similar to novobiocin and coumermycin A1.

Affected Organisms

Enteric bacteria and other eubacteria

References

• Tsai FT, Singh OM, Skarzynski T, Wonacott AJ, Weston S, Tucker A, Pauptit RA, Breeze AL, Poyser JP, O'Brien R, Ladbury JE, Wigley DB: The high-resolution crystal structure of a 24-kDa gyrase B fragment from E. coli complexed with one of the most potent coumarin inhibitors, clorobiocin. Proteins. 1997 May;28(1):41-52. [Pubmed]

• Cejka K, Holubova I, Hubacek J: Curing effect of clorobiocin on Escherichia coli plasmids. Mol Gen Genet. 1982;186(1):153-5. [Pubmed]

描述信息

参考文献

PubChem文献

数据源提供

• Cejka K, Holubova I, Hubacek J: Curing effect of clorobiocin on Escherichia coli plasmids. Mol Gen Genet. 1982;186(1):153-5. Pubmed

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息