CAS 86639-52-3|SN-38|(19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,2<su...

基本信息

化学结构

分子式

C₂₂H₂₀N₂O₅

分子量

392.4046

精确质量

392.13722175

电荷

InChI

InChI=1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1

InChIKey

FJHBVJOVLFPMQE-QFIPXVFZSA-N

Canonic Smiles

CC[C@@]1(O)C(=O)OCc2c1cc1-c3nc4ccc(cc4c(c3Cn1c2=O)CC)O

Isomeric Smiles

O=c1n2c(cc3c1COC(=O)[C@]3(O)CC)c1nc3c(c(c1C2)CC)cc(O)cc3

计算属性

JChem

LogD (pH = 7.4)

1.87

LogD (pH = 5.5)

1.86

Log P

1.87

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

9.66

极化表面积

99.96

极化性

41.69

摩尔折射率

106.12

LOG S

-4.32

数据来源

学术数据

产品目录

数据来源

名称和标识

别名

SN-387-Ethyl-10-hydroxy-camptothecin(19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione10-Hydroxy-7-ethylcamptothecin7-Ethyl-10-hydroxycamptothecin(4S)-4,11-Diethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)dione7-Ethyl-10-hydroxycamptothecinSN 38 Lactone10-Hydroxy-7-ethylcamptothecin7-Ethyl-10-hydroxy-20(S)-camptothecinSN 387-Ethyl-10-hydroxycamptothecinSN 38 lactoneSN-38NK 012NK-012

IUPAC标准名

(19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione (19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione (19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

IUPAC传统名

7-ethyl-10-hydroxycamptothecin (19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione (19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

名称和标识

数据登录号

PubChem CID

CAS号

美国药典/FDA物质标识码

Chemspider ID

CHEMBL

维基百科标题

PubChem SID

MDL号

MFCD00871873MFCD06762720

CHEBI ID

CHEBI:8988

ArrayExpress (Gene Expression Altlas)

E-MEXP-1194

PubMed文献链接

26518357241945652499048531321449252336352672813626529243320329283312582423921491265415862669511826337772263810563385156433138058

MetaboLights数据库

MTBLS1757MTBLS2825MTBLS2145MTBLS2267MTBLS379

BRENDA Ligand数据库

BRENDA数据库

Reaxys Registry

PDBeChem数据库

ACToR数据库

86639-52-3113015-38-6

SureChEMBL数据库

CompTox数据库

KEGG ID

BKMS React数据库

PDB数据库

HMDB数据库

Rhea数据库

数据登录号

化合物性质

分子相关蛋白质

PDB Bank

6VXJ

分子相关蛋白质

分子图谱

暂无数据

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描述信息

Wikipedia

SN-38

TRC

S589950

A metabolite of Irinotecan, a DNA topoisomerase inhibitor.

ChEBI

CHEBI:8988

A member of the class of pyranoindolizinoquinolines that is (4S)-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione bearing two additional ethyl substituents at positions 4 and 11 as well as two additional hydroxy substituents at positions 4 and 9. It is the active metabolite of irinotecan and is ~1000 times more active than irinotecan itself.

描述信息

参考文献

PubChem文献

数据源提供

• Ashley, G., et al.: J. Antibiot., 57, 224 (2000)

• Teiber, J., et al.: Biochem. Pharmacol., 66, 887 (2000)

• Billecke, S., et al.: Drug Metab. Dispos., 28, 1335 (2000)

参考文献

生物活性

PubChem BioAssay

生物活性

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