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伊立替康盐酸盐

强大的DNA拓扑异构酶I抑制剂
    级别和纯度:
  • 10mM in DMSO
  • CAS编号: 100286-90-6
  • 分子式: C33H38N4O6 · HCl
  • 分子量: 623.14
  • PubChem编号: 74990
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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
I420259-1ml
1ml 现货 Stock Image

基本描述

别名 盐酸伊立替康 | (S)-4,11-二乙基-3,4,12,14-四氢-4-羟基-3,14-二氧代-1H-吡喃并[3',4':6,7]中氮茚并[1,2-b]喹啉-9-基酯 | CPT-11, [1,4'-联吡啶]-1'-羧酸
英文别名 Irinotecan hydrochloride | 100286-90-6 | Irinotecan Hcl | Topotecin | Campto | Camptothecin 11 hydrochloride | Camptosar | CPT 11 | CPT-11 | Camptothecin 11 | Irinotecan (hydrochloride) | U 101440E | UNII-06X131E4OE | CHEBI:5971 | DTXSID6045953 | 06X131E4OE | (S)-4,11-diethyl-4-hydroxy-
规格或纯度 10mM in DMSO
英文名称 Irinotecan hydrochloride
生化机理 抗癌药伊立替康是一种前药,在组织羧酸酯酶作用下转化为7-乙基-10-羟基喜树碱(SN-38)——一种有效的DNA拓扑异构酶I抑制剂。通过UDP葡萄糖醛酸转移酶的葡萄糖醛酸化作用,可终止该药的作用。 抗癌药伊立替康是一种前药,在组织羧酸酯酶作用下转化为7-乙基-10-羟基喜树碱(SN-38)——一种有效的DNA拓扑异构酶I抑制剂。通过UDP葡萄糖醛酸转移酶1A1(UGT1A1)的葡萄糖醛酸化作用,可终止该药的作用。该药物能增强组织对辐射损伤的敏感性,因此可用于肿瘤的放射治疗。强大的DNA拓扑异构酶I抑制剂。显示针对多种肿瘤的抗肿瘤活性。也提供活性代谢物SN38。
储存温度 -80℃储存
运输条件 超低温冰袋运输
产品介绍

依立替康,能被组织羧酸酯酶转化为7 -乙基- 10 -羟基喜树碱(Sn - 38),该产物是一种强力的DNA拓扑异构酶I抑制剂。它的行动是由UDP葡萄糖醛酸转移酶1A1 (UGT1A1). 的葡萄糖醛酸化而终止。

盐酸伊立替康已使用于

•与5-氟尿嘧啶联用,筛选MDA-MB-231乳腺癌细胞中的生长抑制功能。

•在对高级别阑尾(HGA)和低级别阑尾(LGA)类器官的化学敏感性筛选中。

•与HT29结肠癌细胞中的热休克蛋白抑制剂(HPSC1)结合用作细胞毒性研究中的化学治疗剂。

Irinotecan hydrochloride has been used:

• in combination with 5-fluorouracil for screening growth inhibitory functionality in MDA-MB-231 breast cancer cells.

• in chemosensitivity screening of high-grade appendiceal (HGA) and low-grade appendiceal (LGA) organoids.

• as a chemotherapeutic agent in the cytotoxicity studies in combination with heat shock proteins inhibitors (HPSC1) in HT29 colon cancer cells.

关联靶点(人)

GLA Tclin Alpha-galactosidase A (5444 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GBA1 Tclin Beta-glucocerebrosidase (14647 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GAA Tclin Lysosomal alpha-glucosidase (35701 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A498 (42825 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHN (49357 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CAKI-1 (44928 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CCRF-CEM (65223 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
COLO 205 (50209 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DLD-1 (17511 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DMS-273 (14108 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DU-145 (51482 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HT-29 (80576 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
K562 (73714 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KM12 (47707 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
M14 (47487 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MCF7 (126967 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MOLT-4 (49676 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-3 (48710 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-4 (44535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-5 (45555 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-8 (47708 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PC-3 (62116 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Raji (5516 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RPMI-8226 (44974 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RXF 393 (41971 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SF-295 (48000 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-2 (46422 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-28 (48833 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-5 (47095 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SN12C (47755 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SNB-19 (46794 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TK-10 (45540 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
U-251 (51189 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-257 (46019 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-62 (47335 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UO-31 (46270 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
XF498 (12972 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
786-0 (47912 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A549 (127892 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI/ADR-RES (33767 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
T47D (39041 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EKVX (44102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H322M (45589 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCC 2998 (41480 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HOP-18 (11577 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HOP-92 (41141 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Cruzipain (33337 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
P388/ADR (1216 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
FTL Ferritin light chain (43324 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

分子类型 小分子
IIUPAC Name [(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate;hydrochloride
INCHI 1S/C33H38N4O6.ClH/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2;/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3;1H/t33-;/m0./s1
InChi Key GURKHSYORGJETM-WAQYZQTGSA-N
Smiles CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)C4(CC)O)C2=NC5=C1C=C(C=C5)OC(=O)N6CCC(CC6)N7CCCCC7.Cl
Isomeric SMILES CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)OC(=O)N6CCC(CC6)N7CCCCC7.Cl
分子量 623.14
Reaxy-Rn 25807387
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25807387&ln=

化学和物理性质

敏感性 对热敏感
分子量 623.100 g/mol
XLogP3
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 8
可旋转键计数Rotatable Bond Count 5
精确质量Exact Mass 622.256 Da
单同位素质量Monoisotopic Mass 622.256 Da
拓扑极表面积Topological Polar Surface Area 113.000 Ų
重原子数Heavy Atom Count 44
形式电荷Formal Charge 0
复杂度Complexity 1200.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 1
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 2

安全和危险性(GHS)

象形图 GHS07
信号词 警告
危险声明

H302: 吞食有害

预防措施声明

P264: 处理后要彻底洗手。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P330: 漱口

P301+P312: 如误吞咽:如感觉不适,呼叫急救中心/医生。

P501: 将内容物/容器处理到。。。

WGK Germany 3

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

引用文献

1. Jia Cui, Ziyi Zhang, Han Zhong, Tao Zhang.  (2023)  Phosphorylcholine-grafted graphene oxide loaded with irinotecan for potential oncology therapy.  RSC Advances,  13  (41): (28642-28651).  [PMID:37790105] [10.1039/D3RA04987F]
2. Jiezhou Pan, Haotian Liao, Guidong Gong, Yunxiang He, Qin Wang, Lang Qin, Yaoyao Zhang, Hirotaka Ejima, Blaise L. Tardy, Joseph J. Richardson, Jiaojiao Shang, Orlando J. Rojas, Yong Zeng, Junling Guo.  (2023)  Supramolecular nanoarchitectonics of phenolic-based nanofiller for controlled diffusion of versatile drugs in hydrogels.  JOURNAL OF CONTROLLED RELEASE,  360  (433).  [PMID:37422124] [10.1016/j.jconrel.2023.07.003]
3. Tan Xi, Wang Chenhui, Zhou Hong, Zhang Shuting, Liu Xuhan, Yang Xiangliang, Liu Wei.  (2023)  Bioactive fatty acid analog-derived hybrid nanoparticles confer antibody-independent chemo-immunotherapy against carcinoma.  JOURNAL OF NANOBIOTECHNOLOGY,  21  (1): (1-15).  [PMID:37291573] [10.1186/s12951-023-01950-y]
4. Fei Wang, Xuyang Li, Xialin Hu, Wenya Zhuang, Jiewei Lai, Wenchao Wang, Xuanrong Sun, Hong Wang, Qingyong Li.  (2022)  Preparation and evaluation of camptothecin analogues-loaded lyophilization using Kolliphor® HS 15 as carrier.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,  77  (103898).  [10.1016/j.jddst.2022.103898]
5. Wang Yi, Wang Wenchao, Yu Endian, Zhuang Wenya, Sun Xuanrong, Wang Hong, Li Qingyong.  (2022)  Preparation of a camptothecin analog FLQY2 self-micelle solid dispersion with improved solubility and bioavailability.  JOURNAL OF NANOBIOTECHNOLOGY,  20  (1): (1-15).  [PMID:36064403] [10.1186/s12951-022-01596-2]
6. Xuanrong Sun, Yubei Gong, Ting Xie, Zixi Fu, Dongze Lu, Bin Wei, Yue Cai, Wenlong Yao, Jie Shen.  (2024)  Nanoscale Liposomes Co-Loaded with Irinotecan Hydrochloride and Thalidomide for Colorectal Cancer Synergistic Therapy.  MACROMOLECULAR BIOSCIENCE,  (2400478).  [PMID:39704649] [10.1002/mabi.202400478]
7. Wang Yuhe, Li Junfeng, Li Xuanda, Gao Bingmiao, Chen Jiao, Song Yun.  (2025)  Spectroscopic and molecular docking studies on binding interactions of camptothecin drugs with bovine serum albumin.  Scientific Reports,  15  (1): (1-16).  [PMID:40055448] [10.1038/s41598-025-92607-3]

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