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安全信息

C9911

Sigma-Aldrich

(S)-(+)-喜树碱

≥90% (HPLC), powder

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别名:
(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
经验公式（希尔记法）:
C20H16N2O4
CAS号:
7689-03-4
分子量:
348.35
Beilstein:
631069
MDL编号:
MFCD00081076
PubChem化学物质编号:
24278352
NACRES:
NA.77

质量水平

200

检测方案

≥90% (HPLC)

形式

powder

mp

260 °C (dec.) (lit.)

溶解性

chloroform/methanol (4:1): 5 mg/mL

抗生素抗菌谱

neoplastics

作用机制

DNA synthesis | interferes
enzyme | inhibits

储存温度

2-8°C

SMILES string

CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5ccccc5nc34)C2=O

InChI

1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1

InChI key

VSJKWCGYPAHWDS-FQEVSTJZSA-N

Gene Information

human ... TOP1(7150)
mouse ... Prkca(18750)
rat ... Sstr2(54305)

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生化/生理作用

(S)-(+)-喜树碱和DNA拓扑异构酶I复合体不可逆地结合，抑制拓扑异构酶I剪切后DNA重组，将酶和DNA以共价键形式锁住。酶复合体被泛素化，被26S蛋白酶破坏，耗尽细胞内拓扑异构酶I。该酶在低剂量下在S期阻碍细胞周期，在大多数正常和肿瘤细胞中通过依赖细胞周期和不依赖细胞周期的过程诱发细胞凋亡。

特点和优势

该化合物是细胞凋亡研究的特色产品。点击此处 ，查看更多细胞凋亡精选产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息，请访问 sigma.com/discover-bsm。

其他说明

20S异构体

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险声明

H301 - H340

危险分类

Acute Tox. 3 Oral - Muta. 1B

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

涉药品监管产品

分析证书(COA)

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示例

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货号
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包装规格/数量

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  • 如果您查询到的批号为 TO09019TO 等，请输入去除前两位字母的批号：09019TO。

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索取COA

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3.  What is Product C9911, (S)-(+)-Camptothecin, soluble in?

    This product is soluble in DMSO (10 mg/mL). At higher concentrations, heating is required for the product to dissolve completely (approximately 10 minutes at 95°C), but some precipitation occurs upon cooling to room temperature. It is also soluble in 1 N NaOH (50 mg/mL).

  4. What is the solution stability of Product C9911, (S)-(+)-Camptothecin?

    Stock solutions of camptothecin in DMSO can be stored at -20°C for up to 3 months.

  5. What is the extinction coefficient of Product C9911, (S)-(+)-Camptothecin?

    The millimolar extinction coefficients (EmM) at various wavelengths are 37.3 (220 nm); 29.2 (254 nm); 4.9 (290 nm); 19.9 (370 nm).

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

H-S Chen et al.
European review for medical and pharmacological sciences, 23(15), 6621-6628 (2019-08-06)
MicroRNAs (miRNAs) are a conserved class of endogenous and short non-coding RNAs that post-transcriptionally regulate the expression of genes involved in diverse cellular processes. MiR-28-5p has been reported to be associated with several cancers, including human glioma. However, the roles
Dinh Trung Nguyen et al.
Polymers, 11(5) (2019-05-10)
Herein, a new process to manufacture multicore micelles nanoparticles reinforced with co-assembly via hydrophobic interaction and electrostatic interaction under the help of ultrasonication was developed. The precise co-assembly between negative/hydrophobic drug and positive charged amphiphilic copolymer based pluronic platform allows
Qi Weng et al.
Cancer chemotherapy and pharmacology, 84(3), 527-537 (2019-04-29)
Recent researches are attempting to verify that the 3D cell models can provide a gap bridge between in vitro and in vivo for anticancer drug evaluations. The aim of this study was to continue the development of novel in vitro
Pinakin Pandya et al.
Cellular signalling, 62, 109340-109340 (2019-06-09)
Protein kinase C (PKC)-interacting cousin of thioredoxin (PICOT; also termed glutaredoxin 3 (Glrx3)) is a ubiquitously expressed protein that possesses an N-terminal monothiol thioredoxin (Trx) domain and two C-terminal tandem copies of a monothiol Glrx domain. It has an overall
Nadine J McCleary et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(20), 2600-2606 (2013-06-05)
Prior studies have suggested that patients with stage II/III colon cancer receive similar benefit from intravenous (IV) fluoropyrimidine adjuvant therapy regardless of age. Combination regimens and oral fluorouracil (FU) therapy are now standard. We examined the impact of age on
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