Stock solutions of this product may be stored at -20 °C for up to three months in aliquots. Stability data has not been collected for stock solutions at 2-8°C. This product does not need to be protected from light as it is not light-sensitive. Please see the link below to review the product datasheet for additional information:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/385/900/c9911pis.pdf
C9911
(S)-(+)-Camptothecin
≥90% (HPLC), powder, DNA topoisomerase I inhibitor
Synonym(s):
(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Sign In to View Organizational & Contract Pricing.
Select a Size
100 MG
$144.00
250 MG
$316.00
1 G
$890.00
About This Item
Empirical Formula (Hill Notation):
C20H16N2O4
CAS Number:
Molecular Weight:
348.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
631069
Skip To
Product Name
(S)-(+)-Camptothecin, ≥90% (HPLC), powder
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
SMILES string
CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5ccccc5nc34)C2=O
InChI key
VSJKWCGYPAHWDS-FQEVSTJZSA-N
assay
≥90% (HPLC)
form
powder
mp
260 °C (dec.) (lit.)
solubility
chloroform/methanol (4:1): 5 mg/mL
antibiotic activity spectrum
neoplastics
mode of action
DNA synthesis | interferes
enzyme | inhibits
storage temp.
2-8°C
Quality Level
Gene Information
human ... TOP1(7150)
mouse ... Prkca(18750)
rat ... Sstr2(54305)
Looking for similar products? Visit Product Comparison Guide
Related Categories
1 of 4
This Item | 208925 | I1406 | SML3461 |
|---|---|---|---|
| form powder | form solid | form powder | form powder |
| assay ≥90% (HPLC) | assay ≥95% (HPLC) | assay ≥97% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 200 | Quality Level 100 | Quality Level - | Quality Level 100 |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. -10 to -25°C |
| solubility chloroform/methanol (4:1): 5 mg/mL | solubility DMSO: 10 mg/mL, methanol: 40 mg/mL | solubility DMSO: 50 mg/mL | solubility DMSO: 2 mg/mL, clear (Warmed) |
| mp 260 °C (dec.) (lit.) | mp - | mp - | mp - |
Biochem/physiol Actions
(S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. The enzyme complex is ubiquinated and destroyed by the 26S proteasome, thus depleting cellular topoisomerase I. Blocks the cell cycle in S-phase at low does and induces apoptosis in a large number of normal and tumor cell lines by cell cycle-dependent and cell cycle-independent processes.
Features and Benefits
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
Other Notes
20S isomer
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Muta. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
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
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
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
Christos Coucoravas et al.
RNA biology, 14(6), 804-813 (2016-10-08)
The cellular response to DNA double-strand breaks is orchestrated by the protein kinase ATM, which phosphorylates key actors in the DNA repair network. WRAP53β is a multifunctional protein that controls trafficking of factors to Cajal bodies, telomeres and DNA double-strand
Articles
We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance
Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.
Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.
Related Content
Product Information Sheet
Autophagy in Cancer
-
How long can (S)-(+)-camptothecin C9911 be stored at 2-8°C? Should it be protected from light? Is it light-sensitive?
1 answer-
Helpful?
-
-
What is Product C9911, (S)-(+)-Camptothecin, soluble in?
1 answer-
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) and methanol (50 mg/mL).
Helpful?
-
-
What is the Department of Transportation shipping information for this product?
1 answer-
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.
Helpful?
-
-
What is the solution stability of Product C9911, (S)-(+)-Camptothecin?
1 answer-
Stock solutions of camptothecin in DMSO can be stored at -20°C for up to 3 months.
Helpful?
-
-
What is the extinction coefficient of Product C9911, (S)-(+)-Camptothecin?
1 answer-
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).
Helpful?
-
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service