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
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| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 100 mg | Please contact Customer Service for Availability | CZK 3,260.00 | |
| 250 mg | Please contact Customer Service for Availability | CZK 7,140.00 | |
| 1 g | Please contact Customer Service for Availability | CZK 20,000.00 |
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
Assay:
≥90% (HPLC)
Form:
powder
Product Name
(S)-(+)-Camptothecin, ≥90% (HPLC), powder
Quality Segment
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
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)
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
1 of 1
This Item | |||
|---|---|---|---|
| assay ≥90% (HPLC) | assay ≥95% (HPLC) | assay ≥97% (HPLC) | assay ≥98% (HPLC) |
| form powder | form solid | form powder | form powder |
| 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) |
| antibiotic activity spectrum neoplastics | antibiotic activity spectrum - | antibiotic activity spectrum - | antibiotic activity spectrum - |
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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
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C9911-100MG | 04061833531389 |
| C9911-250MG | 04061835512393 |
| C9911-1G | 04061826726495 |
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How long can (S)-(+)-camptothecin C9911 be stored at 2-8°C? Should it be protected from light? Is it light-sensitive?
1 answer-
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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).
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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).
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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.
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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.
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