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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100 MG
€314.00
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€683.00
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€1,340.00
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
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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)
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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
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Product Information Sheet
Autophagy in Cancer
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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 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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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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