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MilliporeSigma

C9911

Sigma-Aldrich

(S)-(+)-Camptothecin

≥90% (HPLC), powder, DNA topoisomerase I inhibitor

Sinónimos:

(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
$134.00
250 MG
$295.00
1 G
$830.00

$134.00


Disponible para envío el07 de abril de 2025Detalles


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100 MG
$134.00
250 MG
$295.00
1 G
$830.00

About This Item

Fórmula empírica (notación de Hill):
C20H16N2O4
Número de CAS:
Peso molecular:
348.35
Beilstein:
631069
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

$134.00


Disponible para envío el07 de abril de 2025Detalles


Solicitar un pedido a granel

Nombre del producto

(S)-(+)-Camptothecin, ≥90% (HPLC), powder

Ensayo

≥90% (HPLC)

Formulario

powder

mp

260 °C (dec.) (lit.)

solubilidad

chloroform/methanol (4:1): 5 mg/mL

espectro de actividad antibiótica

neoplastics

Modo de acción

DNA synthesis | interferes
enzyme | inhibits

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

VSJKWCGYPAHWDS-FQEVSTJZSA-N

Información sobre el gen

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

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Acciones bioquímicas o fisiológicas

(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.

Características y beneficios

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.

Otras notas

20S isomer

Pictogramas

Skull and crossbonesHealth hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Oral - Muta. 1B

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


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Visite la Librería de documentos

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
Gudrun Meinhardt et al.
Scientific reports, 6, 28127-28127 (2016-06-18)
The maternal uterine environment is likely critical for human placental morphogenesis and development of its different trophoblast subtypes. However, factors controlling growth and differentiation of these cells during early gestation remain poorly elucidated. Herein, we provide evidence that the ligand

Artículos

We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Questions

1–6 of 6 Questions  
  1. How long can (S)-(+)-camptothecin C9911 be stored at 2-8°C? I am planning to make a 10 mg/ml stock using DMSO; should it be protected from light? Is it light-sensitive?

    1 answer
    1. 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

      Helpful?

  2. How long can (S)-(+)-camptothecin C9911 be stored at 2-8°C? Should it be protected from light? Is it light-sensitive?

    1 answer
    1. 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

      Helpful?

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

    1 answer
    1. 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?

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

    1 answer
    1. 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?

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

    1 answer
    1. 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?

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

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

      Helpful?

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