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C9911

(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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Tamaño de envaseSKUDisponibilidadPrecio
100 mg
Comprobar disponibilidad del carrito
US$ 170,00
250 mg
Comprobar disponibilidad del carrito
US$ 373,00
1 g
Comprobar disponibilidad del carrito
US$ 1.050,00

Acerca de este artículo

Fórmula empírica (notación de Hill):
C20H16N2O4
Número CAS:
Peso molecular:
348.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
631069
Assay:
≥90% (HPLC)
Form:
powder

US$ 170,00

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Nombre del producto

(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

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Este artículo
208925I1406SML3461
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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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Muta. 1B

Clase de almacenamiento

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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Artículos

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.

We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance






Número de artículo de comercio global

SKUGTIN
C9911-100MG04061833531389
C9911-250MG04061835512393
C9911-1G04061826726495

Questions

1–5 of 5 Questions  
  1. 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?

  2. 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?

  3. 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).

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  4. 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?

  5. 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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