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C9911

Sigma-Aldrich

(S)-(+)-Camptothecin

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

Sinônimo(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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About This Item

Fórmula empírica (Notação de Hill):
C20H16N2O4
Número CAS:
7689-03-4
Peso molecular:
348.35
Beilstein:
631069
Número MDL:
MFCD00081076
Código UNSPSC:
12352200
ID de substância PubChem:
24278352
NACRES:
NA.77

product name

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

Nível de qualidade

200

Ensaio

≥90% (HPLC)

forma

powder

pf

260 °C (dec.) (lit.)

solubilidade

chloroform/methanol (4:1): 5 mg/mL

espectro de atividade do antibiótico

neoplastics

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

VSJKWCGYPAHWDS-FQEVSTJZSA-N

Informações sobre genes

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

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Ações bioquímicas/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 e benefícios

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.

Outras notas

20S isomer

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palavra indicadora

Danger

Frases de perigo

H301,H340

Classificações de perigo

Acute Tox. 3 Oral - Muta. 1B

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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