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C9911

Sigma-Aldrich

(S)-(+)-Camptothecin

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

Sinonimo/i:

(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

Formula empirica (notazione di Hill):
C20H16N2O4
Numero CAS:
7689-03-4
Peso molecolare:
348.35
Beilstein:
631069
Numero MDL:
MFCD00081076
Codice UNSPSC:
12352200
ID PubChem:
24278352
NACRES:
NA.77

Nome del prodotto

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

Livello qualitativo

200

Saggio

≥90% (HPLC)

Stato

powder

Punto di fusione

260 °C (dec.) (lit.)

Solubilità

chloroform/methanol (4:1): 5 mg/mL

Spettro attività antibiotica

neoplastics

Modalità d’azione

DNA synthesis | interferes
enzyme | inhibits

Temperatura di conservazione

2-8°C

Stringa SMILE

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
VSJKWCGYPAHWDS-FQEVSTJZSA-N

Informazioni sul gene

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

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Azioni biochim/fisiol

(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.

Caratteristiche e vantaggi

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.

Altre note

20S isomer

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H301,H340

Classi di pericolo

Acute Tox. 3 Oral - Muta. 1B

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
WXBD6035V
WXBD4658V
WXBD3639V
SLCD6778
SLCB0755

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