Merck
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C9911

Sigma-Aldrich

(S)-(+)-Camptothecin

≥90% (HPLC), powder

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Synonym(s):
(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Empirical Formula (Hill Notation):
C20H16N2O4
CAS Number:
Molecular Weight:
348.35
Beilstein:
631069
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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)

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1 of 4

This Item
208925I1406SML3461
(S)-(+)-Camptothecin ≥90% (HPLC), powder

Sigma-Aldrich

C9911

(S)-(+)-Camptothecin

Exatecan mesylate ≥98% (HPLC)

Sigma-Aldrich

SML3461

Exatecan mesylate

form

powder

form

solid

form

powder

form

powder

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)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-10 to -25°C

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

100

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

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Muta. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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