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114666

Sigma-Aldrich

Actinomycin D, Streptomyces sp.

Anti-neoplastic antibiotic. Inhibits DNA-primed RNA polymerase by complexing with DNA via deoxyguanosine residues.

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Synonym(s):
Actinomycin D, Streptomyces sp., Dactinomycin, RNA Polymerase I Inhibitor I, Pol I Inhibitor I
Empirical Formula (Hill Notation):
C62H86N12O16
CAS Number:
50-76-0
Molecular Weight:
1255.42
MDL number:
MFCD00005033

Quality Level

100

Assay

≥98% (HPLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

red

solubility

DMSO: 1 mg/mL
chloroform: soluble
methanol: soluble

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)

InChI key

RJURFGZVJUQBHK-UHFFFAOYSA-N

General description

Anti-neoplastic antibiotic. Inhibits DNA-primed RNA polymerase by complexing with DNA via deoxyguanosine residues. At higher concentrations, DNA polymerase is inhibited. Also acts as a competitive inhibitor of serine proteases. Inhibits cell growth and colony formation in synchronized HeLa cells. Induces apoptosis in many cell lines. However, actinomycin D has also been shown to suppress etoposide-induced apoptosis in PC12 cells. Note: 1 set = 20 x 200 µg.
Antineoplastic antibiotic. Inhibits DNA-primed RNA polymerase by complexing with DNA via deoxyguanosine residues. A DNA-intercalator with growth inhibitory activity against certain leukemias and sarcomas. At higher concentrations, DNA polymerase is inhibited. Inhibits cell growth and colony formation in synchronized HeLa cells. A potent inducer of apoptosis in many cell lines; however, actinomycin D has also been shown to suppress programmed cell death of PC12 cells induced by etoposide, an inhibitor of topoisomerase II. Acts as a competitive inhibitor of serine protease from microorganisms. The growth of S. aureus is inhibited by 0.25-0.75 µg/ml, whereas a concentration of 100 µg/ml is required to inhibit E. coli due to permeability differences. Heat resistant and stable between pH 2 and 11; decomposed by strong acids and bases. λmax 441 nm ±2 nm. Note: 1 set = 20 vials x 200 µg.
Stability: heat resistant and stable between pH 2 and 11. Decomposed by strong acids and bases.

Biochem/physiol Actions

Primary Target
serine proteases
Secondary Target
cell growth and colony formation in synchronized HeLa cells

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short term storage. Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Nakajima, M., et al. 1994. Neurosci. Lett.176, 161.
Wu, M.H., and Yung, B.Y. 1994. Eur. J. Pharmacol. 270, 203.
Betzel, C., et al. 1993. Biochim. Biophys. Acta 1161, 47.
Yung, B.Y., et al. 1992. Int. J. Cancer52, 317.
Martin, S.J., et al. 1990. J. Immunol.145, 1859.
Yung, B.Y., et al. 1990. Cancer Res.50, 5987.
White, R.J., and Phillips, D.R. 1985. Biochemistry27, 9122.
Madharavao, M., et al. 1978. J. Med. Chem.21, 958.
Sengupta, S.K., et al. 1975. J. Med. Chem.18, 1175.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300 - H350 - H360FD

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B - Repr. 1B

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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