Actinomycin D

SIGMA/A1410 - from Streptomyces sp., ~98% (HPLC)

Synonym: Actinomycin C₁; Actinomycin IV; Dactinomycin

CAS Number: 50-76-0
Empirical Formula (Hill Notation): C₆₂H₈₆N₁₂O₁₆
Molecular Weight: 1255.42
EC Number: 200-063-6
MDL Number: MFCD00005033
Linear Formula: C₆₂H₈₆N₁₂O₁₆
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-A1410-2MG	2 mg	$83.10 1/EA		Add To Favorites
45-A1410-5MG	5 mg	$133.00 1/EA		Add To Favorites
45-A1410-10MG	10 mg	$241.00 1/EA		Add To Favorites
45-A1410-25MG	25 mg	$511.00 1/EA		Add To Favorites
45-A1410-100MG	100 mg	$1720.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
assay	~98% (HPLC)
biological source	Streptomyces sp.
color	red to orange
	red, powder
form	powder
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)/t33-,34-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1
InChI key	RJURFGZVJUQBHK-IIXSONLDSA-N
mode of action	DNA synthesis \| interferes
mp	251-253
optical activity	[α]/D alpha: 28/D (Rotation: -315 degrees (c=0.25% in methanol))
Quality Level	300
SMILES string	CC(C)[C@H]1NC(=O)[C@@H](NC(=O)c2ccc(C)c3OC4=C(C)C(=O)C(N)=C(C(=O)N[C@H]5[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]6CCCN6C(=O)[C@H](NC5=O)C(C)C)C4=Nc23)[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]7CCCN7C1=O
solubility	DMSO: 1 mg/mL
	ethanol: soluble
storage temp.	2-8°C

Application:	Actinomycin D has a wide-ranging applications ranging from a selection agent in cell culture, use in studies of suppressing HIV-replication and programmed cell death of PC12 cells.
Biochem/physiol Actions:	Actinomycin D inhibits the proliferation of cells by forming a stable complex with double-stranded DNA, inhibiting DNA-primed RNA synthesis and causing single-stranded breaks in DNA. It has been shown to be an inhibitor of the minus-strand transfer step in reverse transcriptase.
Caution:	This product is hygroscopic and light-sensitive. If stored protected from light and moisture at 2-8°C, it remains unchanged, by HPLC testing, for at least 15 months. Unused dilute solutions of Actinomycin D are extremely sensitive to light and tend to adsorb to plastic and glass and should be discarded. However, frozen aliquots of concentrated stock solution are stable for at least a month.
General description:	Actinomycin D is a polypeptide antibiotic first described by Waksman. It is bacteriostatic in nature, especially towards gram negative bacteria, and also has anti-tumor activity.
General description:	Chemical structure: peptide
Other Notes:	Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Packaging:	2, 5, 10, 25, 100 mg in serum bottle
Preparation Note:	Actinomycin D is sold as red, shiny crystals and is soluble in acetonitrilie or acetone at 10 mg/mL and in DMSO at a minimum of 1 mg/mL. Some references also show slight solubility in water of 0.5 mg/mL.

Symbol	GHS06,GHS08
Signal word	Danger
Hazard statements	H300 - H350 - H360FD
Precautionary statements	P201 - P202 - P264 - P270 - P280 - P301 + P310
Hazard Codes	T+
Risk Statements	28
Safety Statements	22-28-36/37-45
RIDADR	UN 3462 6.1 / PGII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	~98% (HPLC)
mp	251-253
Storage Temp.	2-8°C
UNSPSC	51282001

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