Actinomycin D

SKU
A-1022
  • CAS:50-76-0
  • Formula:C62H86N12O16
  • MW:1255.42 Da
  • Appearance:Red to red-orange crystalline powder
  • Purity:>98% (HPLC, TLC)

3

1

0

Product Name Qty
Actinomycin D
10 mg
$119.99
Actinomycin D
5 mg
$69.99
Actinomycin D
25 mg
$209.99
Actinomycin D
100 mg
$774.99

Description

Actinomycin D is a polypeptide antibiotic first described by Waksman. It is bacteriostatic in nature, especially towards gram negative bacteria. Actinomycin D was the first antibiotic shown to have anti-cancer activity.

Actinomycin is a clear, yellow liquid administered intravenously and most commonly used in the treatment of a variety of cancers. Actinomycin D can induce apoptosis in several cell lines such as lung and prostate cancer lines, and human blood lymphocytes. It is also used as a radiosensitizer in adjunct to radiotherapies since it can increase the radiosensitivity of tumor cells, by inhibiting repair of sublethal radiation damage and, delay the onset of the compensatory hyperplasia that occurs following irradiation.

In cell biology, actinomycin D is shown to have the ability to inhibit transcription, this occurs by binding DNA at the transcription initiation complex and preventing elongation of RNA chain by RNA polymerase. 

 

Antibiotic substance belonging to the actinomycin complex, produced by several Streptomyces spp.

More Information
Alternate Name/Synonyms
Actinomycin IV; Actinomycin C1; Dactinomycin; Cosmegen; Meractinomycin; NCI C04682; NSC 3053; Oncostatin K; Glycopeptide, 4a
SKU
A-1022
CAS #
50-76-0
Chemical Name
2-amino-4,6-dimethyl-3-oxo-1-N,9-N-bis[(3R,6S,7R,10S,16S)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide
Chemical Formula
C62H86N12O16
Molecular Weight
1255.42 Da
Appearance
Red to red-orange crystalline powder
Purity
>98% (HPLC, TLC)
Solubility
Clear orange solution at 50 mg/mL DMSO or 10 mg/mL MeOH
Melting Point
255 - 257°C
Preparation
N/A
Storage Temp
4°C, desiccated
THERAPEUTIC AREA
Oncological Disorders
USE
For laboratory and research use only. Actinomycin D and its fluorescent derivative, 7-aminoactinomycin D (7-AAD), are used as stains in microscopy and flow cytometry applications. The affinity of these stains/compounds for GC-rich regions of DNA strands makes them excellent markers for DNA. 7-AAD binds to single stranded DNA; therefore it is a useful tool in determining apoptosis and distinguishing between dead cells and live ones.
Merck Index
12.2867.1996
MDL NUMBER
MFCD00005033
CHEMACX
X1005390-0
INCHI
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
SMILES
C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N(CC(=O)N([C@H](C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)N[C@H]6[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]7CCCN7C(=O)[C@H](NC6=O)C(C)C)C)C)C(C)C)C)N)C
RTECS
AU1575000
UN #'S
UN 3462
PACKING GROUP
II
Handling
Warning: Very TOXIC. For research use only. Not for human or drug use. The pharmacological and toxicological properties of this product have not been fully investigated. Use caution when handling. Do not use this compound if you are not fully trained or are unaware of the hazards involved. Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product.
Special Shipping
Yes
Citations
MEMBRANE TRANSPORT, STRUCTURE, FUNCTION, AND BIOGENESIS: Respiratory Syncytial Virus Inhibits Lung Epithelial Na+ Channels by Up-regulating Inducible Nitric-oxide Synthase Weifeng Song, Gang Liu, Charles A. Bosworth, John R. Walker, George A. Megaw, Ahmed Lazrak, Edward Abraham, Wayne M. Sullender, and Sadis Matalon J. Biol. Chem., Mar 2009; 284: 7294 - 7306.
Citations_Hyperlink
http://www.jbc.org/cgi/reprint/284/11/7294
Certificate of Analysis 1
Certificate of Analysis 2
Certificate of Analysis 3
GHS PICTOGRAMS
Handling Warning: Very TOXIC. For research use only. Not for human or drug use. The pharmacological and toxicological properties of this product have not been fully investigated. Use caution when handling. Do not use this compound if you are not fully trained or are unaware of the hazards involved. Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product.
UN #'S UN 3462
Packing Group II
To Top