Synonym
Actinocin; NSC57774; NSC-57774; NSC 57774
IUPAC/Chemical Name
2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid
InChi Key
KXRMREPJUITWDU-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12N2O6/c1-5-3-4-7(15(20)21)10-13(5)24-14-6(2)12(19)9(17)8(16(22)23)11(14)18-10/h3-4H,17H2,1-2H3,(H,20,21)(H,22,23)
SMILES Code
CC1=C2Oc3c(N=C2C(C(O)=O)=C(C1=O)N)c(C(O)=O)ccc3C
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
328.28
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: KATZ E, WEISSBACH H. Biosynthesis of the actinomycin chromophore; enzymatic conversion of 4-methyl-3-hydroxyanthranilic acid to actinocin. J Biol Chem. 1962 Mar;237:882-6. PMID: 14454375.
2: Shestopalova AV. [Computer simulation of the association of caffeine and actinocin derivatives in aqueous solutions]. Biofizika. 2006 May- Jun;51(3):389-401. Russian. PMID: 16808335.
3: Kruglova EB, Gladkovskaia NA, Maleev VIa. [The use of the spectrophotometric analysis for the calculation of the thermodynamic parameters in actinocin derivative-DNA systems]. Biofizika. 2005 Mar-Apr;50(2):253-64. Russian. PMID: 15856982.
4: Moroshkina EB, Zagoruĭko NE, Ovchinnikov DV, Plekhanova NG, Glibin EN. Issledovanie zavisimosti sposoba sviazyvaniia s DNK benzokraunsoderzhashchikh proizvodnykh aktinotsina ot razmera i udalennosti ot khromofora kraun- gruppirovok [Dependence of mode of DNA binding to benzo crown derivatives of actinocin on the size and distance from the chromophore of crown fragments]. Mol Biol (Mosk). 2002 Jul-Aug;36(4):740-4. Russian. PMID: 12173481.
5: Moroshkina EB, Krivtsova MA, Glibin EN. Vliianie prirody zamestiteleĭ amidov aktinotsina na sposob ikh sviazyvaniia s DNK [Effect of a substituent origin in actinocin amides on their binding to DNA]. Biofizika. 2002 May-Jun;47(3):444-8. Russian. PMID: 12068599.
6: Moroshkina EB, Zagoruĭko NV, Glibin EN. Vzaimodeĭstvie DNK s benzokraun- proizvodnymi aktinotsina [Interaction of DNA with benzocrown derivatives of actinocin]. Mol Biol (Mosk). 2001 Jan-Feb;35(1):109-16. Russian. PMID: 11234368.
7: Berezniak EG, Kruglova EB, Khrebtova AS, Dukhopel'nikov EV, Zinchenko AV. [Interaction of actinocin derivative with different poly(rC) structures]. Biofizika. 2007 Sep-Oct;52(5):812-21. Russian. PMID: 17969913.
8: Berezniak EG, Semenov MA, Bol'bukh TV, Dukhopel'nikov EV, Shestopalova AV, Maleev VIa. Issledovaniia vliianiia vody na vzaimodeĭstvie DNK i proizvodnykh aktinotsina s razlichnoĭ dlinoĭ aminoalkil'nykh tsepochek metodami IK- spektroskopii i komp'iuternogo modelirovaniia [Study of effect of water on the interaction of DNA and actinocin derivatives with various aminoalkyl chain length by infrared spectrophotometry and computer modeling]. Biofizika. 2002 Nov-Dec;47(6):1005-14. Russian. PMID: 12500563.
9: Brown D, Hitchcock MJ, Katz E. Purification and characterization of kynurenine formamidase activities from Streptomyces parvulus. Can J Microbiol. 1986 Jun;32(6):465-72. doi: 10.1139/m86-086. PMID: 2425918.
10: Węglarz-Tomczak E, Talma M, Giurg M, Westerhoff HV, Janowski R, Mucha A. Neutral metalloaminopeptidases APN and MetAP2 as newly discovered anticancer molecular targets of actinomycin D and its simple analogs. Oncotarget. 2018 Jun 29;9(50):29365-29378. doi: 10.18632/oncotarget.25532. PMID: 30034623; PMCID: PMC6047675.
