Synonym
Carminomycin II; Carminomicin 2
IUPAC/Chemical Name
8-acetyl-10-((4-amino-5-(3-hydroxy-1-((1-hydroxypropan-2-yl)oxy)butoxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-1,6,8,11-tetrahydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione
InChi Key
DNHXZQIEIKSDIK-UHFFFAOYSA-N
InChi Code
InChI=1S/C33H41NO13/c1-13(36)8-22(44-14(2)12-35)47-32-15(3)45-23(9-19(32)34)46-21-11-33(43,16(4)37)10-18-25(21)31(42)27-26(29(18)40)28(39)17-6-5-7-20(38)24(17)30(27)41/h5-7,13-15,19,21-23,32,35-36,38,40,42-43H,8-12,34H2,1-4H3
SMILES Code
CC(CC(OC1C(OC(OC2CC(Cc3c2c(O)c4c(C(c5c(C4=O)c(O)ccc5)=O)c3O)(C(C)=O)O)CC1N)C)OC(CO)C)O
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
659.69
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: Gause GF. Antitumor antibiotic carminomycin. Z Allg Mikrobiol. 1980;20(3):219-25. PMID: 6158803.
2: Woldemichael GM, Turbyville TJ, Linehan WM, McMahon JB. Carminomycin I is an apoptosis inducer that targets the Golgi complex in clear cell renal carcinoma cells. Cancer Res. 2011 Jan 1;71(1):134-42. doi: 10.1158/0008-5472.CAN-10-0757. PMID: 21199801; PMCID: PMC3074515.
3: Tevyashova AN, Shtil AA, Olsufyeva EN, Simonova VS, Samusenko AV, Preobrazhenskaya MN. Carminomycin, 14-hydroxycarminomycin and its novel carbohydrate derivatives potently kill human tumor cells and their multidrug resistant variants. J Antibiot (Tokyo). 2004 Feb;57(2):143-50. doi: 10.7164/antibiotics.57.143. PMID: 15112963.
4: Rozencweig M, ten Bokkel Huinink W, Cavalli F, Bruntsch U, Dombernowsky P, Høst H, Bramwell V, Renard G, Van Glabbeke M, Decoster G. Randomized phase II trial of carminomycin versus 4'-epidoxorubicin in advanced breast cancer. J Clin Oncol. 1984 Apr;2(4):275-81. doi: 10.1200/JCO.1984.2.4.275. PMID: 6584561.
5: Kochetkova GV, Gladkikh EG, Ponomarenko VI. Vliianie pH sredy na rost produtsenta karminomitsina i biosintez karminomitsinovogo kompleksa [Effect of the pH of the medium on the growth of a carminomycin producer and on the biosynthesis of the carminomycin complex]. Antibiotiki. 1977 May;22(5):387-91. Russian. PMID: 879720.
6: Crooke ST. A review of carminomycin-a new anthracycline developed in the USSR. J Med. 1977;8(5):295-316. PMID: 338849.
7: Liashenko VA, Shapovalova SP, Aleksander SK, Povarov LS. Protivovirusnoe deĭstvie karminomitsina i nekotorykh ego proizvodnykh [Antiviral action of carminomycin and some of its derivatives]. Antibiotiki. 1978 Nov;23(11):1009-15. Russian. PMID: 214027.
8: Aleksander SK, Liashenko VA, Iakushkina IV. Sravnenie protivoopukholevykh, immunodepressivnykh i toksicheskikh svoĭstv kompleksov karminomitsina s al'buminom razlichaiushchikhsia po soderzhaniiu karminomitsina [Comparison of the antitumor, immunodepressive and toxic properties of carminomycin-albumin complexes differing in carminomycin content]. Antibiotiki. 1981 Apr;26(4):298-302. Russian. PMID: 6894522.
9: Muggia FM, Green MD. New anthracycline antitumor antibiotics. Crit Rev Oncol Hematol. 1991;11(1):43-64. doi: 10.1016/1040-8428(91)90017-7. PMID: 1831987.
10: Young RC, Ozols RF, Myers CE. The anthracycline antineoplastic drugs. N Engl J Med. 1981 Jul 16;305(3):139-53. doi: 10.1056/NEJM198107163050305. PMID: 7017406.
