Synonym
Capoamycin; AC 54; AC54; AC-54
IUPAC/Chemical Name
(2S,3S,4S,6R)-4-hydroxy-2-methyl-6-((4aR,12bR)-4a,8,12b-trihydroxy-3-methyl-1,7,12-trioxo-1,4,4a,7,12,12b-hexahydrotetraphen-9-yl)tetrahydro-2H-pyran-3-yl (2E,4E)-deca-2,4-dienoate
InChi Key
MCNOFFKXBMHLAD-AVBRQSIPSA-N
InChi Code
InChI=1S/C35H38O10/c1-4-5-6-7-8-9-10-11-27(38)45-33-20(3)44-25(17-24(33)36)21-12-13-22-28(30(21)39)31(40)23-14-15-34(42)18-19(2)16-26(37)35(34,43)29(23)32(22)41/h8-16,20,24-25,33,36,39,42-43H,4-7,17-18H2,1-3H3/b9-8+,11-10+/t20-,24-,25+,33+,34-,35+/m0/s1
SMILES Code
CCCCC/C=C/C=C/C(O[C@@H]1[C@H](C)O[C@@H](C2=CC=C(C(C3=O)=C2O)C(C4=C3C=C[C@@]5(O)[C@@]4(O)C(C=C(C)C5)=O)=O)C[C@@H]1O)=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
>2 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
618.68
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: Hayakawa Y, Iwakiri T, Imamura K, Seto H, Otake N. Studies on the isotetracenone antibiotics. I. Capoamycin, a new antitumor antibiotic. J Antibiot (Tokyo). 1985 Jul;38(7):957-9. PubMed PMID: 3839783.
2: Sawa R, Matsuda N, Uchida T, Ikeda T, Sawa T, Naganawa H, Hamada M, Takeuchi T. Dioxamycin, a new benz[a]anthraquinone antibiotic. J Antibiot (Tokyo). 1991 Apr;44(4):396-402. PubMed PMID: 2032948.
3: Xin W, Ye X, Yu S, Lian XY, Zhang Z. New capoamycin-type antibiotics and polyene acids from marine Streptomyces fradiae PTZ0025. Mar Drugs. 2012 Oct 29;10(11):2388-402. doi: 10.3390/md10112388. PubMed PMID: 23203266; PubMed Central PMCID: PMC3509524.
4: Osda H. [Differentiation inducing compounds]. Tanpakushitsu Kakusan Koso. 1993 Aug;38(11):1791-9. Review. Japanese. PubMed PMID: 8210426.