Synonym
Virustomycin A; Antibiotic AM-2604 A
IUPAC/Chemical Name
Concanamycin A, 23-O-de(4-O-(aminocarbonyl)-2,6-dideoxy-beta-D-arabino-hexopyranosyl)-23-O-(4-((2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino)-1,4-dioxo-2-butenyl)-
InChi Key
YIKWIQAIKGWYCF-QTAFVZCYSA-N
InChi Code
InChI=1S/C48H71NO14/c1-12-15-36-30(7)39(61-41(53)21-20-40(52)49-42-34(50)18-19-35(42)51)25-48(58,63-36)32(9)45(56)31(8)46-37(59-10)17-14-16-26(3)22-28(5)43(54)33(13-2)44(55)29(6)23-27(4)24-38(60-11)47(57)62-46/h12,14-17,20-21,23-24,28-33,36-37,39,43-46,50,54-56,58H,13,18-19,22,25H2,1-11H3,(H,49,52)/b15-12-,17-14+,21-20+,26-16+,27-23-,38-24-/t28-,29-,30-,31+,32+,33+,36-,37+,39-,43+,44-,45-,46+,48-/m1/s1
SMILES Code
C(\C=C\C(=O)NC1=C(CCC1=O)O)(=O)O[C@@H]1C[C@](O[C@@H]([C@H]1C)\C=C/C)(O)[C@H]([C@@H]([C@H](C)[C@@H]1OC(C(=CC(=C[C@H]([C@H]([C@H]([C@H]([C@@H](CC(=CC=C[C@@H]1OC)C)C)O)CC)O)C)C)OC)=O)O)C
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
886.09
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: Otoguro K, Ishiyama A, Namatame M, Nishihara A, Furusawa T, Masuma R, Shiomi K, Takahashi Y, Yamada H, Omura S. Selective and potent in vitro antitrypanosomal activities of ten microbial metabolites. J Antibiot (Tokyo). 2008 Jun;61(6):372-8. doi: 10.1038/ja.2008.52. PubMed PMID: 18667785.
2: Hayakawa Y, Takaku K, Furihata K, Nagai K, Seto H. Isolation and structural elucidation of new 18-membered macrolide antibiotics, viranamycins A and B. J Antibiot (Tokyo). 1991 Dec;44(12):1294-9. PubMed PMID: 1778781.
3: Omura S, Imamura N, Hinotozawa K, Otoguro K, Lukacs G, Faghih R, Tolmann R, Arison BH, Smith JL. The structure of virustomycin A. J Antibiot (Tokyo). 1983 Dec;36(12):1783-6. PubMed PMID: 6662820.
4: Omura S, Otoguro K, Tanaka H. The mode of action of a novel 18-membered macrolide, virustomycin A (AM-2604 A), on Trichomonas foetus. J Antibiot (Tokyo). 1983 Dec;36(12):1755-61. PubMed PMID: 6662816.
5: Omura S, Shimizu H, Iwai Y, Hinotozawa K, Otoguro K, Hashimoto H, Nakagawa A. AM-2604 A, a new antiviral antibiotic produced by a strain of Streptomyces. J Antibiot (Tokyo). 1982 Dec;35(12):1632-7. PubMed PMID: 7166528.
