IUPAC/Chemical Name
(2S,3R,4R,6S)-6-(((2R,3S,6S)-6-(((1S,4aS,12aR)-3-acetyl-4,4a,6,12a-tetrahydroxy-9-methoxy-11-methyl-2,5,7,10-tetraoxo-1,2,4a,5,7,10,12,12a-octahydrotetracen-1-yl)oxy)-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl (R,Z)-2,4-dimethylhept-2-enoate
InChi Key
ZYPYHMZLLIDAAL-WNMWLNICSA-N
InChi Code
InChI=1S/C44H54O17/c1-10-11-18(2)14-19(3)41(52)61-39-23(7)58-29(17-42(39,8)53)59-26-12-13-28(57-22(26)6)60-40-36(49)31(21(5)45)37(50)44(55)38(51)32-24(16-43(40,44)54)20(4)30-33(35(32)48)25(46)15-27(56-9)34(30)47/h14-15,18,22-23,26,28-29,39-40,48,50,53-55H,10-13,16-17H2,1-9H3/b19-14-/t18-,22-,23+,26+,28+,29+,39-,40-,42-,43-,44-/m1/s1
SMILES Code
CCC[C@@H](C)/C=C(C)\C(O[C@@H]1[C@H](C)O[C@@H](O[C@@H]2[C@@H](C)O[C@@H](O[C@@H]3C(C(C(C)=O)=C(O)[C@]4(O)[C@@]3(O)CC5=C(C)C6=C(C(C=C(OC)C6=O)=O)C(O)=C5C4=O)=O)CC2)C[C@]1(O)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
>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
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
854.90
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: Jang M, Hara S, Kim GH, Kim SM, Son S, Kwon M, Ryoo IJ, Seo H, Kim MJ, Kim ND, Soung NK, Kwon YT, Kim BY, Osada H, Jang JH, Ko SK, Ahn JS. Dutomycin Induces Autophagy and Apoptosis by Targeting the Serine Protease Inhibitor SERPINB6. ACS Chem Biol. 2021 Feb 19;16(2):360-370. doi: 10.1021/acschembio.0c00889. Epub 2021 Jan 31. PMID: 33517652.
2: Sun L, Wang S, Zhang S, Shao L, Zhang Q, Skidmore C, Chang CW, Yu D, Zhan J. Characterization of Three Tailoring Enzymes in Dutomycin Biosynthesis and Generation of a Potent Antibacterial Analogue. ACS Chem Biol. 2016 Jul 15;11(7):1992-2001. doi: 10.1021/acschembio.6b00245. Epub 2016 May 19. PMID: 27195476.
3: Nagao K, Suzuki K, Tokunaga J, Miyazaki H, Katayama N, Mitsuyama R, Uyeda M. DMI-2 and DMI-3, DNA methyltransferase inhibitors produced by Streptomyces sp. strain no. 560. J Enzyme Inhib. 1996;10(2):115-24. doi: 10.3109/14756369609020164. PMID: 8835936.
4: Xuan LJ, Xu SH, Zhang HL, Xu YM, Chen MQ. Dutomycin, a new anthracycline antibiotic from Streptomyces. J Antibiot (Tokyo). 1992 Dec;45(12):1974-6. doi: 10.7164/antibiotics.45.1974. PMID: 1490891.
