IUPAC/Chemical Name
2-(6-((2E,6E)-4,6-dimethyl-5-oxoocta-2,6-dien-2-yl)-2-hydroxy-5-methyltetrahydro-2H-pyran-2-yl)-2-hydroxy-N-(6-hydroxy-19-(1-hydroxyethyl)-10-isobutyl-22-isopropyl-7-(methoxymethyl)-9-methyl-5,8,11,17,20,24-hexaoxodocosahydro-13H,22H-dipyridazino[6,1-f:6',1'-o][1]oxa[4,7,10,13,16]pentaazacyclononadecin-23-yl)propanamide
InChi Key
HHBCEPSFYPJHIF-AIRRWTJMSA-N
InChi Code
InChI=1S/C50H82N8O15/c1-14-28(6)39(60)30(8)24-31(9)41-29(7)19-20-50(69,73-41)49(11,68)48(67)54-38-40(27(4)5)72-47(66)37(32(10)59)53-42(61)33-17-15-21-51-56(33)44(63)35(23-26(2)3)55(12)43(62)36(25-71-13)58(70)45(64)34-18-16-22-52-57(34)46(38)65/h14,24,26-27,29-30,32-38,40-41,51-52,59,68-70H,15-23,25H2,1-13H3,(H,53,61)(H,54,67)/b28-14+,31-24+
SMILES Code
COCC1N(C(C2CCCNN2C(C(C(C(C)C)OC(C(C(O)C)NC(C3CCCNN3C(C(N(C1=O)C)CC(C)C)=O)=O)=O)NC(C(O)(C4(CCC(C(/C(C)=C/C(C(/C(C)=C/C)=O)C)O4)C)O)C)=O)=O)=O)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
1,035.25
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, Nakagawa M, Toda Y, Seto H. A new depsipeptide antibiotic, citropeptin. Agric Biol Chem. 1990 Apr;54(4):1007-11. PMID: 1368544.
2: Nakagawa M, Hayakawa Y, Furihata K, Seto H. Structural studies on new depsipeptide antibiotics, variapeptin and citropeptin. J Antibiot (Tokyo). 1990 May;43(5):477-84. doi: 10.7164/antibiotics.43.477. PMID: 2358400.
3: Nakagawa M, Hayakawa Y, Adachi K, Seto H. A new depsipeptide antibiotic, variapeptin. Agric Biol Chem. 1990 Mar;54(3):791-4. PMID: 1368536.
4: Assem ES, Peh KH, Wan BY, Manaviazar S, Walters MA, George JH, Hale KJ. Pharmacological actions of a new synthetic cyclodepsipeptide, the A83586C-citropeptin hybrid, on complement C5a and G-Proteins. Inflamm Res. 2008;57 Suppl 1:S21-2. doi: 10.1007/s00011-007-0610-6. PMID: 18345507.
5: Hale KJ, Manaviazar S, Lazarides L, George J, Walters MA, Cai J, Delisser VM, Bhatia GS, Peak SA, Dalby SM, Lefranc A, Chen YN, Wood AW, Crowe P, Erwin P, El- Tanani M. Synthesis of A83586C analogs with potent anticancer and beta-catenin/ TCF4/osteopontin inhibitory effects and insights into how A83586C modulates E2Fs and pRb. Org Lett. 2009 Feb 5;11(3):737-40. doi: 10.1021/ol802818f. PMID: 19175352.