IUPAC/Chemical Name
(E)-3-((S)-2-((2S,3S,5S,7S)-3,7-dihydroxy-5,8-dimethylnonan-2-yl)-4,5-dihydrothiazol-4-yl)-N-((2S)-1-(((2S)-1-(((4R,5S,10aS)-3,4-dimethyl-1,6-dioxooctahydro-1H-pyrrolo[2,1-c][1,4]oxazocin-5-yl)(methyl)amino)-1-oxopropan-2-yl)(methyl)amino)-3-(4-methoxyphenyl)-1-oxopropan-2-yl)-2-methylacrylamide
InChi Key
ZSDDDXDSJWLXFA-SVJGFXHESA-N
InChi Code
InChI=1S/C44H67N5O9S/c1-24(2)36(50)19-25(3)20-37(51)28(6)40-45-32(23-59-40)21-26(4)39(52)46-34(22-31-14-16-33(57-11)17-15-31)42(54)47(9)29(7)41(53)48(10)38-27(5)30(8)58-44(56)35-13-12-18-49(35)43(38)55/h14-17,21,24-25,27-30,32,34-38,50-51H,12-13,18-20,22-23H2,1-11H3,(H,46,52)/b26-21+/t25-,27-,28-,29-,30?,32-,34-,35-,36-,37-,38-/m0/s1
SMILES Code
O=C(OC(C)[C@H](C)[C@@H](C1=O)N(C([C@H](C)N(C([C@H](CC2=CC=C(OC)C=C2)NC(/C(C)=C/[C@@H]3N=C([C@@H](C)[C@@H](O)C[C@@H](C)C[C@H](O)C(C)C)SC3)=O)=O)C)=O)C)[C@H]4N1CCC4
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
842.10
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: Masuda Y, Suzuki J, Onda Y, Fujino Y, Yoshida M, Doi T. Total synthesis and conformational analysis of apratoxin C. J Org Chem. 2014 Sep 5;79(17):8000-9. doi: 10.1021/jo501130b. Epub 2014 Aug 18. PubMed PMID: 25093538.
2: Yoshida M, Onda Y, Masuda Y, Doi T. Potent oxazoline analog of apratoxin C: Synthesis, biological evaluation, and conformational analysis. Biopolymers. 2016 Nov 4;106(4):404-14. doi: 10.1002/bip.22781. PubMed PMID: 26584466.
3: Matthew S, Salvador LA, Schupp PJ, Paul VJ, Luesch H. Cytotoxic halogenated macrolides and modified peptides from the apratoxin-producing marine cyanobacterium Lyngbya bouillonii from Guam. J Nat Prod. 2010 Sep 24;73(9):1544-52. doi: 10.1021/np1004032. PubMed PMID: 20704304; PubMed Central PMCID: PMC2965600.
4: Luesch H, Yoshida WY, Moore RE, Paul VJ. New apratoxins of marine cyanobacterial origin from Guam and Palau. Bioorg Med Chem. 2002 Jun;10(6):1973-8. PubMed PMID: 11937357.
