Synonym
Mycestericin C; Mycestericin-C;
IUPAC/Chemical Name
(2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicosanoic acid
InChi Key
YCSMVIFHUJOGKU-DYXWJJEUSA-N
InChi Code
InChI=1S/C21H41NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h18-19,23,25-26H,2-16,22H2,1H3,(H,27,28)/t18-,19+,21+/m1/s1
SMILES Code
CCCCCCC(CCCCCCCCC[C@H]([C@@H]([C@@](CO)(C(O)=O)N)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
403.56
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: Sakamoto S, Kazumi N, Kobayashi Y, Tsukano C, Takemoto Y. Asymmetric synthesis of trisubstituted oxazolidinones by the thiourea-catalyzed aldol reaction of 2-isocyanatomalonate diester. Org Lett. 2014 Sep 19;16(18):4758-61. doi: 10.1021/ol502198e. Epub 2014 Sep 9. PMID: 25203516.
2: Leung LW, Contreras RG, Flores-Maldonado C, Cereijido M, Rodriguez-Boulan E. Inhibitors of glycosphingolipid biosynthesis reduce transepithelial electrical resistance in MDCK I and FRT cells. Am J Physiol Cell Physiol. 2003 Apr;284(4):C1021-30. doi: 10.1152/ajpcell.00149.2002. Epub 2002 Dec 18. PMID: 12490435.
3: Fujita T, Hirose R, Yoneta M, Sasaki S, Inoue K, Kiuchi M, Hirase S, Chiba K, Sakamoto H, Arita M. Potent immunosuppressants, 2-alkyl-2-aminopropane-1,3-diols. J Med Chem. 1996 Oct 25;39(22):4451-9. doi: 10.1021/jm960391l. PMID: 8893839.
4: Sasaki S, Hashimoto R, Kiuchi M, Inoue K, Ikumoto T, Hirose R, Chiba K, Hoshino Y, Okumoto T, Fujita T. Fungal metabolites. Part 14. Novel potent immunosuppressants, mycestericins, produced by Mycelia sterilia. J Antibiot (Tokyo). 1994 Apr;47(4):420-33. doi: 10.7164/antibiotics.47.420. PMID: 8195042.
