Synonym
Lipoxamycin; U-26146D; U 26146D; U26146D;
IUPAC/Chemical Name
(S)-2-amino-N,3-dihydroxy-N-(14-methyl-3,10-dioxopentadecyl)propanamide hemisulfate
InChi Key
LQVOFMWEPHCSIY-IJBYHFJWSA-N
InChi Code
InChI=1S/2C19H36N2O5.H2O4S/c2*1-15(2)8-7-11-16(23)9-5-3-4-6-10-17(24)12-13-21(26)19(25)18(20)14-22;1-5(2,3)4/h2*15,18,22,26H,3-14,20H2,1-2H3;(H2,1,2,3,4)/t2*18-;/m00./s1
SMILES Code
OC[C@@H](C(N(CCC(CCCCCCC(CCCC(C)C)=O)=O)O)=O)N.OC[C@H](N)C(N(CCC(CCCCCCC(CCCC(C)C)=O)=O)O)=O.OS(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
>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
843.08
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: Mandala SM, Frommer BR, Thornton RA, Kurtz MB, Young NM, Cabello MA, Genilloud O, Liesch JM, Smith JL, Horn WS. Inhibition of serine palmitoyl-transferase activity by lipoxamycin. J Antibiot (Tokyo). 1994 Mar;47(3):376-9. PubMed PMID: 8175492.
2: Whaley HA. The structure of lipoxamycin, a novel antifungal antibiotic. J Am Chem Soc. 1971 Jul 28;93(15):3767-9. PubMed PMID: 5091204.
3: Roy SK, Inouye Y, Nakamura S, Furukawa J, Okuda S. Isolation, structural elucidation and biological properties of neoenactins B1, B2, M1 and M2, neoenactin congeners. J Antibiot (Tokyo). 1987 Mar;40(3):266-74. PubMed PMID: 3570978.
4: Whaley HA, Sebek OK, Lewis C. Production, isolation, characterization, and evaluation of lipoxamycin, a new antifungal agent. Antimicrob Agents Chemother (Bethesda). 1970;10:455-61. PubMed PMID: 5521367.