Synonym
Neutramycin; LL-705 W; LL 705 W; LL705 W; AE-705W; AE 705W; AE705W; Neutramycinum;
IUPAC/Chemical Name
(1S,2R,3R,6E,8S,9S,12S,14E,16S)-12-hydroxy-2-((((2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)-9-(((2S,3R,4S,6R)-3-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3,8,12-trimethyl-4,17-dioxabicyclo[14.1.0]heptadeca-6,14-diene-5,13-dione
InChi Key
RZLRMVZBGPHYJA-XXJPCBNGSA-N
InChi Code
InChI=1S/C34H54O14/c1-17-9-12-26(36)45-19(3)21(16-43-33-31(42-8)30(41-7)27(37)20(4)46-33)29-23(47-29)10-11-25(35)34(5,39)14-13-22(17)48-32-28(38)24(40-6)15-18(2)44-32/h9-12,17-24,27-33,37-39H,13-16H2,1-8H3/b11-10+,12-9+/t17-,18+,19+,20+,21+,22-,23-,24-,27+,28+,29-,30+,31+,32-,33+,34-/m0/s1
SMILES Code
C[C@@H]1C[C@H](OC)[C@@H](O)[C@H](O[C@H]2CC[C@](C)(O)C(/C=C/[C@H]3[C@H]([C@H](CO[C@H]4[C@H](OC)[C@H](OC)[C@H](O)[C@@H](C)O4)[C@@H](C)OC(/C=C/[C@@H]2C)=O)O3)=O)O1
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
686.79
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: Stulberg ER, Lozano GL, Morin JB, Park H, Baraban EG, Mlot C, Heffelfinger C, Phillips GM, Rush JS, Phillips AJ, Broderick NA, Thomas MG, Stabb EV, Handelsman J. Genomic and Secondary Metabolite Analyses of Streptomyces sp. 2AW Provide Insight into the Evolution of the Cycloheximide Pathway. Front Microbiol. 2016 May 3;7:573. doi: 10.3389/fmicb.2016.00573. eCollection 2016. PubMed PMID: 27199910; PubMed Central PMCID: PMC4853412.
2: Mitscher LA, Kunstmann MP. The structure of neutramycin. Experientia. 1969 Jan 15;25(1):12-3. PubMed PMID: 5766558.
3: Kunstmann MP, Mitscher LA. Some additional observations on the chemical nature of neutramycin. Experientia. 1965 Jul 15;21(7):372-3. PubMed PMID: 5870757.
4: LEFEMINE DV, BARBATSCHI F, DANN M, THOMAS SO, KUNSTMANN MP, MITSCHER LA, BOHONOS N. NEUTRAMYCIN, A NEW NEUTRAL MACROLIDE ANTIBIOTIC. Antimicrob Agents Chemother (Bethesda). 1963;161:41-4. PubMed PMID: 14274934.
5: Graziani EI, Overk CR, Carter GT. Purification, structure determination, and antimicrobial activity of neutramycins B-G. J Nat Prod. 2003 Sep;66(9):1149-53. PubMed PMID: 14510587.
