Lactenocin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 598210

CAS#: 11049-05-1

Description: Lactenocin is an active degradation product.

Chemical Structure

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Lactenocin
CAS# 11049-05-1
Instruction

Theoretical Analysis

MedKoo Cat#: 598210
Name: Lactenocin
CAS#: 11049-05-1
Chemical Formula: C38H63NO14
Exact Mass: 757.42
Molecular Weight: 757.910
Elemental Analysis: C, 60.22; H, 8.38; N, 1.85; O, 29.55

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Lactenocin; Demycarosylmacrocin;

IUPAC/Chemical Name: 2-((4R,5S,6S,7S,9S,11Z,13E,15S,16R)-15-((((2S,3S,4S,5R,6R)-4,5-dihydroxy-3-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)-6-(((2R,3S,4S,5R,6S)-4-(dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxooxacyclohexadeca-11,13-dien-7-yl)acetaldehyde

InChi Key: CFMSCYSETWZXRS-QVZFMMNHSA-N

InChi Code: InChI=1S/C38H63NO14/c1-10-28-25(18-49-38-36(48-9)34(47)32(45)23(6)51-38)15-19(2)11-12-26(41)20(3)16-24(13-14-40)35(21(4)27(42)17-29(43)52-28)53-37-33(46)30(39(7)8)31(44)22(5)50-37/h11-12,14-15,20-25,27-28,30-38,42,44-47H,10,13,16-18H2,1-9H3/b12-11-,19-15+/t20-,21-,22-,23+,24+,25-,27+,28+,30-,31-,32-,33-,34-,35+,36-,37-,38-/m0/s1

SMILES Code: C[C@@H](C[C@H]([C@H](O[C@@H]1O[C@H]([C@H](O)[C@H](N(C)C)[C@@H]1O)C)[C@H]([C@H](O)CC(O[C@@H]2CC)=O)C)CC=O)C(/C=C\C(C)=C\[C@H]2CO[C@@H](O[C@H](C)[C@H](O)[C@@H]3O)[C@H]3OC)=O

Appearance: Solid powder

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 757.91 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: HAMILL RL, STARK WM. MACROCIN, A NEW ANTIBIOTIC, AND LACTENOCIN, AN ACTIVE DEGRADATION PRODUCT. J Antibiot (Tokyo). 1964 Jul;17:133-9. PubMed PMID: 14196285.

2: Seno ET, Pieper RL, Huber FM. Terminal stages in the biosynthesis of tylosin. Antimicrob Agents Chemother. 1977 Mar;11(3):455-61. PubMed PMID: 855999; PubMed Central PMCID: PMC352007.

3: Bauer NJ, Kreuzman AJ, Dotzlaf JE, Yeh WK. Purification, characterization, and kinetic mechanism of S-adenosyl-L-methionine:macrocin O-methyltransferase from Streptomyces fradiae. J Biol Chem. 1988 Oct 25;263(30):15619-25. PubMed PMID: 3170601.

4: Kim E, Song MC, Kim MS, Beom JY, Lee EY, Kim DM, Nam SJ, Yoon YJ. Characterization of the Two Methylation Steps Involved in the Biosynthesis of Mycinose in Tylosin. J Nat Prod. 2016 Aug 26;79(8):2014-21. doi: 10.1021/acs.jnatprod.6b00267. Epub 2016 Jul 25. PubMed PMID: 27453999.

5: Zuzulova M, Kleinova D, Proksa B, Fuska J. In vitro activity of tylosin and its derivatives against Ureaplasma urealyticum. Arzneimittelforschung. 1995 Nov;45(11):1222-4. PubMed PMID: 8929244.

6: Kreuzman AJ, Turner JR, Yeh WK. Two distinctive O-methyltransferases catalyzing penultimate and terminal reactions of macrolide antibiotic (tylosin) biosynthesis. Substrate specificity, enzyme inhibition, and kinetic mechanism. J Biol Chem. 1988 Oct 25;263(30):15626-33. PubMed PMID: 3170602.

7: Debono M, Willard KE, Kirst HA, Wind JA, Crouse GD, Tao EV, Vicenzi JT, Counter FT, Ott JL, Ose EE, et al. Synthesis and antimicrobial evaluation of 20-deoxo-20-(3,5-dimethylpiperidin-1-yl)desmycosin (tilmicosin, EL-870) and related cyclic amino derivatives. J Antibiot (Tokyo). 1989 Aug;42(8):1253-67. PubMed PMID: 2668243.