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MedKoo Cat#: 596082 | Name: Tetramycin

Description:

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

Tetracycline, sold under the brand name Sumycin among others, is an antibiotic.

Chemical Structure

Tetramycin
CAS#11076-50-9

Theoretical Analysis

MedKoo Cat#: 596082

Name: Tetramycin

CAS#: 11076-50-9

Chemical Formula: C35H53NO13

Exact Mass: 695.3517

Molecular Weight: 695.80

Elemental Analysis: CC, 60.42; H, 7.68; N, 2.01; O, 29.89

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Tetramycin; JA-3789; Tetramycin A; 24-Demethyl-24-ethyltetrin A;
IUPAC/Chemical Name
(1S,3S,5S,7E,11S,12S,13E,15E,17E,19E,21S,23R,24R,25S)-21-(((2S,3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-12-ethyl-1,3,5,25-tetrahydroxy-11-methyl-9-oxo-10,27-dioxabicyclo[21.3.1]heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid
InChi Key
DVWJFTGEISXVSH-DQYLNKHQSA-N
InChi Code
InChI=1S/C35H53NO13/c1-4-22-12-9-7-5-6-8-10-14-25(48-34-32(42)30(36)31(41)21(3)47-34)17-27-29(33(43)44)26(39)19-35(45,49-27)18-24(38)16-23(37)13-11-15-28(40)46-20(22)2/h5-12,14-15,20-27,29-32,34,37-39,41-42,45H,4,13,16-19,36H2,1-3H3,(H,43,44)/b7-5+,8-6+,12-9+,14-10+,15-11+/t20-,21-,22-,23-,24-,25+,26-,27+,29+,30+,31-,32+,34+,35-/m0/s1
SMILES Code
O[C@@H]1C[C@H](O)C[C@]2(O)O[C@H](C[C@H](O[C@@H]3[C@H](O)[C@H](N)[C@H]([C@H](C)O3)O)/C=C/C=C/C=C/C=C/[C@H](CC)[C@H](C)OC(/C=C/C1)=O)[C@H](C(O)=O)[C@H](C2)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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 695.80 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
1: Cui H, Ni X, Liu S, Wang J, Sun Z, Ren J, Su J, Chen G, Xia H. Characterization of three positive regulators for tetramycin biosynthesis in Streptomyces ahygroscopicus. FEMS Microbiol Lett. 2016 Jun;363(12). pii: fnw109. doi: 10.1093/femsle/fnw109. Epub 2016 Apr 22. PubMed PMID: 27190158. 2: Shentu XP, Li DT, Xu JF, She L, Yu XP. Effects of fungicides on the yeast-like symbiotes and their host, Nilaparvata lugens Stål (Hemiptera: Delphacidae). Pestic Biochem Physiol. 2016 Mar;128:16-21. doi: 10.1016/j.pestbp.2015.10.010. Epub 2015 Oct 16. PubMed PMID: 26969435. 3: Cui H, Ni X, Shao W, Su J, Su J, Ren J, Xia H. Functional manipulations of the tetramycin positive regulatory gene ttmRIV to enhance the production of tetramycin A and nystatin A1 in Streptomyces ahygroscopicus. J Ind Microbiol Biotechnol. 2015 Sep;42(9):1273-82. doi: 10.1007/s10295-015-1660-3. Epub 2015 Aug 2. PubMed PMID: 26233316. 4: Ren J, Cui Y, Zhang F, Cui H, Ni X, Chen F, Li L, Xia H. Enhancement of nystatin production by redirecting precursor fluxes after disruption of the tetramycin gene from Streptomyces ahygroscopicus. Microbiol Res. 2014 Jul-Aug;169(7-8):602-8. doi: 10.1016/j.micres.2013.09.017. Epub 2013 Oct 19. PubMed PMID: 24231162. 5: Cao B, Yao F, Zheng X, Cui D, Shao Y, Zhu C, Deng Z, You D. Genome mining of the biosynthetic gene cluster of the polyene macrolide antibiotic tetramycin and characterization of a P450 monooxygenase involved in the hydroxylation of the tetramycin B polyol segment. Chembiochem. 2012 Oct 15;13(15):2234-42. doi: 10.1002/cbic.201200402. Epub 2012 Sep 7. PubMed PMID: 22961947. 6: Zhang N, Sun C, Song Z, Guo H, Zhang B, Qiu N, Liu X. [Isolation, purification and characterization of antifungal substances from Streptomyces hygroscopicus BS-112]. Wei Sheng Wu Xue Bao. 2011 Feb;51(2):224-32. Chinese. PubMed PMID: 21574384. 7: Gao JY, Chen JZ, Zhao JF, Zhou JH. [Correlation between predominant pI genotypes, G120/A121 mutations and drug resistance]. Zhonghua Liu Xing Bing Xue Za Zhi. 2010 Apr;31(4):442-6. Chinese. PubMed PMID: 20513293. 8: Haupt I, Schuhmann E, Geuther R, Thrum H. Effects of polyene macrolide antibiotics on normal and protoplast type L-form cells of Escherichia coli W1655F+. J Antibiot (Tokyo). 1976 Jan;29(1):44-9. PubMed PMID: 819405. 9: Haupt I, Schuhmann E, Geuther R, Thrum H. [Effect of polyene macrolide antibiotics on normal and cell wall deficient Escherichia coli W1655F+ cells]. Z Allg Mikrobiol. 1975;15(8):585-97. German. PubMed PMID: 769363. 10: Dornberger K, Fügner R, Bradler G, Thrum H. Tetramycin, a new polyene antibiotic. J Antibiot (Tokyo). 1971 Mar;24(3):172-7. PubMed PMID: 5551374.