Tetramycin

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

MedKoo CAT#: 596082

CAS#: 11076-50-9

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

Chemical Structure

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Tetramycin
CAS# 11076-50-9
Instruction

Theoretical Analysis

MedKoo Cat#: 596082
Name: Tetramycin
CAS#: 11076-50-9
Chemical Formula: C35H53NO13
Exact Mass: 695.35
Molecular Weight: 695.800
Elemental Analysis: CC, 60.42; H, 7.68; N, 2.01; O, 29.89

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.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.