MedKoo Cat#: 462666 | Name: Turimycin

Description:

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

Turimycin is a macrolide antibiotic used for vertinary purposes.

Chemical Structure

Turimycin
Turimycin
CAS#39405-35-1

Theoretical Analysis

MedKoo Cat#: 462666

Name: Turimycin

CAS#: 39405-35-1

Chemical Formula: C35H59NO13

Exact Mass: 701.3986

Molecular Weight: 701.85

Elemental Analysis: C, 59.90; H, 8.47; N, 2.00; O, 29.63

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
Antibiotic A 6599; Antibiotic JA-6599; Turimycin;
IUPAC/Chemical Name
2-((4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-(((2S,3R,4R,5S,6R)-5-(((2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-7-yl)acetaldehyde
InChi Key
XYJOGTQLTFNMQG-KJHBSLKPSA-N
InChi Code
InChI=1S/C35H59NO13/c1-19-16-23(14-15-37)31(32(44-8)25(39)17-26(40)45-20(2)12-10-9-11-13-24(19)38)49-34-29(41)28(36(6)7)30(21(3)47-34)48-27-18-35(5,43)33(42)22(4)46-27/h9-11,13,15,19-25,27-34,38-39,41-43H,12,14,16-18H2,1-8H3/b10-9+,13-11+/t19-,20-,21-,22+,23+,24+,25-,27+,28-,29-,30-,31+,32+,33+,34+,35-/m1/s1
SMILES Code
CO[C@H]1[C@@H](CC(O[C@@H](C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]1O[C@@H]2O[C@@H]([C@H]([C@H](N(C)C)[C@H]2O)O[C@H]3C[C@@](O)([C@H]([C@@H](O3)C)O)C)C)CC=O)C)O)C)=O)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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 701.85 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: Härtl A, Hoffmann H. Toxicological studies on the new veterinary antibiotic turimycin. Pol J Pharmacol Pharm. 1980 Mar-Apr;32(2):217-24. PMID: 7454626. 2: Fricke H, Schade W, Härtl A, Drewello S. Isolierung und Struktur des Hauptmetaboliten des Makrolid-Antibioticums Turimycin H [Isolation and structure of the main metabolite of macrolide antibiotic turimycin H (author's transl)]. Pharmazie. 1981 Nov;36(11):763-7. German. PMID: 7323124. 3: Hoffmann H, Härtl A, Horn U, Bradler G, Fricke H. Untersuchungen zur Pharmakokinetik von Turimycin [Pharmacokinetics of turimycin]. Arch Exp Veterinarmed. 1978;32(5):653-62. German. PMID: 736714. 4: Hoffmann H, Härtl A. Pharmacokinetic characteristics of the new veterinary antibiotic turimycin. Pol J Pharmacol Pharm. 1980 Mar-Apr;32(2):211-6. PMID: 7454625. 5: Hesse G, Hoffmann H, Fricke H, Fleck WF. Untersuchungen zur Proteinbindung des Makrolid-Antibioticums Turimycin Methodische Einflüsse auf die Ergebnisse [Protein binding of the macrolide antibiotic turimycin. Methodologic effects on results]. Pharmazie. 1983 Nov;38(11):740-3. German. PMID: 6669594. 6: Mühlig P, Freysoldt C, Bradler G, Kühne C. Einsatz der automatischen Bildanalyse beim Screening von leistungsfähigen Selektanten Turimycin-bildender Streptomyces-Stämme [Use of automated image analysis for screening the efficiency of turimycin-producing Streptomyces strains]. Z Allg Mikrobiol. 1981;21(8):591-600. German. doi: 10.1002/jobm.3630210805. PMID: 7036554. 7: Ozegowski JH, Müller PJ. Untersuchungen zum Stoffwechsel phosphatlimitierter Streptomycetenkulturen. II. Mitteilung: Reinigung und Charakterisierung einer sauren Phosphatase aus Kulturfiltraten des Turimycinbildners Streptomyces hygroscopicus [Metabolism of phosphate-limited Streptomyces cultures. II. Purification and characterization of acid phosphatase from culture filtrates of turimycin-producing Streptomyces hygroscopicus]. Zentralbl Bakteriol Mikrobiol Hyg A. 1984 Dec;258(2-3):159-72. German. PMID: 6532020. 8: Härtl A, Horn U, Kirchner E, Güttner J, Hoffmann H. Toxicological studies on a new veterinary antibiotic turimycin. Arch Toxicol Suppl. 1978;(1):235-7. doi: 10.1007/978-3-642-66896-8_43. PMID: 277107. 9: Rautenshteĭn IaI, Solov'eva NIa, Rot M, Noak D, Klaus Z. Lizogeniia kul'tury Streptomyces hygroscopieus--produtsenta antibiotika turimitsina i nekotorye osobennosti ee umerennogo faga [Lysogeny of the Streptomyces hygroscopicus culture reducing the antibiotic turimycin and some characteristics of its temperate phage]. Mikrobiologiia. 1976 Sep-Oct;45(5):922-5. Russian. PMID: 1004282. 10: Härtl A, Kirchner E, Horn U, Stöckel U, Güttner J, Hoffmann H. Pharmakologisch-toxikologische Untersuchung von Turimycin [Pharmacological and toxicological study of turimycin]. Arch Exp Veterinarmed. 1979 Jan;33(1):111-9. German. PMID: 454085. 11: Müller PJ, Ozegowski JH, Bocker H. Regulation of hydrolase formation and phosphate release in turimycin fermentations. Z Allg Mikrobiol. 1983;23(3):173-80. doi: 10.1002/jobm.3630230305. PMID: 6308916. 12: Gräfe U, Bocker H, Thrum H. Precursorbildung und Biosynthese des Makrolidantibioticums A 6599 (Turimycin) durch Streptomyces hygroscopicus JA 6599 [Precursor formation and biosynthesis of the macrolide antibiotic a 6599 (turimycin) by streptomyces hygroscopicus JA 6599]. Z Allg Mikrobiol. 1975;15(4):249-57. German. doi: 10.1002/jobm.3630150405. PMID: 241159. 13: Reuter G, Hüttner R, Fricke H. Zur physiologie und Biochemie der Streptomyceten 4. Mitteilung: Isolierung und Identifizierung von Mycarose, Mycaminose und Desmycarosyl-Antibioticum aud dem Macrolid-Antibioticum A 6599 (Turimycin) [Physiology and biochemistry of streptomycetes. 4. Isolation and identification of mycarose, mycaminose and desmycarosyl-antibiotic from the macrocide-antibiotic a 6599 (Turimycin)]. Pharmazie. 1976;31(1):48-50. German. PMID: 1257279. 14: Zippel M, Neigenfind M, Noack D. Possible plasmid involvement in turimycin production in Streptomyces hygroscopicus. Mol Gen Genet. 1983;192(3):471-6. doi: 10.1007/BF00392193. PMID: 6581377. 15: Hoffmann H, Härtl A, Horn U, Fricke H. Pharmakokinetik von Turimycin [Pharmacokinetics of turimycin (proceedings)]. Pharmazie. 1979 May- Jun;34(5-6):341-2. German. PMID: 515149. 16: Gersch D, Bocker H, Thrum H. Biosynthetic studies on the macrolide antibiotic turimycin using 14C-labeled precursors. J Antibiot (Tokyo). 1977 Jun;30(6):488-93. doi: 10.7164/antibiotics.30.488. PMID: 885809. 17: Haupt I, Fricke H, Cerná J, Rychlík I. Effect of the leucomycin-like macrolide antibiotic turimycin on ribosomal peptidyltransferase from Eschericha coli. J Antibiot (Tokyo). 1976 Dec;29(12):1314-7. doi: 10.7164/antibiotics.29.1314. PMID: 795803. 18: Müller G, Fiedler G, Noack D, Schicht G. Wachstumskinetik der Kolonien und Hemmhöfe von Leistungsvarianten des Turimycinbildners Streptomyces hygroscopicus JA 6599 [Colony growth kinetics and inhibition of turimycin-producing variant strains of Streptomyces hygroscopicus JA 6599]. Z Allg Mikrobiol. 1980;20(5):335-44. German. doi: 10.1002/jobm.3630200505. PMID: 6775424. 19: Römer W, Müller PJ. Parallel regulation of cAMP phosphodiesterase and phosphatase activities in turimycin fermentations. Z Allg Mikrobiol. 1983;23(3):203-6. PMID: 6308918. 20: Horn U, Härtl A, Strumpf D, Hoffmann H. Zur Resorption von Turimycinembonat [The resorption of turimycin carbonate]. Pharmazie. 1978 Sep;33(9):611-2. German. PMID: 733884.