Rosaramicin propionate

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MedKoo CAT#: 412947

CAS#: 51481-64-2 (propionate)

Description: Rosaramicin propionate is an antibacterial

Chemical Structure

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Rosaramicin propionate
CAS# 51481-64-2 (propionate)
Instruction

Theoretical Analysis

MedKoo Cat#: 412947
Name: Rosaramicin propionate
CAS#: 51481-64-2 (propionate)
Chemical Formula: C34H55NO10
Exact Mass: 637.38
Molecular Weight: 637.810
Elemental Analysis: C, 64.03; H, 8.69; N, 2.20; O, 25.08

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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Related CAS #: 60802-40-6 (Na+ Phosphate)   55103-30-5 (butyrate)   35834-26-5 (free base)   51481-64-2 (propionate)   51547-64-9 (stearate)  

Synonym: Rosaramicin propionate; Sch17894; Sch-17894; Sch 17894

IUPAC/Chemical Name: (2S,3R,4S,6R)-4-(dimethylamino)-2-(((1S,2R,3R,7R,8S,9S,10R,12R,16S,E)-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-5,13-dioxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1.0]heptadec-14-en-9-yl)oxy)-6-methyltetrahydro-2H-pyran-3-yl propionate

InChi Key: JTJAMAJKINOBDT-FIJHNNTRSA-N

InChi Code: InChI=1S/C34H55NO10/c1-10-27-22(6)32-34(7,45-32)14-12-25(37)19(3)16-23(13-15-36)30(21(5)26(38)18-29(40)42-27)44-33-31(43-28(39)11-2)24(35(8)9)17-20(4)41-33/h12,14-15,19-24,26-27,30-33,38H,10-11,13,16-18H2,1-9H3/b14-12+/t19-,20-,21+,22-,23+,24+,26-,27-,30-,31-,32+,33+,34+/m1/s1

SMILES Code: CC[C@H]1OC(C[C@H]([C@@H]([C@H]([C@H](C[C@H](C(/C=C/[C@@]2(O[C@H]2[C@@H]1C)C)=O)C)CC=O)O[C@@H]3O[C@@H](C[C@H](N(C)C)[C@H]3OC(CC)=O)C)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: >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 637.81 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: Nolan CM, Monson TP, Ulmer WC Jr. Rosaramicin versus penicillin G in experimental Pneumococcal meningitis. Antimicrob Agents Chemother. 1979 Dec;16(6):776-80. doi: 10.1128/aac.16.6.776. PMID: 43705; PMCID: PMC352952.

2: Darne JF, Ridgway GL, Oriel JD. Rosaramicin and tetracycline in the treatment of non-gonococcal urethritis. A comparison of clinical and microbiological results. Br J Vener Dis. 1982 Apr;58(2):117-20. doi: 10.1136/sti.58.2.117. PMID: 7039760; PMCID: PMC1046020.

3: Funaishi K, Kawamura K, Satoh F, Hiramatsu M, Hagiwara M, Okanish M. New analogues of rosaramicin isolated from a Micromonospora strain. I. Taxonomy, fermentation, isolation and physico-chemical and biological properties. J Antibiot (Tokyo). 1990 Aug;43(8):938-47. doi: 10.7164/antibiotics.43.938. PMID: 2088343.

4: Lin CC, Chung M, Gural R, Schuessler D, Kim HK, Radwanski E, Marco A, DiGiore C, Symchowicz S. Pharmacokinetics and metabolism of rosaramicin in humans. Antimicrob Agents Chemother. 1984 Oct;26(4):522-6. doi: 10.1128/aac.26.4.522. PMID: 6517543; PMCID: PMC179957.

5: Stoehr GP, Juhl RP, Veals J, Symchowicz S, Gural R, Lin C, McDonald RH. The excretion of rosaramicin in breast milk. J Clin Pharmacol. 1985 Mar;25(2):89-94. doi: 10.1002/j.1552-4604.1985.tb02807.x. PMID: 3988965.

6: Baughn RE, Musher DM, Adams CB, Knox JM. Evaluation of rosaramicin phosphate in treatment of experimental syphilis in rabbits. Antimicrob Agents Chemother. 1981 Jan;19(1):117-21. doi: 10.1128/aac.19.1.117. PMID: 7018381; PMCID: PMC181368.

7: Massa T, Davis GJ, Schiavo D, Sinha DP, Szot RJ, Black HE, Schwartz E. Tapetal changes in beagle dogs. II. Ocular changes after intravenous administration of a macrolide antibiotic--rosaramicin. Toxicol Appl Pharmacol. 1984 Feb;72(2):195-200. doi: 10.1016/0041-008x(84)90303-x. PMID: 6695372.

8: Nakajima S, Kojiri K, Morishima H, Okanishi M. New analogs of rosaramicin isolated from a Micromonospora strain. II. Structure determination. J Antibiot (Tokyo). 1990 Aug;43(8):1006-9. doi: 10.7164/antibiotics.43.1006. PMID: 2211347.

9: Siegrist S, Lagouardat J, Moreau N, LeGoffic F. Mechanism of action of a 16-membered macrolide. Binding of rosaramicin to the Escherichia coli ribosome and its subunits. Eur J Biochem. 1981 Apr;115(2):323-7. doi: 10.1111/j.1432-1033.1981.tb05241.x. PMID: 6786880.

10: Ahonkhai VI, Cherubin CE, Sierra MF, Bokkenheuser VD, Shulman MA, Mosenthal AC. In vitro susceptibility of Campylobacter fetus subsp. jejuni to N-formimidoyl thienamycin, rosaramicin, cefoperazone, and other antimicrobial agents. Antimicrob Agents Chemother. 1981 Dec;20(6):850-1. doi: 10.1128/aac.20.6.850. PMID: 6459767; PMCID: PMC181813.