Rolitetracycline | CAS#751-97-3 | tetracycline antibiotic

MedKoo Cat#: 318675 | Name: Rolitetracycline

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Description:

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

Rolitetracycline is a tetracycline antibiotic that may be given intravenously or intramuscularly in serious bacterial infections when oral administration is not practicable.

Chemical Structure

Rolitetracycline

CAS#751-97-3 (free)

Theoretical Analysis

MedKoo Cat#: 318675

Name: Rolitetracycline

CAS#: 751-97-3 (free)

Chemical Formula: C27H33N3O8

Exact Mass: 527.2268

Molecular Weight: 527.57

Elemental Analysis: C, 61.47; H, 6.30; N, 7.96; O, 24.26

Price and Availability

Size	Price	Availability
5mg	USD 250.00	2 Weeks
10mg	USD 450.00
25mg	USD 900.00	2 Weeks
50mg	USD 1,350.00	2 Weeks

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Related CAS #

751-97-3 (free) 7681-32-5 (nitrate anhydrous)

Synonym

Rolitetracycline; Reverin; Rolitetraciclina; Rolitetracyclinum; Solvocillin; Rolitetracycline Monohydrochloride.

IUPAC/Chemical Name

(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-N-(pyrrolidin-1-ylmethyl)-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

InChi Key

IKQRPFTXKQQLJF-IAHYZSEUSA-N

InChi Code

InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31-32,35,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1

SMILES Code

CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCN5CCCC5)N(C)C)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, not in water

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

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#T7R12C06

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Rolitetracycline has bacteriostatic activity at low concentrations and bactericidal activity at high concentrations against E. coli. Rolitetracycline is active against P. falciparum strains (IC50s = 45-208 μM) that are susceptible and resistant to chloroquine. It reduces amyloid-β (1-40) (Aβ40) fibrilization (IC50 = 59 μM in an immune assay) and completely inhibits Aβ40-induced cellular toxicity at a concentration of 20 μM.

In vitro activity:

Docking of Japanese encephalitis virus NS3 helicase/NTPase helicase domain with 10 compounds was performed in iGEMDOCK v2.1. Kanamycin, Rolitetracycline and Doxycycline showed better binding energy compared to Ribavirin and Minocycline. Rolitetracycline (IC50 - 76 µg/ml) inhibited plaque formation. Reference: Trop Biomed. 2016 Mar 1;33(1):180-189. https://pubmed.ncbi.nlm.nih.gov/33579155/

In vivo activity:

To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 527.57 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.

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:

1. Topno R, Khan SA. Antibiotics as Japanese Encephalitis virus inhibitors: a combinatorial computational approach. Trop Biomed. 2016 Mar 1;33(1):180-189. PMID: 33579155. 2. Morrison MD, Fajardo-Cavazos P, Nicholson WL. Cultivation in Space Flight Produces Minimal Alterations in the Susceptibility of Bacillus subtilis Cells to 72 Different Antibiotics and Growth-Inhibiting Compounds. Appl Environ Microbiol. 2017 Oct 17;83(21):e01584-17. doi: 10.1128/AEM.01584-17. PMID: 28821547; PMCID: PMC5648920.

In vitro protocol:

In vivo protocol:

To be determined

1: Choudhary S, Kishore N. Unraveling the energetics and mode of the recognition of antibiotics tetracycline and rolitetracycline by bovine serum albumin. Chem Biol Drug Des. 2012 Nov;80(5):693-705. doi: 10.1111/cbdd.12009. Epub 2012 Aug 31. PubMed PMID: 22846623. 2: Howlett DR, George AR, Owen DE, Ward RV, Markwell RE. Common structural features determine the effectiveness of carvedilol, daunomycin and rolitetracycline as inhibitors of Alzheimer beta-amyloid fibril formation. Biochem J. 1999 Oct 15;343 Pt 2:419-23. PubMed PMID: 10510309; PubMed Central PMCID: PMC1220570. 3: Kobayashi S, Arai S, Hayashi S. In vitro and in vivo effects of combinations of cefotaxime or other beta-lactams with rolitetracycline on methicillin-resistant Staphylococcus aureus. Jpn J Antibiot. 1989 May;42(5):1208-15. PubMed PMID: 2746860. 4: Somavilla JF, Arroyo V, Khayyat N, Esteban MC. A method for the determination of the richness of trypsin observing the activity of the rolitetracycline citrate on a strain of Staphylococcus aureus. Microbiol Esp. 1977-1978;30-31:83-91. PubMed PMID: 548704. 5: Wieriks J, Schornagel HE. Animal reactions to, and tolerance of, two local anesthetic-free tetracycline preparations injected by various routes. A comparison of vendarcin with rolitetracycline. Chemotherapy. 1971;16(2):85-108. PubMed PMID: 5171279.