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MedKoo Cat#: 571340 | Name: Cetocycline hydrochloride

Description:

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

Cetocycline hydrochloride is an antibacterial biochemical. Cetocycline (formerly chelocardin or cetotetrine) is structurally related to the tetracyclines. It is active against many clinical isolates of aerobic gram-negative bacilli, but is less active against staphylococci, and has no activity against Pseudomonas.

Chemical Structure

Cetocycline hydrochloride
CAS#56433-46-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 571340

Name: Cetocycline hydrochloride

CAS#: 56433-46-6 (HCl)

Chemical Formula: C22H22ClNO7

Exact Mass: 447.1085

Molecular Weight: 447.87

Elemental Analysis: C, 59.00; H, 4.95; Cl, 7.92; N, 3.13; O, 25.01

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 #
29144-42-1 (free base) 56433-46-6 (HCl)
Synonym
Cetocycline HCl, Chelocardin Hydrochloride, Cetotetrine Hydrochloride
IUPAC/Chemical Name
(4R,4aS,12aS)-2-acetyl-4-amino-3,10,11,12a-tetrahydroxy-6,9-dimethyl-4a,12a-dihydrotetracene-1,12(4H,5H)-dione hydrochloride
InChi Key
BXIBTMOWCBKWEX-JKPGXYSKSA-N
InChi Code
InChI=1S/C22H21NO7.ClH/c1-7-4-5-10-8(2)11-6-12-16(23)19(27)13(9(3)24)20(28)22(12,30)21(29)15(11)18(26)14(10)17(7)25;/h4-5,12,16,25-27,30H,6,23H2,1-3H3;1H/t12-,16+,22+;/m0./s1
SMILES Code
O=C1C(C(C)=O)=C(O)[C@H](N)[C@@](CC2=C(C)C3=CC=C(C)C(O)=C3C(O)=C24)([H])[C@]1(O)C4=O.[H]Cl
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 447.87 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
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Tetracycline analogs whose primary target is not the bacterial ribosome. Antimicrob Agents Chemother. 1994 Apr;38(4):637-40. Review. PubMed PMID: 8031024; PubMed Central PMCID: PMC284517. 12: Burdett V, Inamine J, Rajagopalan S. Heterogeneity of tetracycline resistance determinants in Streptococcus. J Bacteriol. 1982 Mar;149(3):995-1004. PubMed PMID: 6801018; PubMed Central PMCID: PMC216488. 13: Garmaise DL, Chu DT, Bernstein E, Inaba M, Stamm JM. Synthesis and antibacterial activity of 2'-substituted chelocardin analogues. J Med Chem. 1979 May;22(5):559-64. PubMed PMID: 379332. 14: Rasmussen B, Noller HF, Daubresse G, Oliva B, Misulovin Z, Rothstein DM, Ellestad GA, Gluzman Y, Tally FP, Chopra I. Molecular basis of tetracycline action: identification of analogs whose primary target is not the bacterial ribosome. Antimicrob Agents Chemother. 1991 Nov;35(11):2306-11. PubMed PMID: 1725100; PubMed Central PMCID: PMC245376. 15: Chabbert YA, Scavizzi MR. Chelocardin-inducible resistance in Escherichia coli bearing R plasmids. Antimicrob Agents Chemother. 1976 Jan;9(1):36-41. PubMed PMID: 769671; PubMed Central PMCID: PMC429470. 16: Mao JC, Robishaw EE. Mode of action of beta-chelocardin. Biochim Biophys Acta. 1971 Apr 29;238(1):157-60. PubMed PMID: 4930633. 17: Mitscher LA, Rosenbrook W Jr, Andres WW, Egan RS, Schenck J, Juvarkar JV. Structure of chelocardin, a novel tetracycline antibiotic. Antimicrob Agents Chemother (Bethesda). 1970;10:38-41. PubMed PMID: 5521360. 18: Mitscher LA, Juvarkar JV, Rosenbrook W Jr, Andres WW, Schenk J, Egan RS. Structure of chelocardin, a novel tetracycline antibiotic. J Am Chem Soc. 1970 Oct 7;92(20):6070-1. PubMed PMID: 5459200. 19: Traub B, Beck CF. Resistance to various tetracyclines mediated by transposon Tn10 in Escherichia coli K-12. Antimicrob Agents Chemother. 1985 May;27(5):879-81. PubMed PMID: 2990331; PubMed Central PMCID: PMC180172. 20: Oliva B, Gordon G, McNicholas P, Ellestad G, Chopra I. 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