β-Apooxytetracycline
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MedKoo CAT#: 574150

CAS#: 18751-99-0

Description: β-Apooxytetracycline is a potential impurity of oxytetracycline. β-Apooxytetracycline is a degradation product formed from oxytetracycline via acid hydrolysis. β-Apooxytetracycline is toxic to rats, decreasing body weight, disrupting blood cell counts, and inducing hepatocyte necrosis.

Chemical Structure

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β-Apooxytetracycline
CAS# 18751-99-0
Instruction

Theoretical Analysis

MedKoo Cat#: 574150
Name: β-Apooxytetracycline
CAS#: 18751-99-0
Chemical Formula: C22H22N2O8
Exact Mass: 442.14
Molecular Weight: 442.420
Elemental Analysis: C, 59.73; H, 5.01; N, 6.33; O, 28.93

Price and Availability

Size Price Availability Quantity
1mg USD 285 2 weeks
5mg USD 750 2 weeks
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Synonym: β-Apo-Oxytetracycline, β-Apooxytetracycline, β-Apoterramycin

IUPAC/Chemical Name: (3S,4S,5R)-4-[(3R)-1,3-dihydro-4,5-dihydroxy-9-methyl-3-oxonaphtho[2,3-c]furan-1-yl]-3-(dimethylamino)-2,5-dihydroxy-6-oxo-1-cyclohexene-1-carboxamide

InChi Key: DRKMHDAKULCOKQ-VPZFNDQJSA-N

InChi Code: InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)20(32-22(12)31)13-15(24(2)3)17(27)14(21(23)30)19(29)18(13)28/h4-6,13,15,18,20,25-28H,1-3H3,(H2,23,30)/t13-,15-,18+,20-/m0/s1

SMILES Code: OC1=CC=CC2=C1C(O)=C3C([C@]([C@]4([H])[C@@H](O)C(C(C(N)=O)=C(O)[C@H]4N(C)C)=O)([H])OC3=O)=C2C

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 442.42 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. Lykkberg, A.K., Halling-Sørensen, B., Cornett, C., et al. Quantitative analysis of oxytetracycline and its impurities by LC-MS-MS. J. Pharm. Biomed. Anal. 34(2), 325-332 (2004).

2. Halling-Sørensen, B., Sengeløv, G., and Tjørnelund, J. Toxicity of tetracyclines and tetracycline degradation products to environmentally relevant bacteria, including selected tetracycline-resistant bacteria. Arch. Environ. Contam. Toxicol. 42(3), 263-271 (2002).

3. Hue, N.V., Toan, N.V., Long, L.T., et al. Preliminary studies on the toxic effects of degradation products of oxytetracycline and chlortetracycline on rats. J. Ag. Sci. Technol. A. B. 5, 469-474 (2015).