Doxycycline (hyclate)

Doxycycline Hyclate is the hyclate salt form of a synthetic, broad-spectrum tetracycline antibiotic exhibiting antimicrobial activity. It is an antimicrobial tetracycline that acts as an inhibitor of a wide range of matrix metalloproteinases (MMPs) of MMP-1 and MMP-8. Doxycycline hyclate binds reversibly to the 30S ribosomal subunit, possibly to the 50S ribosomal subunit as well, thereby blocking the binding of aminoacyl-tRNA to the mRNA-ribosome complex. This leads to an inhibition of protein synthesis.

Product information

CAS Number: 24390-14-5

Molecular Weight: 512.94

Formula: C46H58Cl2N4O18

Synonym:

Doxycycline hydrochloride hemiethanolate hemihydrate

Atridox

WC2031

Chemical Name: (4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide ethanol hydrate hydrochloride

Smiles: O.Cl.Cl.CCO.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@@H]3[C@@H](C)C4=CC=CC(O)=C4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(N)=O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@@H]3[C@@H](C)C4=CC=CC(O)=C4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(N)=O

InChiKey: HALQELOKLVRWRI-VDBOFHIQSA-N

InChi: InChI=1S/2C22H24N2O8.C2H6O.2ClH.H2O/c2*1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;1-2-3;;;/h2*4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);3H,2H2,1H3;2*1H;1H2/t2*7-,10+,14+,15-,17-,22-;;;;/m00..../s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 240 mg/mL (467.89 mM; Need ultrasonic) H2O : 13.89 mg/mL (27.08 mM; Need ultrasonic)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Doxycycline (hyclate) (Doxycycline hydrochloride hemiethanolate hemihydrate) affects growth of glioma cells only under high concentrations. Doxycycline (hyclate) decreases MT-CO1 protein content with concentrations of 1 µg/mL and higher in SVG cells. Doxycycline (1 µg/mL) induce short-hairpin RNA (shRNA) expression in H23 cells.

In Vivo:

Doxycycline (hyclate) (Doxycycline hydrochloride hemiethanolate hemihydrate) (oral; 200 or 800 mg/kg/day; for 3 months) reduces active MMP-9 in untreated HT mice in a dose-dependent manner.

References:

1. Wilfried Briest, et al. Doxycycline ameliorates the susceptibility to aortic lesions in a mouse model for the vascular type of Ehlers-Danlos syndrome. J Pharmacol Exp Ther. 2011 Jun;337(3):621-7.
2. Luger AL, et al. Doxycycline Impairs Mitochondrial Function and Protects Human Glioma Cells from Hypoxia-Induced Cell Death: Implications of Using Tet-Inducible Systems. Int J Mol Sci. 2018 May 17;19(5).
3. Eusebio Manchado, et al. A combinatorial strategy for treating KRAS-mutant lung cancer. Nature. 2016 Jun 30;534(7609):647-51.

Products are for research use only. Not for human use.