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D9891

Sigma-Aldrich

Doxycycline hyclate

Synonym(s):
6-Desoxy-5-hydroxytetracycline hydrochloride hemihydrate hemiethanolate, Doxycycline hydrochloride hemiethanolate hemihydrate
Empirical Formula (Hill Notation):
C22H24N2O8 · HCl · 0.5H2O · 0.5C2H6O
CAS Number:
Molecular Weight:
512.94
Beilstein:
5702728
MDL number:
PubChem Substance ID:
NACRES:
NA.85

biological source

synthetic

Quality Level

assay

≥93.5% (HPLC)
95.0-102.0% anhydrous basis (ethanol free based)

form

powder

color

yellow to yellow-green

mp

~201 °C

solubility

water: soluble 50 mg/mL, clear, yellow-green

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma
parasites

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

Cl[H].Cl[H].[H]O[H].CCO.C[C@@H]1C2[C@H](O)C3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C2C(=O)c4c(O)cccc14.C[C@@H]5C6[C@H](O)C7[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]7(O)C(O)=C6C(=O)c8c(O)cccc58

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

InChI key

HALQELOKLVRWRI-ZVACAFRPSA-N

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Related Categories

General description

Chemical structure: tetracycline
Doxycycline hyclate belongs to the second generation of tetracycline antibiotics family. Doxycycline hyclate shows minimal side effects upon usage. It is effective for the treatment of recurrent aphthous stomatitis (RAS) and promotes speedy recovery.

Application

Doxycycline hyclate has been used for the induction of glioma cells and human embryonic kidney 293T cells (HEK293T).
Doxycycline hyclate is a synthetic oxytetracycline derivative. It has been used to eliminate Borrelia burgdorferi and Anaplasma phagocytophilum in rodent reservoirs and to eliminate Ixodes scapularis ticks. It is a broad spectrum inhibitor used to inhibit matrix metalloproteinases (MMP), such as type 1 collagenase in studies on wound healing and tissue remodeling.

Packaging

1, 5, 10, 25, 100 g in glass bottle

Biochem/physiol Actions

Doxycycline hyclate inhibits the inflammatory response to the Lyme Disease Spirochete Borrelia burgdorferi. It is a broad spectrum inhibitor of matrix metalloproteinases in vivo.

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Product Information Sheet

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