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D9891

Sigma-Aldrich

Doxycycline hyclate

Synonym(s):
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

Quality Level

biological source

synthetic

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

Mode of action

protein synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma
parasites

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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General description

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.
Chemical structure: tetracycline

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.

Storage Class Code

11 - Combustible Solids

WGK Germany

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

Certificate of Origin

  1. The name of Product D9891 is Doxycycline hyclate. What does hyclate mean?

    Hyclate is the United States Adopted Names (USAN) approved contraction for monohydrochloride hemiethanolate hemihydrate.

  2. What is the solubility of Doxycycline hyclate, Product D9891?

    Doxycycline hyclate is soluble in water at up to 50 mg/ml.

  3. How stable is Doxycycline hyclate, Product D9891, in water?

    Solutions of doxycycline hyclate are best prepared fresh, but they can be stored at 2-8°C for several days. Solutions also need to be protected from light.

  4. What type of activity does Product D9891, Doxycycline hyclate, exhibit?

    Doxycycline is a broad spectrum antibiotic and bacteriostatic agent against gram positive/negative bacteria and it has antiprotozoal activity.

  5. At what concentration should I use D9891, Doxyclycline hyclate, for cell culture?

    Doxycycline is often used in culture at a concentration of 0.1-12 μg/ml.

  6. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  7. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. Is doxycycline hyclate soluble in DMSO?

    According to literature sources, doxycycline hyclate is soluble in DMSO at a concentration of 100 mM.

  11. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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