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Key Documents

44577

Sigma-Aldrich

Doxycycline hyclate

≥98.0% (TLC)

Synonym(s):

Doxycycline hydrochloride hemiethanolate hemihydrate

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · HCl · 0.5H2O · 0.5C2H6O
CAS Number:
Molecular Weight:
512.94
Beilstein:
5702728
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:

biological source

synthetic

Assay

≥98.0% (TLC)

form

powder

impurities

≤5% water
≤7% ethanol

color

faintly yellow to yellow

solubility

H2O: 50 mg/mL, clear, yellow-green

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma
parasites

Mode of action

protein synthesis | interferes

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

Chemical structure: tetracycline

Biochem/physiol Actions

Mode of Action: Doxycycline hyclate inhibits the inflammatory response to the Lyme Disease Spirochete Borrelia burgdorferi.

Activity Spectrum: Effective against a broad spectrum inhibitor of matrix metalloproteinases in vivo.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
This product has been replaced by D9891-SIGMA | Doxycycline hyclate ≥98% (TLC)

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Certificates of Analysis (COA)

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  5. Is doxycycline hyclate soluble in DMSO?

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

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Hanumara Ram Chowdri et al.
Annals of internal medicine, 159(1), 21-27 (2013-07-03)
The diverse tickborne infections of the northeastern United States can present as undifferentiated flu-like illnesses. In areas endemic for Lyme and other tickborne diseases, patients presenting with acute febrile illness with myalgia, headache, neutropenia, thrombocytopenia, and elevated hepatic aminotransferase levels
Anuradha Rajendran et al.
The Journal of physiology, 598(22), 5109-5132 (2020-08-26)
LAT4 is a broadly expressed uniporter selective for essential branched chain amino acids, methionine and phenylalanine, which are involved in epithelial transport. Its global deletion leads to an early malnutrition-like phenotype and death within 10 days after birth. Here, we
Xuefeng Wu et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(38), 13870-13875 (2014-09-06)
Metastatic spread is the leading cause of cancer mortality. Breast cancer (BCa) metastatic recurrence can happen years after removal of the primary tumor. Here we show that Ubc13, an E2 enzyme that catalyzes K63-linked protein polyubiquitination, is largely dispensable for
Alicia Anderson et al.
MMWR. Recommendations and reports : Morbidity and mortality weekly report. Recommendations and reports, 62(RR-03), 1-30 (2013-03-29)
Q fever, a zoonotic disease caused by the bacterium Coxiella burnetii, can cause acute or chronic illness in humans. Transmission occurs primarily through inhalation of aerosols from contaminated soil or animal waste. No licensed vaccine is available in the United
C Arnoud Meijer et al.
Annals of internal medicine, 159(12), 815-823 (2014-02-04)
Doxycycline inhibits formation and progression of abdominal aortic aneurysms (AAAs) in preclinical models of the disease, but it is unclear whether and how this observation translates to humans. To test whether doxycycline inhibits AAA progression in humans. Randomized, placebo-controlled, double-blind

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