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Sigma-Aldrich

Doxycycline, Hyclate

A commonly-used broad-spectrum antibiotic.

Synonym(s):

Doxycycline, Hyclate, α-6-Deoxy-5-hydroxytetracycline, Vibramycin, Hyclate

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · 0.5H2O · 0.5C2H6O · xHCl
CAS Number:
24390-14-5
Molecular Weight:
476.48 (free base basis)
MDL number:
MFCD07357237
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

yellow to yellow-green

solubility

water: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

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*4-7,10,14-15,17,25-27,31-32H,23H2,1-3H3;3H,2H2,1H3;2*1H;1H2/b2*21-13+;;;;/t2*7-,10+,14+,15-,17-,22-;;;;/m00..../s1

InChI key

QDDHZFKCHWYXJF-PCLMCNLLSA-N

General description

A commonly used broad-spectrum antibiotic. A potent inhibitor of MMP-8 (neutrophil collagenase; IC50 = 30 µM) relative to MMP-1 (collagenase-1; IC50 = 300 µM). Also inhibits collagen synthesis by bovine articular chondrocytes cultured in alginate (IC50 = 25 µM). Inhibits nitric oxide synthesis by LPS-activated macrophages without affecting IL-10 release.
A commonly-used broad-spectrum antibiotic. A potent inhibitor of MMP-8 (neutrophil collagenase; IC50 = 30 µM) relative to MMP-1 (interstitial collagenase; IC50 = 300 µM). Also inhibits collagen synthesis by bovine articular chondrocytes cultured in alginate (IC50 = 25 µM). Inhibits nitric oxide synthesis by LPS-activated macrophages without affecting IL-10 release.

Biochem/physiol Actions

Cell permeable: no
Primary Target
MMP-8
Product does not compete with ATP.
Reversible: no
Target IC50: 30 µM against MMP-8 (neutrophil collagenase); 25 µM inhibiting collagen synthesis by bovine articular chondrocytes cultured in alginate

Warning

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstitution

Follwing reconstitution, refrigerate (4°C). Stock solutions are stable for up to 5 days at 4°C.

Other Notes

D’Agostino, P., et al. 1998. J. Infect. Dis. 177, 489.
Beekman, B., et al. 1997. Biochem. Biophys. Res. Commun. 237, 107.
Hanemaaijer, R., et al. 1997. J. Biol. Chem. 272, 31504.
Lauhio, A., et al. 1994. Clin. Exp. Immunol. Antimicrobiol. Agents Chemother. 36, 227.
Sorsa, T., et al. 1994. Ann. N.Y. Acad. Sci.732, 112.
Suomalainen, K., et al. 1992. Antimicrobiol. Agents Chemother.36, 227.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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