Skip to Content
MilliporeSigma
All Photos(1)

Documents

D1822

Sigma-Aldrich

Doxycycline monohydrate

Synonym(s):

6-Deoxy-5-oxytetracycline monohydrate, Doxycycline

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · H2O
CAS Number:
17086-28-1
Molecular Weight:
462.45
MDL number:
MFCD02682958
UNSPSC Code:
51101500
PubChem Substance ID:
329798712
NACRES:
NA.85

form

powder or crystals

Quality Level

200

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma
parasites

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

O.C[C@@H]1[C@H]2[C@H](O)[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C2C(=O)c4c(O)cccc14

InChI

1S/C22H24N2O8.H2O/c1-7-8-5-4-6-9(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;/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);1H2/t7-,10+,14+,15-,17-,22-;/m0./s1

InChI key

XQTWDDCIUJNLTR-CVHRZJFOSA-N

Gene Information

human ... MMP1(4312) , MMP13(4322) , MMP7(4316) , MMP8(4317)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

  • In yeast cells, doxycycline has been used in doxycycline-inducible system for overexpression of methyltransferase Hmt1 (hnRNP methyltransferase 1).
  • It has been used in the doxycycline-inducible IFITM (interferon-induced transmembrane) cell lines.
  • It has also been used as an antimicrobial agent.

Biochem/physiol Actions

Doxycycline is a semisynthetic tetracycline that is active against bacteria, mycoplasma and protozoan parasites. It inhibits the bacterial protein synthesis by inhibiting the interaction of aminoacyl-tRNA and the bacterial ribosome.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 6

1 of 6

Demeclocycline hydrochloride hydrate VETRANAL®, analytical standard

Supelco

46161

Demeclocycline hydrochloride hydrate

Tetracycline 98.0-102.0% (HPLC)

Sigma-Aldrich

87128

Tetracycline

USP

USP

1226014

Doxycycline Related Compound A

Minocycline hydrochloride powder

Sigma-Aldrich

M9511

Minocycline hydrochloride

Tetracycline hydrochloride powder, BioReagent, suitable for cell culture

Sigma-Aldrich

T7660

Tetracycline hydrochloride

Tetracycline 98.0-102.0% (HPLC)

Sigma-Aldrich

T3258

Tetracycline

I Chopra et al.
Microbiology and molecular biology reviews : MMBR, 65(2), 232-60 (2001-05-31)
Tetracyclines were discovered in the 1940s and exhibited activity against a wide range of microorganisms including gram-positive and gram-negative bacteria, chlamydiae, mycoplasmas, rickettsiae, and protozoan parasites. They are inexpensive antibiotics, which have been used extensively in the prophlylaxis and therapy
Yeast Hmt1 catalyses asymmetric dimethylation of histone H3 arginine 2 in vitro.
Li HT, et al.
The Biochemical Journal, 467, 507-515 (2015)
In vitro antimicrobial susceptibility testing of bacterial enteropathogens causing traveler's diarrhea in four geographic regions.
Gomi H, et al.
Antimicrobial Agents and Chemotherapy, 45, 212-216 (2001)
Uninterpretable cerebrospinal fluid absorbance scan caused by doxycycline therapy.
Jan Miller
Annals of clinical biochemistry, 56(5), 619-622 (2019-06-07)
Andi Dian Permana et al.
Pharmaceutics, 11(7) (2019-07-20)
Conventional oral administration of antifilariasis drugs results in nonspecific targeting of the drugs and the intradermal delivery of nanoparticles with sizes of <100 nm could be used to improve lymphatic uptake. This study investigated the combination of nanosuspension and dissolving
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service