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Merck
CN

D1822

Doxycycline monohydrate

Synonym(s):

6-Deoxy-5-oxytetracycline monohydrate, Doxycycline

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · H2O
CAS Number:
Molecular Weight:
462.45
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51284030
MDL number:
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Quality Level

form

powder or crystals

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

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.


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Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Repr. 2

pictograms

Health hazardExclamation mark

signalword

Warning

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品

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The IFITM proteins inhibit HIV-1 infection.
Lu J, et al.
Journal of Virology, 85, 2126-2137 (2011)
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)



Global Trade Item Number

SKUGTIN
D1822-500MG04061833560853