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D1822

Sigma-Aldrich

Doxycycline monohydrate

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

form

powder or crystals

Quality Level

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

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Application

  • In yeast cells, doxycycline has been used in doxycycline-inducible system for overexpression of methyltransferase Hmt1 (hnRNP methyltransferase 1).
[66]
  • It has been used in the doxycycline-inducible IFITM (interferon-induced transmembrane) cell lines.
  • [68]
  • It has also been used as an antimicrobial agent.
  • [69]

    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.[40]

    Other Notes

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

    Pictograms

    Exclamation mark

    Signal Word

    Warning

    Hazard Statements

    Hazard Classifications

    Acute Tox. 4 Oral

    Storage Class Code

    13 - Non Combustible Solids

    WGK

    WGK 3

    Flash Point(F)

    Not applicable

    Flash Point(C)

    Not applicable

    Certificate of Analysis

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    Certificate of Origin

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