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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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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

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.[1]

Other Notes

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

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1 of 1

This Item
1225984D9891O4636
antibiotic activity spectrum

Gram-negative bacteria, mycoplasma, Gram-positive bacteria, parasites

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycoplasma, parasites

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

mode of action

-

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

200

form

powder or crystals

form

-

form

powder

form

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

Gene Information

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

Gene Information

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

Gene Information

-

Gene Information

-


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signalword

Warning

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

pictograms

Health hazardExclamation mark

Hazard Classifications

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



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The IFITM proteins inhibit HIV-1 infection.
Lu J, et al.
Journal of Virology, 85, 2126-2137 (2011)
Uninterpretable cerebrospinal fluid absorbance scan caused by doxycycline therapy.
Jan Miller
Annals of clinical biochemistry, 56(5), 619-622 (2019-06-07)
Yeast Hmt1 catalyses asymmetric dimethylation of histone H3 arginine 2 in vitro.
Li HT, et al.
The Biochemical Journal, 467, 507-515 (2015)



Global Trade Item Number

SKUGTIN
D1822-500MG04061833560853

Questions

1–2 of 2 Questions  
  1. What is the solubility ratio of doxycycline monohydrate D1822, and in what solvent should it be resuspended?

    1 answer
    1. The solubility is not determined for D1822 doxycycline monohydrate. An older lot 066M4022V did have a solubility specification for DMSO of 0.90 - 1.10 mg/ml. General information for the solubility of this material can be found online: Soluble in ethanol or methanol; Sparingly soluble in water; Soluble in dilute acids, alkali hydroxides, and dimethyl sulfoxide. The following article has information on the solubility of doxycycline in aqueous solution: https://www.sciencedirect.com/science/article/pii/S0022354915424694

      Helpful?

  2. Is Doxycycline monohydrate suitable for cell culture?

    1 answer
    1. This product has not been tested specifically for cell culture applications and has not been tested for endotoxin. However, a review of the peer-reviewed papers indicates that this material has been used successfully in cell culture studies. Please see the link below to review the peer-reviewed articles:
      https://www.sigmaaldrich.com/search/d1822?focus=papers&page=1&perpage=30&sort=relevance&term=D1822&type=citation_search

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