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Doxycycline (monohydrate) (Standard)

CAT: 0804-HY-W008923RSize: 1 EachDry Ice: NoHazardous: No
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Description
Doxycycline (monohydrate) (Standard) is the analytical standard of Doxycycline (monohydrate) . This product is intended for research and analytical applications. Doxycycline monohydrate is an antibiotic and broad-spectrum metalloproteinase (MMP) inhibitor[1][2][3][4].
CAS Number
17086-28-1
UNSPSC
12352005
Target
Antibiotic; Bacterial; MMP; Parasite; Reference Standards
Type
Reference compound
Related Pathways
Anti-infection; Metabolic Enzyme/Protease; Others
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/doxycycline-monohydrate-standard.html
Smiles
C[C@@]([C@]([C@]1([H])O)([H])C2=C(O)[C@@]3(O)[C@]1([H])[C@@](N(C)C)([H])C(O)=C(C(O)=N)C3=O)([H])C4=C(C2=O)C(O)=CC=C4.O
Molecular Formula
C22H26N2O9
Molecular Weight
462.45
References & Citations
[1]Wilfried Briest, et al. Doxycycline ameliorates the susceptibility to aortic lesions in a mouse model for the vascular type of Ehlers-Danlos syndrome. J Pharmacol Exp Ther. 2011 Jun;337 (3) :621-7.|[2]Zhang N, et al. The PK/PD Interactions of Doxycycline against Mycoplasma gallisepticum. Front Microbiol. 2016 May 4;7:653.|[3]Trajano VC, et al. Osteogenic activity of cyclodextrin-encapsulated doxycycline in a calcium phosphate PCL and PLGA composite. Mater Sci Eng C Mater Biol Appl. 2016 Jul 1;64:370-5.|[4]Morales R, et al. Inhibition of extracellular matrix production and remodeling by doxycycline in smooth muscle cells. J Pharmacol Sci. 2016 Mar 25. Epub ahead of print.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Invertin

Doxycycline Monohydrate (internal use) can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number17086-28-1
PubChem CID54684461
IUPAC Name(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrate
Molecular FormulaC22H26N2O9
Molecular Weight462.4
Topological Polar Surface Area183
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count2
Heavy Atom Count33
Formal Charge0
Complexity956
SMILES
C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.O
InChI
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;/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31);1H2/t7-,10+,14+,15-,17-,22-;/m0./s1
InChIKey
FZKWRPSUNUOXKJ-CVHRZJFOSA-N
Chemical Structure
2D Structure
2D structure of Invertin
CAS: 17086-28-1
CID: 54684461
Formula: C22H26N2O9
MW: 462.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight462.4
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count2
Exact Mass462.16383041
Monoisotopic Mass462.16383041
Topological Polar Surface Area183 Ų
Heavy Atom Count33
Formal Charge0
Complexity956
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
C6422-25Doxycycline monohydrate
A17813-500Doxycycline monohydrate 500mg
A17813-50Doxycycline monohydrate 50mg
A17813-1000Doxycycline monohydrate 1g

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