Doxycycline hyclate - Moligand™, ≥98% , CAS No.24390-14-5

CAS: 24390-14-5 Cat. No.: D111943 Molecular Weight: 512.94 Beilstein Registry Number: 5702728 EC Number: 657-194-0 PubChem CID: 54686183

GRADE & PURITY Moligand™, ≥98%

Synonyms

Doxycycline hydrochloride hydrate (JP17) | Periostat | AKOS025402170 | DOXYCYCLINE HYCLATE [VANDF] | DOXYCYCLINE HYCLATE [ORANGE BOOK] | Doxycycline hyclate 100 microg/mL in Acetonitrile | trans-1,3-Pentadiene, analytical standard | Doxycycline hyclate (i

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Inhibits matrix metalloproteinases at subantimicrobial doses.Doxycycline hyclate is an antibacterial antibiotic, which is used in the treatment of chlamydia, rickettsia, mycoplasma and some spirochete infections. It is also used to inhibit matrix metalloproteinases at subantimicrobial doses.

A commonly used broad-spectrum antibiotic. A potent inhibitor of MMP-8 (neutrophil collagenase; IC50 = 30 µM) relative to MMP-1 (collagenase-1; IC50 = 300 µM). Also inhibits collagen synthesis by bovine articular chondrocytes cultured in alginate (IC50 = 25 µM). Inhibits nitric oxide synthesis by LPS-activated macrophages without affecting IL-10 release.

Specifications

Synonyms

Doxycycline hydrochloride hydrate (JP17) | Periostat | AKOS025402170 | DOXYCYCLINE HYCLATE [VANDF] | DOXYCYCLINE HYCLATE [ORANGE BOOK] | Doxycycline hyclate 100 microg/mL in Acetonitrile | trans-1, 3-Pentadiene, analytical standard | Doxycycline hyclate (i

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Cell permeability: No. Primary target: MMP-8. Does not compete with ATP. Reversibility: No. Synthesized as tetracycline; an inhibitor of matrix metalloproteinases (MMPs). Inhibits tumor growth, cell proliferation, and induces apoptosis both in vitro and i

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504771368
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771368
• Canonical Smiles: CCO.CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.O.Cl.Cl
• 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;ethanol;hydrate;dihydrochloride
• InChIKey: UHHHTIKWXBRCLT-VDBOFHIQSA-N
• INCHI: 1S/2C22H24N2O8.C2H6O.2ClH.H2O/c2*1-7-8-5-4-6-9(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;1-2-3;;;/h2*4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31);3H,2H2,1H3;2*1H;1H2/t2*7-,10+,14+,15-,17-,22-;;;;/m00..../s1
• Isomeric SMILES: CCO.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.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.Cl.Cl
• WGK Germany: 3
• RTECS: QI8925000
• Alternate CAS: 10592-13-9
• PubChem CID: 54686183
• Molecular Weight: 512.94
• Beilstein: 5702728

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water, methanol. Sparingly soluble in ethanol. Insoluble in chloroform and ether.
• Specific Rotation[α]: -104° (C=1,0.01mol/L HCl(MeOH))
• Molecular Weight: 1025.900 g/mol
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 4
• Exact Mass: 1024.31 Da
• Monoisotopic Mass: 1024.31 Da
• Topological Polar Surface Area: 384.000 Ų
• Heavy Atom Count: 70
• Formal Charge: 0
• Complexity: 958.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 12
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 6

XLogP3

References

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