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475843

Sigma-Aldrich

Minocycline, Hydrochloride - CAS 13614-98-7 - Calbiochem

Semi-synthetic tetracycline derivative effective against tetracycline-resistant staphylococci.

Synonym(s):

Minocycline, Hydrochloride - CAS 13614-98-7 - Calbiochem, 7-Dimethylamino-6-demethyl-6-deoxytetracycline, HCl

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About This Item

Empirical Formula (Hill Notation):
C23H27N3O7 · xHCl
CAS Number:
13614-98-7
Molecular Weight:
457.48 (free base basis)
MDL number:
MFCD00083669
UNSPSC Code:
12352200

Quality Level

100

Assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

dark yellow

solubility

water: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27-28,32-33H,7-8,24H2,1-4H3;1H/b22-16-;/t9-,11-,17-,23-;/m0./s1

InChI key

KDLQIOPKJDNQIM-WUURTAMISA-N

General description

Semi-synthetic tetracycline derivative effective against tetracycline-resistant staphylococci. A matrix metalloproteinase (MMP) inhibitor shown to inhibit tumor-induced angiogenesis. Inhibits stromelysin (MMP-3; IC50 = 290 µM) but does not inhibit other MMPs such as fibroblast collagenase or gelatinase. Potently inhibits PARP-1 (Ki = 13.4 nM) in a NAD+ - competitive manner. Exhibits anti-inflammatory effects and suppresses T cell proliferation.
This product has been discontinued.

Semi-synthetic tetracycline derivative effective against tetracycline-resistant staphylococci. A matrix metalloproteinase (MMP) inhibitor shown to inhibit tumor-induced angiogenesis. Inhibits stromelysin (MMP-3; IC50 = 290 M) but does not inhibit other MMPs such as fibroblast collagenase or gelatinase. Potently inhibits PARP-1 (Ki = 13.4 nM) in a NAD+ - competitive manner. Exhibits anti-inflammatory effects and suppresses T cell proliferation.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Metalloproteinase (MMP)
Product does not compete with ATP.
Reversible: no
Target IC50: 290 µM against MMP-3
Target Ki: 13.4 nM against PARP-1

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Other Notes

Conrad, C.A., et al. 2006. Proc. Natl. Acad, Sci. USA103, 9685.
Gilbertson-Breading, S., et al. 1995. Cancer Chemother. Pharmacol. 36, 418.
Kloppenburg, M., et al. 1995. Clin. Exp. Immunol. 102, 635.
Preus, H.R., et al. 1995. J. Clin. Periodontol. 22, 380.
Weingart, J.D., et al. 1995. J. Neurosurg. 82, 635.
Tamargo, R.J., et al. 1991. Cancer Res. 51, 672.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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