An inhibitor of MMP-9
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4-Epianhydrochlortetracycline (hydrochloride)

Item No. 23146

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R,4aS,12aS)- 7-chloro-4-(dimethylamino)-1,4,4a,5,12a,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide, monohydrochloride
CAS Number
158018-53-2
Molecular Formula
C22H21ClN2O7 • HCl
Formula Weight
497.3
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C([C@@](C(C(C(N)=O)=C(O)[C@@H]1N(C)C)=O)(O)[C@@]1([H])C2)C3=C2C(C)=C4C(C(O)=CC=C4Cl)=C3O.Cl
InChi Code
InChI=1S/C22H21ClN2O7.ClH/c1-7-8-6-9-16(25(2)3)18(28)15(21(24)31)20(30)22(9,32)19(29)13(8)17(27)14-11(26)5-4-10(23)12(7)14;/h4-5,9,16,26-28,32H,6H2,1-3H3,(H2,24,31);1H/t9-,16+,22-;/m0./s1
InChi Key
WIOSVFADOBZUQR-PXAZKYFKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $183

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    5 mg

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    Product Description

    4-Epianhydrochlortetracycline is a derivative of tetracycline (Item No. 14328).1 It inhibits matrix metalloproteinase-9 (MMP-9) activity in a dose-dependent manner in an assay for collagen degradation. 4-Epianhydrochlortetracycline also completely inhibits neutrophil-derived MMP-9 degradation of denatured collagen at a concentration of 500 μg/ml. Unlike tetracycline, 4-epianhydrochlortetracycline lacks antibiotic activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Paemen, L., Martens, E., Norga, K., et al. The gelatinase inhibitory activity of tetracyclines and chemically modified tetracycline analogues as measured by a novel microtiter assay for inhibitors. Biochem. Pharmacol. 52(1), 105-111 (1996).