An inhibitor of MMP-13, MMP-1, and MMP-8
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Incyclinide

Item No. 34597

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,5aR,12aS)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
CAS Number
15866-90-7
Synonyms
  • CMT-3
  • COL-3
  • NSC 683551
Molecular Formula
C19H17NO7
Formula Weight
371.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
OC1=C2[C@](CC3=CC=CC(O)=C3C2=O)([H])C[C@]4([H])[C@]1(C(C(C(N)=O)=C(C4)O)=O)O
InChi Code
InChI=1S/C19H17NO7/c20-18(26)14-11(22)6-9-5-8-4-7-2-1-3-10(21)12(7)15(23)13(8)16(24)19(9,27)17(14)25/h1-3,8-9,21-22,24,27H,4-6H2,(H2,20,26)/t8-,9-,19-/m0/s1
InChi Key
ZXFCRFYULUUSDW-OWXODZSWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $69

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    5 mg

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    10 mg

    $329

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    Product Description

    Incyclinide is a non-antimicrobial chemically modified tetracycline (CMT) and an inhibitor of matrix metalloproteinase-13 (MMP-13), MMP-1, and MMP-8 (IC50s = 0.3, 34, and 48 µg/ml, respectively).1 It inhibits chick osteoclast digestion of isolated bovine bone when used at a concentration of 5 µg/ml and inhibits IL-1-induced glycosaminoglycan release from porcine articular cartilage explants at 10 µg/ml. Incyclinide (10 µM) also induces cytotoxicity of HeLa and SiHa human cervical cancer cells, as well as induces apoptosis in HeLa cells and cell cycle arrest at the G0/G1 phase in SiHa cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Greenwald, R.A., Golub, L.M., Ramamurthy, N.S., et al. In vitro sensitivity of the three mammalian collagenases to tetracycline inhibition: Relationship to bone and cartilage degradation. Bone 22(1), 33-38 (1998).

    2. Zhao, L., Xu, J., Yang, Y., et al. Inhibitory impacts of chemically modified tetracycline-3 and underlying mechanism in human cervical cancer cells. Anticancer Drugs 24(8), 799-809 (2013).