Incyclinide

Incyclinide (proposed trade name Metastat) is a chemically modified tetracycline antibiotic that was investigated in clinical trials for the treatment of rosacea,^[1] various tumours, allergic and inflammatory diseases and a number of other conditions.^[2][3]

Trade namesMetastat (proposed)

ATC code

• none

Legal status

• Abandoned?

CAS Number

• 15866-90-7

Quick facts Clinical data, Trade names ...

Incyclinide

Clinical data
Trade names	Metastat (proposed)
ATC code	none
Legal status
Legal status	Abandoned?
Identifiers
IUPAC name (4aS,5aR,12aS)-3,10,12,12a-Tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydronaphthacen-2-carboxamide
CAS Number	15866-90-7
PubChem CID	54678924
ChemSpider	28530521
UNII	21G64WZQ4I
KEGG	D04519
ChEMBL	ChEMBL2104970
Chemical and physical data
Formula	C19H17NO7
Molar mass	371.345 g·mol−1
3D model (JSmol)	Interactive image
SMILES c1cc2c(c(c1)O)C(=O)C3=C([C@]4([C@@H](C[C@@H]3C2)CC(=C(C4=O)C(=O)N)O)O)O
InChI 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 Key:ZXFCRFYULUUSDW-OWXODZSWSA-N

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Data from animal studies suggest that centrally infused incyclinide attenuates microglial mediated neuroinflammation in the paraventricular nucleus of the hypothalamus and sympathetic activation in angiotensin II-induced hypertension. This was also associated with unique changes in gut microbial communities and profound attenuation of gut pathology in animal models of hypertension.^[4]