HIOC

HIOC

Systematic (IUPAC) name
N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-2-oxo-3-piperidinecarboxamide
Identifiers
ATC code	None
PubChem	CID: 5012758
ChemSpider	4192105
Chemical data
Formula	C16H19N3O3
Molecular mass	301.340
SMILES c1cc2c(cc1O)c(c[nH]2)CCNC(=O)C3CCCNC3=O
InChI InChI=1S/C16H19N3O3/c20-11-3-4-14-13(8-11)10(9-19-14)5-7-18-16(22)12-2-1-6-17-15(12)21/h3-4,8-9,12,19-20H,1-2,5-7H2,(H,17,21)(H,18,22) Key:ZIMKJLALTRLXJO-UHFFFAOYSA-N

HIOC is a small-molecule agent which acts as a selective TrkB receptor agonist (active at at least 100 nM; prominent activation at 500 nM). It was derived from N-acetylserotonin (NAS). Relative to NAS, HIOC possesses greater potency and a longer half-life (~30 min or less for NAS in rats, while HIOC is still detectable up to 24 hours after administration to mice; ~4 hour half-life for HIOC in mouse brain tissues). It is described as producing long-lasting activation of the TrkB receptor and downstream signaling kinases associated with the receptor. HIOC is systemically-active and is able to penetrate the blood-brain-barrier. In animal studies, HIOC was found to robustly protect against glutamate-induced excitotoxicity, an action which was TrkB-dependent.

A chemical synthesis of HIOC has been published recently.

See also

• LM22A-4
• 7,8-Dihydroxyflavone
• Deoxygedunin
• ANA-12
• Cyclotraxin B