HU-210

HU-210
Legal status


Legal status	CA: Schedule II US: Not Scheduled
Identifiers
IUPAC name (6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol
Synonyms	1,1-Dimethylheptyl- 11-hydroxy- tetrahydrocannabinol
CAS Number	112830-95-2^Y
PubChem (CID)	9821569
IUPHAR/BPS	731
ChemSpider	7997318^N
UNII	191042422P^N
ChEMBL	CHEMBL307696^N
Chemical and physical data
Formula	C₂₅H₃₈O₃
Molar mass	386.567 g/mol
3D model (Jmol)	Interactive image
SMILES CCCCCCC(C)(C)C1=CC2=C([C@@H]3CC(=CC[C@H]3C(O2)(C)C)CO)C(=C1)O
InChI InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3/t19-,20-/m1/s1^N Key:SSQJFGMEZBFMNV-WOJBJXKFSA-N^N
^NY (what is this?)

HU-210 is a synthetic cannabinoid that was first synthesized in 1988 from (1R,5S)-myrtenol by a group led by Professor Raphael Mechoulam at the Hebrew University. HU-210 is 100 to 800 times more potent than natural THC from cannabis and has an extended duration of action. HU-210 is the (–)-1,1-dimethylheptyl analog of 11-hydroxy- Δ⁸- tetrahydrocannabinol; in some references it is called 1,1-dimethylheptyl- 11-hydroxytetrahydrocannabinol. The abbreviation "HU" stands for Hebrew University.

The (+) enantiomer of HU-210 has almost all of the cannabinoid activity, with the (−) enantiomer HU-211 being inactive as a cannabinoid but instead acting as an NMDA antagonist having neuroprotective effects.

HU-210 promotes proliferation, but not differentiation, of cultured embryonic hippocampal neural stem and progenitor cells likely via a sequential activation of CB₁ receptors, G_i/o proteins, and ERK signaling. It was also indicated by this increased neural growth to entail antianxiety and antidepressant effects.

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Wikipedia