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CHEBI:146244 - HU-308

Default Structure
ChEBI IDCHEBI:146244
ChEBI NameHU-308
Stars
DefinitionA carbobicyclic compound that is bicyclo[3.1.1]hept-2-ene which is substituted by a hydroxymethyl group at position 2, a 2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl group at position 4, and two methyl groups at position 6 (the 1S,4S,5S stereoisomer). A highly selective and effective cannabinoid type-2 agonist and the enantiomer of HU-433.
Last Modified12 March 2020
SubmitterCeri
DownloadsMolfile
FormulaC27H42O3
Net Charge0
Average Mass414.630
Monoisotopic Mass414.31340
SMILESCCCCCCC(C)(C)c1cc(OC)c([C@H]2C=C(CO)[C@H]3C[C@@H]2C3(C)C)c(OC)c1
InChIInChI=1S/C27H42O3/c1-8-9-10-11-12-26(2,3)19-14-23(29-6)25(24(15-19)30-7)20-13-18(17-28)21-16-22(20)27(21,4)5/h13-15,20-22,28H,8-12,16-17H2,1-7H3/t20-,21+,22-/m0/s1
InChIKeyCFMRIVODIXTERW-BDTNDASRSA-N
Wikipedia
Roles Classification
Biological Roles:
CB2 receptor agonist  A cannabinoid receptor agonist that binds to and activates type 2 cannabinoid receptors.
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
cannabinoid receptor agonist  An agonist that binds to and activates cannabinoid receptors.
Applications:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
ChEBI Ontology
Outgoing Relation(s)
HU-308 (CHEBI:146244) has role anti-inflammatory agent (CHEBI:67079)
HU-308 (CHEBI:146244) has role antihypertensive agent (CHEBI:35674)
HU-308 (CHEBI:146244) has role apoptosis inhibitor (CHEBI:68494)
HU-308 (CHEBI:146244) has role bone density conservation agent (CHEBI:50646)
HU-308 (CHEBI:146244) has role CB2 receptor agonist (CHEBI:146246)
HU-308 (CHEBI:146244) is a aromatic ether (CHEBI:35618)
HU-308 (CHEBI:146244) is a bridged compound (CHEBI:35990)
HU-308 (CHEBI:146244) is a carbobicyclic compound (CHEBI:36785)
HU-308 (CHEBI:146244) is a primary allylic alcohol (CHEBI:134394)
HU-308 (CHEBI:146244) is a synthetic cannabinoid (CHEBI:67201)
IUPAC Name 
{(1S,4S,5S)-4-[2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl]-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methanol
Synonyms  Source
(+)-{(1S,4S,5S)-4-[2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl]-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methanolChEBI
HU 308ChEBI
HU308ChEBI
Manual XrefsDatabases
HU-308Wikipedia
Citations