EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:146244 - HU-308

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:
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
CB2 receptor agonist  A cannabinoid receptor agonist that binds to and activates type 2 cannabinoid receptors.
cannabinoid receptor agonist  An agonist that binds to and activates cannabinoid receptors.
Applications:
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.
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.
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
HU308ChEBI
HU 308ChEBI
(+)-{(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
Manual XrefsDatabases
HU-308Wikipedia
Citations