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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H38O3
Molecular Weight 386.5674
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HU-210

SMILES

[H][C@@]12CC(CO)=CC[C@@]1([H])C(C)(C)OC3=C2C(O)=CC(=C3)C(C)(C)CCCCCC

InChI

InChIKey=SSQJFGMEZBFMNV-WOJBJXKFSA-N
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

HIDE SMILES / InChI

Molecular Formula C25H38O3
Molecular Weight 386.5674
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

HU-210 is a synthetic cannabinoid. HU-210 is a highly potent cannabinoid receptor agonist. Also, it displays agonist activity at GPR55. HU-210 administration in adult rats results in a dose-dependent inhibition of plasma growth hormone, follicle stimulating hormone, and luteinizing hormone; modifications of plasma adrenocorticotropic hormone (ACTH) and corticosterone levels reveal a dose-dependent action on the pituitary-adrenal axis after acute exposure. HU-210 block beta-amyloid peptide-induced activation of cultured microglial cells, as judged by mitochondrial activity, cell morphology, and tumor necrosis factor-alpha release; these effects are independent of the antioxidant action of cannabinoid compounds and are also exerted by a CB2-selective agonist. HU-210 induced a spatial deficit in the water maze in learning a reference memory task in numerous parameters together with alterations in hippocampal firing patterns of single principal neurons.

Originator

Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/3416993

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors.
1995 Sep
Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): identification of cannabinoid receptor subtype selective ligands.
1996 Sep
Cannabinol derivatives: binding to cannabinoid receptors and inhibition of adenylylcyclase.
1997 Sep 26
Kinin-induced anion-dependent secretion in porcine ileum: characterization and involvement of opioid- and cannabinoid-sensitive enteric neural circuits.
2003 May
The orphan receptor GPR55 is a novel cannabinoid receptor.
2007 Dec
Subunit-specific modulation of glycine receptors by cannabinoids and N-arachidonyl-glycine.
2008 Oct 15
Patents

Sample Use Guides

5 ml/kg (final dose is 100 ug/kg)
Route of Administration: Intraperitoneal
Isolated perfused rat heart was subjected to global ischemia (45 min) followed by reperfusion (30 min). Under these conditions, the level of creatine phosphokinase in the perfusate increased by 4.5 times. Perfusion (10 min) of the isolated heart with a solution containing cannabinoid HU-210 (0.1 or 1.0 μmol/liter) was followed by a 2-fold decrease in creatine phosphokinase level in the perfusate.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:09:30 UTC 2023
Edited
by admin
on Sat Dec 16 08:09:30 UTC 2023
Record UNII
191042422P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HU-210
Common Name English
6H-DIBENZO(B,D)PYRAN-9-METHANOL, 3-(1,1-DIMETHYLHEPTYL)-6A,7,10,10A-TETRAHYDRO-1-HYDROXY-6,6-DIMETHYL-, (6AR,10AR)-
Systematic Name English
(-)-1,1-DIMETHYLHEPTYL ANALOG OF 11-HYDROXY- .DELTA.8- TETRAHYDROCANNABINOL
Systematic Name English
HU210
Code English
(-)-HU-210
Code English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-HU-210
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
Code System Code Type Description
CAS
123331-84-0
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
ALTERNATIVE
FDA UNII
191042422P
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
PRIMARY
WIKIPEDIA
HU-210
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
PRIMARY
PUBCHEM
9821569
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
PRIMARY
EPA CompTox
DTXSID30150188
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
PRIMARY
CAS
112830-95-2
Created by admin on Sat Dec 16 08:09:30 UTC 2023 , Edited by admin on Sat Dec 16 08:09:30 UTC 2023
PRIMARY