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H7909

Sigma-Aldrich

HU-210

solid (air sensitive)

Synonym(s):

(6aR-trans-3-(1, 1-Dimethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-methanol

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About This Item

Empirical Formula (Hill Notation):
C25H38O3
CAS Number:
Molecular Weight:
386.57
Beilstein/REAXYS Number:
4298162
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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form

solid (air sensitive)

drug control

USDEA Schedule I; stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

solubility

DMSO: soluble

shipped in

wet ice

storage temp.

−20°C

SMILES string

[H][C@@]12CC(CO)=CC[C@@]1([H])C(C)(C)Oc3cc(cc(O)c23)C(C)(C)CCCCCC

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

InChI key

SSQJFGMEZBFMNV-WOJBJXKFSA-N

Gene Information

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Biochem/physiol Actions

Cannabinoid receptor agonist.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Unyong Kim et al.
Journal of pharmaceutical and biomedical analysis, 64-65, 26-34 (2012-03-13)
(6aR,10aR)-9-(Hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol (HU-210) is a synthetic cannabinoid, with a classical cannabinoid structure similar to Δ(9)-tetrahydrocannabinol (Δ(9)-THC). In this study, the in vitro metabolism of HU-210 was investigated in human liver microsomes to characterize associated phase I metabolites. HU-210 was incubated with
Rizi Ai et al.
Journal of molecular graphics & modelling, 38, 155-164 (2012-10-20)
Cannabinoid (CB1) receptor is a therapeutic drug target, and its structure and conformational changes after ligand binding are of great interest. To study the protein conformations in ligand bound state and assist in drug discovery, CB1 receptor homology models are
Barbara Bosier et al.
Neuropharmacology, 62(7), 2328-2336 (2012-03-01)
It is generally assumed that cannabinoids induce transient modulations of dopamine transmission through indirect regulation of its release. However, we previously described a direct cannabinoid-mediated control of tyrosine hydroxylase (TH) expression, in vitro. We herein report on the influence of
Sofia B Gustafsson et al.
Scientific reports, 9(1), 13486-13486 (2019-09-19)
We have examined the effects of the synthetic cannabinoids HU 210 and HU 211, the plant-derived cannabidiol and the endogenous cannabinoid anandamide on the viability and development of chick embryos. Fertilized White Leghorn chicken eggs were injected with the test
Lidia Martín-Couce et al.
Angewandte Chemie (International ed. in English), 51(28), 6896-6899 (2012-06-13)
Receptors made visible: The described biotin-tagged small-molecule probes with excellent affinities for the CB(1) and CB(2) cannabinoid receptors (CB(1)R and CB(2)R) enable direct visualization of these receptors in native cellular systems, including neurons, microglia, and immune cells. This method could

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