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Merck

H7909

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:
112830-95-2
Molecular Weight:
386.57
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24895815
MDL number:
MFCD01074786
Beilstein/REAXYS Number:
4298162
Form:
solid (air sensitive)
Quality level:
100
Storage condition:
desiccated

Key Documents

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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

SMILES string

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

InChI key

SSQJFGMEZBFMNV-WOJBJXKFSA-N

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

Quality Level

100

Gene Information

human ... CNR1(1268), CNR2(1269)
rat ... Cnr1(25248)

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
046M4620V
029K4631
103K4611
051K4610

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J L Martín-Calderón et al.
European journal of pharmacology, 344(1), 77-86 (1998-05-15)
In the present study we have characterized the effects of the acute administration of the synthetic cannabinoid (-)-11-hydroxy-delta8-tetrahydrocannabinol-dimethylheptyl (HU-210, 4, 20 and 100 microg/kg), on the secretion of prolactin, growth hormone, luteinizing hormone, follicle-stimulating hormone, adrenocorticotropic hormone and corticosterone in
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
C L Limebeer et al.
British journal of pharmacology, 167(5), 1126-1136 (2012-06-08)
Conditioned gaping reactions reflect nausea-induced behaviour in rats. Cannabinoid 1 receptor (CB(1) ) agonists interfere with the establishment of nausea-induced conditioned gaping; however, it is not known if their effects are mediated by an action at peripheral or central CB(1)
A Ottani et al.
CNS drug reviews, 7(2), 131-145 (2001-07-28)
The synthetic compound HU 210 displays a multiplicity of biochemical, pharmacological, and behavioral effects, most of which have been demonstrated to be dependent on a selective agonistic activity at CB(1) and CB(2) cannabinoid receptors and to involve the main neurotransmitter
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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