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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:
112830-95-2
Molecular Weight:
386.57
Beilstein:
4298162
MDL number:
MFCD01074786
UNSPSC Code:
12352200
PubChem Substance ID:
24895815
NACRES:
NA.77

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

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Valentina Chiodi et al.
Neurobiology of disease, 45(3), 983-991 (2011-12-31)
Cannabinoid CB1 receptors (CB1Rs) are known to be downregulated in patients and in animal models of Huntington's disease (HD). However, the functional meaning of this reduction, if any, is still unclear. Here, the effects of the cannabinoid receptor agonist WIN
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
Bob Roozenbeek et al.
Critical care medicine, 40(5), 1609-1617 (2012-04-19)
The International Mission on Prognosis and Analysis of Clinical Trials and Corticoid Randomisation After Significant Head injury prognostic models predict outcome after traumatic brain injury but have not been compared in large datasets. The objective of this is study is
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
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