Tetrahydromagnolol

Names

[ CAS No. ]:
20601-85-8

[ Name ]:
Tetrahydromagnolol

[Synonym ]:
MLO
[1,1'-Biphenyl]-2,2'-diol, 5,5'-dipropyl-
2,2'-dihydroxy-5,5'-dipropylbiphenyl
5,5'-propyl-2,2'-dihydroxy-1,1'-biphenyl
5,5'-Dipropyl-2,2'-biphenyldiol
5.5'-Dipropyl-biphenyl-2.2'-diol
5,5'-dipropylbiphenyl-2,2'-diol
tetrahydro-magnolol
6,6'-Dihydroxy-3,3'-dipropyl-biphenyl

Biological Activity

[Description]:

Tetrahydromagnolol (Magnolignan), a main metabolite of Magnolol, is a potent and selective cannabinoid CB2 receptor agonist with an EC50 of 170 nM and a Ki of 416 nM. Tetrahydromagnolol possesses 20-fold more selective for CB2 receptor than CB1 receptor. Tetrahydromagnolol is also a weak GPR55 receptor antagonist[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> GPCR/G Protein >> GPR55

Signaling Pathways >> GPCR/G Protein >> Cannabinoid Receptor

[Target]

CB2:170 nM (EC50)

CB2:416 nM (Ki)

CB1:9010 nM (EC50)

CB1:2260 nM (Ki)

GPR55 receptor

[References]

[1]. Alexander Fuchs, et al. The natural product magnolol as a lead structure for the development of potent cannabinoid receptor agonists. PLoS One. 2013 Oct 30;8(10):e77739.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
400.5±40.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₂₂O₂

[ Molecular Weight ]:
270.366

[ Flash Point ]:
182.2±21.9 °C

[ Exact Mass ]:
270.161987

[ PSA ]:
40.46000

[ LogP ]:
4.95

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.577

Safety Information

[ HS Code ]:
2907299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2907299090

[ Summary ]:
2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%