Olivetol

Olivetol Structure
Olivetol structure
Common Name Olivetol
CAS Number 500-66-3 Molecular Weight 180.243
Density 1.1±0.1 g/cm3 Boiling Point 313.3±12.0 °C at 760 mmHg
Molecular Formula C11H16O2 Melting Point 46-48ºC
MSDS Chinese USA Flash Point 148.8±14.2 °C
Symbol GHS07
GHS07
Signal Word Warning

¹H NMR and HPLC/DAD for Cannabis sativa L. chemotype distinction, extract profiling and specification.

Talanta 140 , 150-65, (2015)

The medicinal use of different chemovars and extracts of Cannabis sativa L. requires standardization beyond ∆9-tetrahydrocannabinol (THC) with complementing methods. We investigated the suitability of (1)H NMR key signals for distinction of four chemotypes me...

Preparation and evaluation of molecularly imprinted polymer of olivetol for solid phase extraction.

Se Pu 31(6) , 587-95, (2013)

Molecularly imprinted polymer (MIP) was synthesized by bulk polymerization, using olivetol as template molecule, methyl acrylic acid (MAA) as monomer, ethylene glycol dimethacrylate (EDMA) as crosslinker, toluene and dodecanol as solvents. The resulted MIP wa...

Cannabidiol is a potent inhibitor of the catalytic activity of cytochrome P450 2C19.

Drug Metab. Pharmacokinet. 28(4) , 332-8, (2013)

The present study investigated the inhibitory effect of cannabidiol (CBD), a major constituent of marijuana, on the catalytic activity of cytochrome P450 2C19 (CYP2C19). (S)-Mephenytoin 4'-hydroxylase activities of human liver microsomes (HLMs) and recombinan...

Biotransformation of olivetol by Syncephalastrum racemosum.

J. Nat. Prod. 47(5) , 828-34, (1984)

A study of the biotransformation of olivetol by Syncephalastrum racemosum ATCC 18192 has led to the isolation of three metabolites, which were identified as 4'-hydroxy-olivetol, 3-(3,5-dihydroxyphenyl)-1-propanol, and 3-(3,5-dihydroxyphenyl)-1-propanoic acid....

Characterization of olivetol synthase, a polyketide synthase putatively involved in cannabinoid biosynthetic pathway.

FEBS Lett. 583(12) , 2061-6, (2009)

Alkylresorcinol moieties of cannabinoids are derived from olivetolic acid (OLA), a polyketide metabolite. However, the polyketide synthase (PKS) responsible for OLA biosynthesis has not been identified. In the present study, a cDNA encoding a novel PKS, olive...

Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the precursor of tetrahydrocannabinol.

FEBS Lett. 427(2) , 283-5, (1998)

A new enzyme, geranylpyrophosphate:olivetolate geranyltransferase (GOT), the first enzyme in the biosynthesis of cannabinoids could be detected in extracts of young leaves of Cannabis sativa. The enzyme accepts geranylpyrophosphate (GPP) and to a lesser degre...

In vitro and in vivo pharmacology of synthetic olivetol- or resorcinol-derived cannabinoid receptor ligands.

Br. J. Pharmacol. 149(4) , 431-40, (2006)

We have previously reported the development of CB-25 and CB-52, two ligands of CB1 and CB2 cannabinoid receptors. We assessed here their functional activity.The effect of the two compounds on forskolin-induced cAMP formation in intact cells or GTP-gamma-S bin...

Quantum mechanical and experimental oxidation studies of pentadecylresorcinol, olivetol, orcinol and resorcinol.

Free Radic. Res. 28(4) , 359-68, (1998)

Resorcinols (pentadecylresorcinol, olivetol, orcinol and resorcinol) exhibit antioxidant properties in liposomal systems. Antioxidant potency depends on the length of the alkyl chain. Pentadecylresorcinol has been demonstrated to be the most active antioxidan...

Analysis of olivetol in rabbit serum by high-performance liquid chromatography.

J. Chromatogr. A. 234(2) , 500-2, (1982)

Inhibition of the cataleptic effect of tetrahydrocannabinol by other constituents of Cannabis sativa L.

J. Pharm. Pharmacol. 40(2) , 132-4, (1988)

Tetrahydrocannabinol (THC) induced catalepsy in mice, whereas a cannabis oil (6.68% w/w THC), four cannabinoids and a synthetic mixture did not. Cannabinol (CBN) and olivetol inhibited THC-induced catalepsy in the mornings and the evenings, but cannabidiol (C...