CAS 500-66-3|Olivetol

Introduction：Basic information about CAS 500-66-3|Olivetol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Olivetol BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles11
8. Synonyms

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	ChineseUSA	Flash Point	148.8±14.2 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	olivetol
Synonym	More Synonyms

Olivetol BiologicalActivity

Description	Olivetol is a naturally phenol found in lichens and produced by certain insects, acting as a competitive inhibitor of the cannabinoid receptors CB1 and CB2[3]. Olivetol also inhibits CYP2C19 and CYP2D6 activity, with IC50s of 15.3 μM, 7.21 μM and Kis of 2.71 μM, 2.87 μM, respectively[1][2].
Related Catalog	Signaling Pathways >>GPCR/G Protein >>Cannabinoid ReceptorSignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Research Areas >>Neurological DiseaseNatural Products >>Phenols
Target	IC50: 7.21 μM (CYP2D6)[2], 15.3 μM (CYP2C19)[1] Ki: 2.71 μM (CYP2C19)[1], 2.87 μM (CYP2D6)[2] CB1, CB2[3]
In Vitro	Olivetol inhibits the (S)-mephenytoin 4'-hydroxylase activity of CYP2C19 activity with an IC50 of 15.3 μM and a Ki of 2.71 μM[1]. Olivetol also inhibits AMMC O-demethylase activity of recombinant CYP2D6 with an IC50 of 7.21 μM and a Ki of 2.87 μM[2]. Olivetol is a competitive inhibitor of the cannabinoid receptors CB1 and CB2[3].
References	[1]. Jiang R, et al. Cannabidiol is a potent inhibitor of the catalytic activity of cytochrome P450 2C19. Drug Metab Pharmacokinet. 2013;28(4):332-8. [2]. Yamaori S, et al. Cannabidiol, a major phytocannabinoid, as a potent atypical inhibitor for CYP2D6. Drug Metab Dispos. 2011 Nov;39(11):2049-56. [3]. James J. Carberry , et al. Composition of Olivetol and Method of Use to Reduce or Inhibit the Effects of Tetrahydrocannabinol in the Human Body. US20170143644A1

Chemical & Physical Properties

Density	1.1±0.1 g/cm3
Boiling Point	313.3±12.0 °C at 760 mmHg
Melting Point	46-48ºC
Molecular Formula	C₁₁H₁₆O₂
Molecular Weight	180.243
Flash Point	148.8±14.2 °C
Exact Mass	180.115036
PSA	40.46000
LogP	3.35
Vapour Pressure	0.0±0.7 mmHg at 25°C
Index of Refraction	1.547
InChIKey	IRMPFYJSHJGOPE-UHFFFAOYSA-N
SMILES	CCCCCc1cc(O)cc(O)c1
Storage condition	Refrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VH2880000

CHEMICAL NAME :: Resorcinol, 5-pentyl-

CAS REGISTRY NUMBER :: 500-66-3

BEILSTEIN REFERENCE NO. :: 0908277

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C11-H16-O2

MOLECULAR WEIGHT :: 180.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 150 umol/L

REFERENCE :: FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 36,1748,1977

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36/39
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	VH2880000
HS Code	2907299090

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%

Articles11

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...

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 crosslin...

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...

Synonyms

1,3-Benzenediol, 5-pentyl-

MFCD00002293

5-pentylbenzene-1,3-diol

5-Pentyl-1,3-benzenediol

EINECS 207-908-8

Olivetol

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