
CAS Number500-66-3
SynonymsMFCD00002293; 5-pentylbenzene-1,3-diol; 5-Pentyl-1,3-benzenediol; EINECS 207-908-8; Olivetol
Molecular FormulaCH3(CH2)4C6H3-1,3-(OH)2
Molecular Weight180.24
Purity95%
Density1.1±0.1 g/cm3
Boiling Point313.3±12.0 °C at 760 mmHg
Melting Point46-48 °C (lit.)
Appearancesolid
EINECS207-908-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 500-66-3 |
| Catalog No. | 2A-9022310 |
| Chinese Name | 5-戊基间苯二酚 |
| Synonyms | MFCD00002293; 5-pentylbenzene-1,3-diol; 5-Pentyl-1,3-benzenediol; EINECS 207-908-8; Olivetol |
| Molecular Formula | CH3(CH2)4C6H3-1,3-(OH)2 |
| Molecular Weight | 180.24 |
| Purity | 95 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 313.3±12.0 °C at 760 mmHg |
| Melting Point | 46-48 °C (lit.) |
| Appearance | solid |
| Storage Condition | Refrigerator |
| Application | Olivetol is a natural polyphenolic compound found in lichens or produced by some insects [3]. Olivetol competitively inhibits the cannabinoid receptors CB1 and CB2, inhibits the activity of CYP2C19 an |
| EINECS | 207-908-8 |
| HTC | 2907299090 |
| PubChem ID | 24849242 |
| MDL Number | MFCD00002293 |
| SMILES | CCCCCc1cc(O)cc(O)c1 |
| InChI | 1S/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3 |
| InChI Key | IRMPFYJSHJGOPE-UHFFFAOYSA-N |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| Hazard Symbols | Transport |
| MSDS | msds/22310_1_500_66_3.pdf |
| Bioactivity | 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 Receptor Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Neurological Disease Natural 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 |
| Use of | Properties Articles11 Name olivetol Synonym More Synonyms Olivetol Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> Cannabinoid Receptor Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Neurological Disease Natural Products >> Phenols References [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 Molecular Formula C11H16O2 Exact Mass 180.115036 PSA 40.46000 Index of Refraction 1.547 InChIKey IRMPFYJSHJGOPE-UHFFFAOYSA-N Storage condition Refrigerator |
| Tax Rebate | 9.0% |
| Supervision | A. Customs clearance form for inbound goods B. Customs clearance form for outbound goods |
| Inspection | R. Imported food hygiene supervision and inspection S. Export food hygiene supervision and inspection M. Imported commodity inspection N. Exported commodity inspection |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| Dihydroterpineol | 498-81-7 | 2A-9022292 |
| Nipecotic acid | 498-95-3 | 2A-9022294 |
| 5-Isopropyl-2-methylphenol | 499-75-2 | 2A-9022300 |
| Nordihydroguaiaretic acid | 500-38-9 | 2A-9022307 |
| Yangonin | 500-62-9 | 2A-9022308 |
| 5-Heptylresorcinol | 500-67-4 | 2A-9022311 |
| 3,5-Dimethoxyphenol | 500-99-2 | 2A-9022312 |
| Cidofovir hydrate | 149394-66-1 | 2A-9022315 |
| Benzyl chloroformate | 501-53-1 | 2A-9022317 |
| Diphenylacetylene | 501-65-5 | 2A-9022318 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA