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Merck
CN

152633

Olivetol

95%

Synonym(s):

1,3-Dihydroxy-5-pentylbenzene, 3,5-Dihydroxyamylbenzene, 5-Pentylresorcinol

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About This Item

Linear Formula:
CH3(CH2)4C6H3-1,3-(OH)2
CAS Number:
500-66-3
Molecular Weight:
180.24
NACRES:
NA.22
PubChem Substance ID:
24849242
UNSPSC Code:
12352100
EC Number:
207-908-8
MDL number:
MFCD00002293

Key Documents

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Product Name

Olivetol, 95%

InChI key

IRMPFYJSHJGOPE-UHFFFAOYSA-N

InChI

1S/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3

SMILES string

CCCCCc1cc(O)cc(O)c1

assay

95%

form

solid

mp

46-48 °C (lit.)

Quality Level

200

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Application

Olivetol was used as a template molecule in the synthesis of molecularly imprinted polymer (MIP). It was also used as an inhibitor of (S)-mephenytoin 4′-hydroxylase activity of recombinant CYP2C19.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1B - STOT SE 1 Oral - STOT SE 2 Oral

target_organs

Central nervous system,Blood, Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK3927
MKCJ9089
MKCJ5839
MKCG1427
MKBZ9024V

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M G Cascio et al.
British journal of pharmacology, 149(4), 431-440 (2006-09-06)
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 binding
M Fellermeier et al.
FEBS letters, 427(2), 283-285 (1998-06-02)
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 degree also nerylpyrophosphate (NPP) as a
Yafeng Jin et al.
Se pu = Chinese journal of chromatography, 31(6), 587-595 (2013-09-26)
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 was characterized by the equilibrium binding
E A Formukong et al.
Inflammation, 12(4), 361-371 (1988-08-01)
Two extracts of Cannabis sativa herb, one being cannabinoid-free (ethanol) and the other containing the cannabinoids (petroleum), were shown to inhibit PBQ-induced writhing in mouse when given orally and also to antagonize tetradecanoylphorbol acetate (TPA)-induced erythema of mouse skin when
E A Formukong et al.
The Journal of pharmacy and pharmacology, 40(2), 132-134 (1988-02-01)
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 (CBD) exhibited this effect
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