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152633

Sigma-Aldrich

Olivetol

95%

Synonym(s):

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

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1 G
$62.51

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$62.51

About This Item

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

$62.51

List Price$65.80
Web-Only Promotion

Available to ship onApril 22, 2025Details

Request a Bulk Order

Quality Level

200

assay

95%

form

solid

mp

46-48 °C (lit.)

SMILES string

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

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Application

Olivetol was used as a template molecule in the synthesis of molecularly imprinted polymer (MIP)[1]. It was also used as an inhibitor of (S)-mephenytoin 4′-hydroxylase activity of recombinant CYP2C19[2].

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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_germany

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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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
Lewis J Kearsey et al.
The FEBS journal, 287(8), 1511-1524 (2019-10-13)
In the native pathway to therapeutic cannabinoid biosynthesis in Cannabis sativa, the three-step production of a key intermediate, olivetolic acid, is catalysed by the enzymes tetraketide synthase (TKS; linear tetraketide intermediate production in two stages) and olivetolic acid cyclase (OAC; final
Analysis of olivetol in rabbit serum by high-performance liquid chromatography.
D Rauls et al.
Journal of chromatography, 234(2), 500-502 (1982-01-15)
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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