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Merck
CN

57981

5-Nonadecylresorcinol

analytical standard

Synonym(s):

1,3-Dihydroxy-5-nonadecylbenzene, 5-Nonadecyl-1,3-benzenediol

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About This Item

Empirical Formula (Hill Notation):
C25H44O2
CAS Number:
35176-46-6
Molecular Weight:
376.62
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329758388
MDL number:
MFCD09743628
Beilstein/REAXYS Number:
2387022

Key Documents

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InChI

1S/C25H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-20-24(26)22-25(27)21-23/h20-22,26-27H,2-19H2,1H3

SMILES string

CCCCCCCCCCCCCCCCCCCc1cc(O)cc(O)c1

InChI key

PUNOCEUUYUXUGR-UHFFFAOYSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

General description

5-Nonadecylresorcinol is an alk(en)yl resorcinol belonging to the class of amphiphilic phenolic lipids, generally found in wheat, spelt, barley, rye, peas, ginkgo, mango peal/pulp, etc. It exhibits pharmacological properties such as anti-inflammatory, anti-carcinogenic and anti-microbial activities.

Application

5-Nonadecylresorcinol may be used as an analytical reference standard for the quantification of the analyte in fruits and rye grain using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH3932
BCCG3866
BCCC6536
BCBW4749
BCBV5940

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A Kozubek et al.
Biochimica et biophysica acta, 944(3), 465-472 (1988-10-20)
The effect of alk(en)ylresorcinol homologs (5-(n-nonadecyl)- and 5-(n-nonadecenyl)resorcinol) on the mobility of 5-doxyl- and 12-doxylstearate spin probes incorporated into DMPC, DMPC-cholesterol and erythrocyte membranes was studied. It was found that both homologs affect the properties of hydrophobic environment of the
Gas chromatographic analysis of alkylresorcinols in rye (Secale cereale L) grains
Ross BA, et al.
Journal of the Science of Food and Agriculture, 81(14), 1405-1411 (2001)
Jose Rodríguez-Morató et al.
Rapid communications in mass spectrometry : RCM, 34(14), e8805-e8805 (2020-04-17)
Consumption of whole grains is negatively associated with cardiovascular disease (CVD) risk but quantification of whole-grain intake is challenging. Alkylresorcinols (ARs) are biomarkers of whole-grain intake. Current methods for AR quantification involve a time-consuming multi-step separation process that hampers applicability
Development and validation of an HPLC method for the determination of alk (en) ylresorcinols using rapid ultrasound-assisted extraction of mango peels and rye grains
Geerkens.HC, et al.
Food Chemistry, 169, 261-269 (2015)
Yingdong Zhu et al.
Bioorganic & medicinal chemistry, 19(13), 3973-3982 (2011-06-11)
We and others have found that wheat bran oil is the active constituent in wheat bran for colon cancer prevention. However, the active components in wheat bran oil are still unknown. Using human colon cancer cells (HCT-116 and HT-29) as

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