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W258814

Sigma-Aldrich

4-(4-Hydroxyphenyl)-2-butanone

natural, ≥98%, FCC, FG

Synonym(s):

Frambione, NSC 26515, Raspberry ketone

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About This Item

Linear Formula:
HOC6H4CH2CH2COCH3
CAS Number:
5471-51-2
Molecular Weight:
164.20
FEMA Number:
2588
Beilstein/REAXYS Number:
776080
EC Number:
226-806-4
Council of Europe no.:
755
MDL number:
MFCD00002394
UNSPSC Code:
12164502
PubChem Substance ID:
24901172
Flavis number:
7.055
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

400

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

assay

≥98%

mp

81-85 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

berry; jam; raspberry; sweet

SMILES string

CC(=O)CCc1ccc(O)cc1

InChI

1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3

InChI key

NJGBTKGETPDVIK-UHFFFAOYSA-N

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Application


  • Sex-Specific Effects on Total Body Fat Gain with 4-Week Daily Dosing of Raspberry Ketone [4-(4-Hydroxyphenyl)-2-butanone] and Ketogenic Diet in Mice.: This research investigates the effects of daily dosing of raspberry ketone on body fat and metabolic health, providing insights into gender-specific responses and potential therapeutic uses of raspberry ketone for obesity and metabolic syndrome (Hao L et al., 2023).

  • Metabolic gene signature in white adipose tissue of oral doses raspberry ketone [4-(4-hydroxyphenyl)-2-butanone] that prevent diet-induced weight gain and induce loss of righting reflex.: This study delves into the molecular mechanisms through which raspberry ketone influences weight management and metabolic health, highlighting its potential applications in nutraceuticals and metabolic research (Kshatriya D et al., 2023).

  • Reduced Body Fat and Epididymal Adipose Apelin Expression Associated With Raspberry Ketone [4-(4-Hydroxyphenyl)-2-Butanone] Weight Gain Prevention in High-Fat-Diet Fed Mice.: Demonstrates the bioactive properties of raspberry ketone in modulating fat metabolism and adipose tissue function, offering a potential strategy for combating obesity and related metabolic disorders (Hao L et al., 2021).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Pedapudi et al.
Biotechnology progress, 16(3), 346-349 (2000-06-03)
Production levels of p-coumaric acid (p-CA), p-hydroxyphenylbut-3-ene-2-one (benzalacetone), and p-hydroxyphenyl-2-butanone (raspberry ketone) were measured in raspberry cell suspension cultures to investigate metabolite dynamics in a short (two-step) pathway. Intracellular concentrations of benzalacetone and the raspberry ketone fluctuated during the time
H Zorn et al.
Applied and environmental microbiology, 69(1), 367-372 (2003-01-07)
Submerged cells of the basidiomycete Nidula niveo-tomentosa, a microbial producer of 4-(4-hydroxyphenyl)-butan-2-one, were supplemented with (13)C-labeled L-phenylalanines and with [1-(13)C]glucose. Labeled transformation products were detected by a novel method of analyzing stable isotope-labeled metabolites, gas chromatography (GC) coupled to an
Naoaki Harada et al.
Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society, 18(4), 335-344 (2008-03-07)
Sensory neurons release calcitonin gene-related peptide (CGRP) on activation. We recently reported that topical application of capsaicin increases facial skin elasticity and promotes hair growth by increasing dermal insulin-like growth factor-I (IGF-I) production through activation of sensory neurons in mice
Kyoung Sik Park
Planta medica, 76(15), 1654-1658 (2010-04-29)
Raspberry ketone (RK) is a natural phenolic compound of the red raspberry. The dietary administration of RK to male mice has been reported to prevent high-fat diet-induced elevation in body weight and to increase lipolysis in white adipocytes. To elucidate
Chie Morimoto et al.
Life sciences, 77(2), 194-204 (2005-05-03)
Raspberry ketone (4-(4-hydroxyphenyl) butan-2-one; RK) is a major aromatic compound of red raspberry (Rubus idaeus). The structure of RK is similar to the structures of capsaicin and synephrine, compounds known to exert anti-obese actions and alter the lipid metabolism. The
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