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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:
Molecular Weight:
164.20
FEMA Number:
2588
Beilstein:
776080
EC Number:
Council of Europe no.:
755
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.055
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

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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Related Categories

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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
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
Daniela E Taupp et al.
Mycologia, 100(4), 529-538 (2008-10-07)
Exposition to UV-A light stimulated the growth and synthesis of raspberry ketone in submerged cultures of the basidiomycete Nidula niveotomentosa. To investigate the fungus' response to UV-A light differentially expressed proteins were identified by means of 2D-electrophoresis. Light induced proteins
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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