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178519

Sigma-Aldrich

4-(4-Hydroxyphenyl)-2-butanone

99%

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
Beilstein:
776080
EC Number:
226-806-4
MDL number:
MFCD00002394
UNSPSC Code:
12352100
PubChem Substance ID:
24850752
NACRES:
NA.22

Assay

99%

form

solid

mp

81-85 °C (lit.)

solubility

95% ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan

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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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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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Danyue Zhao et al.
Molecular nutrition & food research, 64(8), e1900907-e1900907 (2020-02-14)
Raspberry ketone (RK) is the primary aroma compound in red raspberries and a dietary supplement for weight loss. This work aims to 1) compare RK bioavailability in male versus female, normal-weight versus obese mice; 2) characterize RK metabolic pathways. Study
Tomoyo Takata et al.
Journal of medicinal food, 17(3), 332-338 (2014-01-11)
The decrease in the bone mass associated with osteoporosis caused by ovariectomy, aging, and other conditions is accompanied by an increase in bone marrow adipose tissue. The balance between osteoblasts and adipocytes is influenced by a reciprocal relationship. The development
Jian Su et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 36(8), 1267-1270 (2014-02-25)
To study the chemical constituents in the needles of Taxus cuspidata collected from Japan. Chemical constituents were isolated by column chromatography, TLC and preparative HPLC. The structures were identified on the basis of NMR spectral analysis. Six non-taxoids were isolated
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
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