4-(4-Hydroxyphenyl)-2-butanone - CAS 5471-51-2

Technical Data

IUPAC Name:	4-(4-hydroxyphenyl)butan-2-one
Description:	4-(4-Hydroxyphenyl)-2-butanone is a natural compound found in the fruits of red raspberry (Rubus idaeus). It prevents and improves obesity and fatty liver by increasing norepinephrine-induced lipolysis in white adipocytes, it also can increase the fatty acid oxidation and suppressed lipid accumulation in 3T3-L1 adipocytes. 4-(4-Hydroxyphenyl)-2-butanone has anti-melanogenic activity, it could be used in cosmetics material.
Molecular Weight:	164.20
Molecular Formula:	C10H12O2
Canonical SMILES:	CC(=O)CCC1=CC=C(C=C1)O
InChI:	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
Boiling Point:	200 °C
Melting Point:	82-84°C
Flash Point:	122.9°C
Purity:	> 98 %
Density:	1.088 g/cm³
Appearance:	Powder
Storage:	Store in a tightly closed container. Store in a cool, dry area away from incompatible substances.
Decomposition:	When heated to decomposition it emits acrid smoke and irritating fumes
MDL:	MFCD00002394
LogP:	1.91380
Quality Standard:	Enterprise Standard
Refractive Index:	1.535
Stability:	Stable under normal temperatures and pressures.
Vapor Pressure:	5.7X10-4 mm Hg at 25 °C (est)

GHS Hazard Statement:	H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement:	P264, P270, P301+P312, P330, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-113475706-A	Low-fat egg-coated sauce and preparation method thereof	20210719
CN-113349415-A	Preparation of low-temperature fraction for improving smoking quality and application of low-temperature fraction in heating cigarettes	20210714
CN-113349416-A	Preparation of tobacco flavor capable of adjusting smoke and application of tobacco flavor in heating cigarettes	20210714
CN-113349413-A	Preparation of aroma-enhancing harm-reducing low-temperature fraction and application thereof in cigarette heating	20210713
CN-113349414-A	Preparation of low-temperature fraction with aroma enhancement function and application of low-temperature fraction in cigarette heating	20210713

PMID	Publication Date	Title	Journal
28219012	20170320	Tyrosinase-Catalyzed Oxidation of the Leukoderma-Inducing Agent Raspberry Ketone Produces (E)-4-(3-Oxo-1-butenyl)-1,2-benzoquinone: Implications for Melanocyte Toxicity	Chemical research in toxicology
26867644	20160401	Rhododenol and raspberry ketone impair the normal proliferation of melanocytes through reactive oxygen species-dependent activation of GADD45	Toxicology in vitro : an international journal published in association with BIBRA
22928297	20120801	Trap capture of three economically important fruit fly species (Diptera: Tephritidae): evaluation of a solid formulation containing multiple male lures in a Hawaiian coffee field	Journal of economic entomology
22551412	20120501	Raspberry ketone protects rats fed high-fat diets against nonalcoholic steatohepatitis	Journal of medicinal food
21802408	20110819	Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits	Biochemical and biophysical research communications

Complexity:	146
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	164.083729621
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	164.083729621
Rotatable Bond Count:	3
Topological Polar Surface Area:	37.3 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.5