yakuchinone-A
3-heptanone, 1-(4-hydroxy-3-methoxyphenyl)-7-phenyl-
Identification
| Name | yakuchinone-A |
| IUPAC | 1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptan-3-one |
| CAS Number | 78954-23-1 |
| FDA UNII | 2X58Y9JC7L |
| Molecular Formula | C20 H24 O3 |
| Molecular Weight | 312.40888000 |
| Nikkaji Number | J576.152B |
| XlogP3 | 3.60 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 495.80 °C. @ 760.00 mm Hg (est) |
| Flash Point | 346.00 °F. TCC ( 174.30 °C. ) (est) |
| logP (o/w) | 3.720 (est) |
| Soluble in | water, 1.521 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for yakuchinone-A usage levels up to | not for fragrance use. |
| Recommendation for yakuchinone-A flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
3-
heptanone, 1-(4-hydroxy-3-methoxyphenyl)-7-phenyl-
1-(4-
hydroxy-3-methoxyphenyl)-7-phenylheptan-3-one
1-(4'-
hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone
yakuchinone A
PubMed:
Identification of known chemicals and their metabolites from Alpinia oxyphylla fruit extract in rat plasma using liquid chromatography/tandem mass spectrometry (LC-MS/MS) with selected reaction monitoring.
PubMed:
Different accumulation profiles of multiple components between pericarp and seed of Alpinia oxyphylla capsular fruit as determined by UFLC-MS/MS.
PubMed:
Validated method to measure yakuchinone A in plasma by LC-MS/MS and its application to a pharmacokinetic study in rats.
PubMed:
Antioxidant, anti-adipocyte differentiation, antitumor activity and anthelmintic activities against Anisakis simplex and Hymenolepis nana of yakuchinone A from Alpinia oxyphylla.
PubMed:
Quantitative analysis of the major constituents in Chinese medicinal preparation SuoQuan formulae by ultra fast high performance liquid chromatography/quadrupole tandem mass spectrometry.
PubMed:
Two new antioxidant diarylheptanoids from the fruits of Alpinia oxyphylla.
PubMed:
Anti-diarrheal constituents of Alpinia oxyphylla.
PubMed:
Two new natural products from the fruits of Alpinia oxyphylla with inhibitory effects on nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophage cells.
PubMed:
[Studies on chemical constituents in fruit of Alpinia oxyphylla].
PubMed:
Inhibition of mouse skin tumor promotion by anti-inflammatory diarylheptanoids derived from Alpinia oxyphylla Miquel (Zingiberaceae).
PubMed:
Effects of yakuchinone A and yakuchinone B on the phorbol ester-induced expression of COX-2 and iNOS and activation of NF-kappaB in mouse skin.
PubMed:
Insecticidal diarylheptanoid from Alpinia oxyphylla against larvae of Drosophila melanogaster.
PubMed:
Molecular mechanisms of chemopreventive effects of selected dietary and medicinal phenolic substances.
PubMed:
Anti-tumor promoting potential of naturally occurring diarylheptanoids structurally related to curcumin.
PubMed:
Tyrosinase inhibitors from crude drugs.
PubMed:
Inhibition of prostaglandin and leukotriene biosynthesis by gingerols and diarylheptanoids.
PubMed:
Suppression of spontaneous calcium spikes and contraction in isolated portal veins of mice by gingerols and chemically related compounds.
PubMed:
Inhibition of 5-hydroxy-eicosatetraenoic acid (5-HETE) formation in intact human neutrophils by naturally-occurring diarylheptanoids: inhibitory activities of curcuminoids and yakuchinones.
PubMed:
Isolation of a cardiotonic principle from Alpinia oxyphylla.