4-hydroxyderricin
(2E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Identification
| Name | 4-hydroxyderricin |
| CAS Number | 55912-03-3 |
| FDA UNII | PF5YY4IV2O |
| Molecular Formula | C21 H22 O4 |
| Molecular Weight | 338.40314000 |
| Nikkaji Number | J361.087J |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 542.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 375.00 °F. TCC ( 190.80 °C. ) (est) |
| logP (o/w) | 5.840 (est) |
| Soluble in | water, 0.2492 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 4-hydroxyderricin usage levels up to | not for fragrance use. |
| Recommendation for 4-hydroxyderricin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(2E)-1-[2-
hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
(E)-1-[2-
hydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
PubMed:
Bioassay-guided isolation and identification of anti-platelet-active compounds from the root of Ashitaba (Angelica keiskei Koidz.).
PubMed:
Chalcones suppress fatty acid-induced lipid accumulation through a LKB1/AMPK signaling pathway in HepG2 cells.
PubMed:
Study on structural and spectral properties of isobavachalcone and 4-hydroxyderricin by computational method.
PubMed:
Inhibitory Effects of 4-Hydroxyderricin and Xanthoangelol on Lipopolysaccharide-Induced Inflammatory Responses in RAW264 Macrophages.
PubMed:
Xanthoangelol and 4-Hydroxyderricin Are the Major Active Principles of the Inhibitory Activities against Monoamine Oxidases on Angelica keiskei K.
PubMed:
4-Hydroxyderricin and xanthoangelol from Ashitaba (Angelica keiskei) suppress differentiation of preadiopocytes to adipocytes via AMPK and MAPK pathways.
PubMed:
Target profiling of 4-hydroxyderricin in S. aureus reveals seryl-tRNA synthetase binding and inhibition by covalent modification.
PubMed:
The inhibitory effects of representative chalcones contained in Angelica keiskei on melanin biosynthesis in B16 melanoma cells.
PubMed:
Six new chalcones from Angelica keiskei inducing adiponectin production in 3T3-L1 adipocytes.
PubMed:
Absorption and metabolism of 4-hydroxyderricin and xanthoangelol after oral administration of Angelica keiskei (Ashitaba) extract in mice.
PubMed:
Application of mixture analysis to crude materials from natural resources (III): NMR spectral studies to analyze chalcones from Angelica keiskei.
PubMed:
Cytotoxic activities and anti-tumor-promoting effects of microbial transformation products of prenylated chalcones from Angelica keiskei.
PubMed:
A deuterium-labelling mass spectrometry-tandem diode-array detector screening method for rapid discovery of naturally occurring electrophiles.
PubMed:
4-Hydroxyderricin from Angelica keiskei roots induces caspase-dependent apoptotic cell death in HL60 human leukemia cells.
PubMed:
The role of chalcones in suppression of NF-κB-mediated inflammation and cancer.
PubMed:
Prenylated chalcones 4-hydroxyderricin and xanthoangelol stimulate glucose uptake in skeletal muscle cells by inducing GLUT4 translocation.
PubMed:
Antidiabetic activities of chalcones isolated from a Japanese Herb, Angelica keiskei.
PubMed:
Beneficial effect of xanthoangelol, a chalcone compound from Angelica keiskei, on lipid metabolism in stroke-prone spontaneously hypertensive rats.
PubMed:
Beneficial effect of laserpitin, a coumarin compound from Angelica keiskei, on lipid metabolism in stroke-prone spontaneously hypertensive rats.
PubMed:
Hypotensive and lipid regulatory actions of 4-hydroxyderricin, a chalcone from Angelica keiskei, in stroke-prone spontaneously hypertensive rats.
PubMed:
Antitumor and antimetastatic activities of 4-hydroxyderricin isolated from Angelica keiskei roots.
PubMed:
Artery relaxation by chalcones isolated from the roots of Angelica keiskei.
PubMed:
Antibacterial activity of two chalcones, xanthoangelol and 4-hydroxyderricin, isolated from the root of Angelica keiskei KOIDZUMI.
PubMed:
Anti-tumor-promotion by principles obtained from Angelica keiskei.
PubMed:
Inhibition of gastric H+, K(+)-ATPase by chalcone derivatives, xanthoangelol and 4-hydroxyderricin, from Angelica keiskei Koidzumi.
PubMed:
New prenylated chalcones from Lonchocarpus neuroscapha Benth. (Cordoa piaca).