4-hydroxyderricin

(2E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

CAS: 55912-03-3 C21 H22 O4 MW: 338.40314000

Identification

Name4-hydroxyderricin
CAS Number55912-03-3
FDA UNIIPF5YY4IV2O
Molecular FormulaC21 H22 O4
Molecular Weight338.40314000
Nikkaji NumberJ361.087J

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 ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 4-hydroxyderricin usage levels up tonot for fragrance use.
Recommendation for 4-hydroxyderricin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

ashitaba

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).