4-hydroxyderricin
(2E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
 
Notes:
from angelica keiskei.
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      55912-03-3 4-Hydroxyderricin 98%
      4-Hydroxyderricin is a chalcone with antibacterial, anti-cancer and anti-HIV activities.
       
       
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CAS Number: 55912-03-3Picture of molecule3D/inchi
FDA UNII: PF5YY4IV2O
Nikkaji Web: J361.087J
XlogP3-AA: 5.40 (est)
Molecular Weight: 338.40314000
Formula: C21 H22 O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
4-Hydroxyderricin 98%
Odor: characteristic
Use: 4-Hydroxyderricin is a chalcone with antibacterial, anti-cancer and anti-HIV activities.
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6438503
National Institute of Allergy and Infectious Diseases: Data
 (E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Chemidplus: 0055912033
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References:
 (E)-1-[2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6438503
Pubchem (sid): 135081157
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): Search
FooDB: FDB001598
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 ashitaba
Search Trop  Picture
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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
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Articles:
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).
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