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Rhapontigenin

CAS No.:
500-65-2
Catalog Number:
AG003C0U
Molecular Formula:
C15H14O4
Molecular Weight:
258.2693
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$157
- +
100mg
>98.0%(GC)
1 week
United States
$417
- +
Product Description
Catalog Number:
AG003C0U
Chemical Name:
Rhapontigenin
CAS Number:
500-65-2
Molecular Formula:
C15H14O4
Molecular Weight:
258.2693
MDL Number:
MFCD00017718
IUPAC Name:
5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol
InChI:
InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
InChI Key:
PHMHDRYYFAYWEG-NSCUHMNNSA-N
SMILES:
COc1ccc(cc1O)/C=C/c1cc(O)cc(c1)O
Properties
Complexity:
295  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
258.089g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
258.273g/mol
Monoisotopic Mass:
258.089g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
69.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.1  
Literature
Title Journal
Pharmacokinetics, bioavailability and metabolism of rhaponticin in rat plasma by UHPLC-Q-TOF/MS and UHPLC-DAD-MSn. Bioanalysis 20120301
Assessment for the light-induced cis-trans isomerization of rhapontigenin and its glucoside rhaponticin by capillary electrophoresis and spectrometric methods. Journal of chromatography. A 20110826
Rhapontigenin inhibited hypoxia inducible factor 1 alpha accumulation and angiogenesis in hypoxic PC-3 prostate cancer cells. Biological & pharmaceutical bulletin 20110101
Evaluation of the antibacterial activity of rhapontigenin produced from rhapontin by biotransformation against Propionibacterium acnes. Journal of microbiology and biotechnology 20100101
Subtype-specific activation of estrogen receptors by a special extract of Rheum rhaponticum (ERr 731), its aglycones and structurally related compounds in U2OS human osteosarcoma cells. Phytomedicine : international journal of phytotherapy and phytopharmacology 20071101
Rhapontigenin from Rheum undulatum protects against oxidative-stress-induced cell damage through antioxidant activity. Journal of toxicology and environmental health. Part A 20070701
Suppression of human monocyte tissue factor induction by red wine phenolics and synthetic derivatives of resveratrol. Thrombosis research 20070101
Activation of estrogen receptor-beta by a special extract of Rheum rhaponticum (ERr 731), its aglycones and structurally related compounds. The Journal of steroid biochemistry and molecular biology 20070101
Protective effect of rhubarb derivatives on amyloid beta (1-42) peptide-induced apoptosis in IMR-32 cells: a case of nutrigenomic. Brain research bulletin 20061211
Pharmacokinetics of selected stilbenes: rhapontigenin, piceatannol and pinosylvin in rats. The Journal of pharmacy and pharmacology 20061101
Pharmacometrics of stilbenes: seguing towards the clinic. Current clinical pharmacology 20060101
Preparative enzymatic synthesis and HPLC analysis of rhapontigenin: applications to metabolism, pharmacokinetics and anti-cancer studies. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20050822
Synthesis and biological evaluation of resveratrol and analogues as apoptosis-inducing agents. Journal of medicinal chemistry 20030731
Mechanism-based inhibition of human cytochrome P450 1A1 by rhapontigenin. Drug metabolism and disposition: the biological fate of chemicals 20010401
Properties