heraclenin

heraclenin Basic information
Product Name:heraclenin
Synonyms:heraclenin;HERACLENIN (P);9-[[3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one;7H-Furo[3,2-g][1]benzopyran-7-one, 9-[[(2R)-3,3-dimethyl-2-oxiranyl]methoxy]-;Propylparahydroxybenzoatesodium;(R)-9-((3,3-Dimethyloxiran-2-yl)methoxy)-7H-furo[3,2-g]chromen-7-one
CAS:2880-49-1
MF:C16H14O5
MW:286.28
EINECS:200-258-5
Product Categories:
Mol File:2880-49-1.mol
heraclenin Structure
heraclenin Chemical Properties
Melting point 111℃
Boiling point 471.4±45.0 °C(Predicted)
density 1.320±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Powder
LogP1.680 (est)
Safety Information
MSDS Information
heraclenin Usage And Synthesis
DescriptionHeraclenin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Heraclenin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Heraclenin can be found in carrot, lemon, and wild carrot, which makes heraclenin a potential biomarker for the consumption of these food products.
UsesHeraclenin inhibits T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Heraclenin also induces apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways.
Biological FunctionsHeraclenin has anticoagulant, and anti-inflammatory activities, it also has mutagenicity in Chlamydomonas reinhardii. Heraclenin can induce apoptosis in Jurkat leukemia cells, it has a strong clastogenic effect . (+)-Heraclenin displays significant levels of antiplasmodial and moderate levels of antimicrobial activities.
Biological ActivityHeraclenin, a natural furanocoumarin, significantly inhibits T cell receptor-mediated proliferation in human primary T cells in a concentration-dependent manner by targeting nuclear factor of activated T-cells (NFAT).
in vitroHeraclenin, a furocoumarin with an epoxide group in its side chain, was analyzed to see if it induced structural chromosome aberrations and sister-chromatid exchanges (SCEs) in human lymphocytes in vitro. The results were compared directly with those of imperatorin, which differs from Heraclenin only in lacking an epoxide group. An equally strong clastogenic effect was found for both Heraclenin and imperatorin: the number of metaphases with breaks was increased in both cases by approximately a factor of 6. Heraclenin produced a considerable dose-dependent increase in the SCE rate, i.e., by about 60 induced SCEs/metaphase, whereas imperatorin induced only about 4 SCEs/metaphase.
targetImmunology & Inflammation related | Antifection
heraclenin Preparation Products And Raw materials
ANGELOL-B 6-ISOPENTENYLOXYISOBERGAPTEN WEDELOLACTONE 4-METHYLESCULETIN COLUMBIANETIN ACETATE 5,8-DIHYDROXYPSORALEN 5-Hydroxyxanthotoxin Columbianadin (S)-2-Oxiranylanisole BYAKANGELICOL Guaiacol glycidyl ether 1,2-EPOXY-3-(3-METHYLPHENOXYPROPANE) 2-ALLYLOXY-PHENOXYMETHYLOXIRANE 8-Methoxypsoralen heraclenin (2S)-3-(O-ALLYLOXYPHENOXY)-1,2-EPOXYPROPANE XANTHOTOXOL [[(dibromo-o-tolyl)oxy]methyl]oxirane

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