2880-49-1 Usage
Description
Heraclenin is a member of the class of compounds known as psoralens, which are organic compounds containing a psoralen moiety consisting of a furan fused to a chromenone to form 7H-furo[3,2-g]chromen-7-one. It 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, making it a potential biomarker for the consumption of these food products.
Uses
Used in Pharmaceutical Applications:
Heraclenin is used as an immunosuppressive agent for its ability to inhibit T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. This property makes it a potential candidate for the treatment of autoimmune diseases and transplantation.
Used in Cancer Research:
Heraclenin is used as an apoptosis inducer in cancer research. It induces DNA fragmentation at the G2/M phases of the cell cycle, which is a different mechanism compared to other structurally similar compounds like imperatorin. This unique mechanism of action can be valuable in studying and developing targeted cancer therapies.
Used in Food Industry:
Heraclenin is used as a biomarker for the consumption of food products such as carrot, lemon, and wild carrot. Its presence in these foods can help in determining the intake of these items and their potential health benefits or risks.
Used in Analytical Chemistry:
Heraclenin's unique chemical properties and presence in specific food products make it useful in analytical chemistry for the development of methods to detect and quantify its presence, which can be applied in food safety and quality control.
Biological Functions
Heraclenin 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 Activity
Heraclenin, 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 vitro
Heraclenin, 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.
Check Digit Verification of cas no
The CAS Registry Mumber 2880-49-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,8 and 0 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2880-49:
(6*2)+(5*8)+(4*8)+(3*0)+(2*4)+(1*9)=101
101 % 10 = 1
So 2880-49-1 is a valid CAS Registry Number.
InChI:InChI=1/C16H14O5/c1-16(2)11(21-16)8-19-15-13-10(5-6-18-13)7-9-3-4-12(17)20-14(9)15/h3-7,11H,8H2,1-2H3/t11-/m1/s1