546-43-0 Usage
Description
Alantolactone is a naturally occurring sesquiterpene lactone that is primarily found in the Inula helenium L. plant, commonly known as elecampane. It is a crystalline powder with potent biological activities, including anti-inflammatory, anthelmintic, antibacterial, and antineoplastic properties. Alantolactone has been studied for its potential use in the development of novel agents against human liver cancer and is also used as a primary reference substance with assigned absolute purity.
Uses
Used in Pharmaceutical Industry:
Alantolactone is used as an anthelmintic agent for its ability to combat parasitic worms, particularly in the treatment of helminthic infections.
Used in Antimicrobial Applications:
Alantolactone is used as an antibacterial agent due to its ability to inhibit the growth of certain bacteria, making it a potential candidate for the development of new antibiotics.
Used in Anticancer Applications:
Alantolactone is used as an antineoplastic agent, particularly in the development of novel treatments against human liver cancer. Its anti-inflammatory property makes it a promising candidate for cancer therapy.
Used in Cell Viability Assays:
Alantolactone is used as a tool in cell viability assays to examine the percentage of multicentrosomal mitosis in low and high passage human embryonic stem cells (hESC), providing valuable insights into stem cell biology and potential therapeutic applications.
Used in Assessment of Degranulation:
Alantolactone is used in the assessment of degranulation, a process that occurs in certain immune cells, such as mast cells and neutrophils, which release their granule contents as a response to various stimuli. This application can help in understanding the role of Alantolactone in immune response and inflammation.
Biochem/physiol Actions
Alantolactone is a sesquiterpene lactone disrupts the Cripto-1/ActRII complexes, resulting in an induction of activin/SMAD3 signaling. Alantolactone inhibits proliferation in cancer cells with no affect on normal cells.
Contact allergens
The allergen eudesmanolide sesquiterpene lactone was
isolated from elecampane (Inula helenium L.). With
dehydrocostuslactone and costunolide, it is a component
of the (sesquiterpene) lactone mix used to detect
sensitization to Compositae-Asteraceae.
Check Digit Verification of cas no
The CAS Registry Mumber 546-43-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 546-43:
(5*5)+(4*4)+(3*6)+(2*4)+(1*3)=70
70 % 10 = 0
So 546-43-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m1/s1
546-43-0Relevant articles and documents
An Annelation Approach to the Synthesis of Eudesmane and Elemane Sesquiterpene Lactones. Total Synthesis of dl-Dihydrocallitrisin, dl-7,8-Epialantolactone, dl-7,8-Epiisoalantolactone, and dl-Atractylon
Schultz, Arthur G.,Godfrey, Jollie D.
, p. 2414 - 2428 (2007/10/02)
An annelation approach to the synthesis of eudesmane sesquiterpenes is described.The 1,6-annelation reagent α-carbomethoxy-β-methyl-γ-methylidene-Δα,β-butenolide (1) is used to construct the linear tricyclic lactone 2,5,6,7,8,8a,9,9aβ-octahydro-8aβ-methyl-2-oxonaphthofuran-3-carboxylic acid methyl ester (2).The conversion of 2 to dl-dihydrocallitrisin (3), dl-7,8-epialantolactone (4), dl-7,8-epiisoalantolactone (5), and dl-atractylon (6) is detailed.Studies directed toward synthesis of the elemane sesquiterpene lactones vernomenin and vernolepin also are presented.
