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Alantolactone

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Alantolactone Basic information

Product Name:
Alantolactone
Synonyms:
  • HELENINE
  • 8b-hydroxy-4ah-eudesm-5-en-12-oic acid
  • ALLANTOLACTONE
  • ALANTOLACETONE
  • ALANTOLACTONE
  • [3ar-(3aa,5b,8ab,9aa)]-3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylenenaphtho-[2,3-b]furan-2(3h)-one
  • [3aR-(3aalpha,5beta,8abeta,9aalpha)]-3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one
  • Alantolactone (Helenin)
CAS:
546-43-0
MF:
C15H20O2
MW:
232.32
EINECS:
208-899-3
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Alkaloids
  • chiral
Mol File:
546-43-0.mol
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Alantolactone Chemical Properties

Melting point:
78-79 C
Boiling point:
275 C
alpha 
D +175° (chloroform)
Density 
1.0610 (rough estimate)
refractive index 
1.4360 (estimate)
storage temp. 
-20°C
solubility 
DMSO: soluble15mg/mL (clear solution)
form 
powder
color 
white to beige
LogP
3.380
CAS DataBase Reference
546-43-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-43
Safety Statements 
26-36-36/37-24/25
WGK Germany 
3
HS Code 
29322090

MSDS

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Alantolactone Usage And Synthesis

Description

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.

Chemical Properties

Crystalline powder

Uses

anthelmintic, antibacterial, antineoplastic

Uses

Alantolactone has been used:

  • in cell viability assay
  • to examine the percentage of multicentrosomal mitosis in low and high passage human embryonic stem cells (hESC)
  • in assessment of degranulation

Uses

Alantolactone is sesquiterpene lactone that possesses anti-inflammatory property. Alantolactone have been studied to be developed as a novel agent against human liver cancer.

Definition

ChEBI: A sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

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.

storage

Store at -20°C

AlantolactoneSupplier

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