Alantolactone CAS 546-43-0

Introduction:Basic information about Alantolactone CAS 546-43-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

Alantolactone Chemical Properties

Melting point 78-79 C
alpha D +175° (chloroform)
Boiling point 275 C
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
OdorPeculiar sweet-minty, slightly woody odor
InChIInChI=1S/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+/m0/s1
InChIKeyPXOYOCNNSUAQNS-AGNJHWRGSA-N
SMILESO1C(=O)C(=C)[C@@]2([H])C=C3[C@@](C)(C[C@@]12[H])CCC[C@@H]3C
LogP3.380
CAS DataBase Reference546-43-0(CAS DataBase Reference)

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
Storage Class11 - Combustible Solids
Hazard ClassificationsSkin Sens. 1

Alantolactone Usage And Synthesis

DescriptionThe allergen eudesmanolide sesquiterpene lactone wasisolated from elecampane (Inula helenium L.). Withdehydrocostuslactone and costunolide, it is a componentof the (sesquiterpene) lactone-mix, used to detectsensitization to Compositae.
Chemical PropertiesCrystalline powder
Usesanthelmintic, antibacterial, antineoplastic
UsesAlantolactone is sesquiterpene lactone that possesses anti-inflammatory property. Alantolactone have been studied to be developed as a novel agent against human liver cancer.
UsesAlantolactone 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
DefinitionChEBI: 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 DescriptionThis 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 ActionsAlantolactone 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 allergensThe allergen eudesmanolide sesquiterpene lactone wasisolated from elecampane (Inula helenium L.). Withdehydrocostuslactone and costunolide, it is a componentof the (sesquiterpene) lactone mix used to detectsensitization to Compositae-Asteraceae.
Solubility in organicsSoluble in alcohol and essential oils
storageStore at -20°C

Alantolactone Preparation Products And Raw materials

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