Alantolactone

Synonym(s):(+)-Alantolactone.;3aR,5S,8aR,9aR)-3a,5,6,7,8,8a,9,9a-Octahydro-5,8a-dimethyl-3-methylene-naphtho[2,3-b]furan-2(3H)-one;Alant camphor;Elecampane camphor;Eupatal

CAS NO.：546-43-0
Empirical Formula: C15H20O2
Molecular Weight: 232.32
MDL number: MFCD00274568
EINECS: 208-899-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-06-04 15:28:53

What is Alantolactone?

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

The Uses of Alantolactone

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

The Uses of Alantolactone

anthelmintic, antibacterial, antineoplastic

The Uses of Alantolactone

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

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

Contact allergens

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.

Solubility in organics

Soluble in alcohol and essential oils

storage

Store at -20°C

Properties of Alantolactone

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
Odor	Peculiar sweet-minty, slightly woody odor
CAS DataBase Reference	546-43-0(CAS DataBase Reference)

Safety information for Alantolactone

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H317:Sensitisation, Skin
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P272:Contaminated work clothing should not be allowed out of the workplace. P280:Wear protective gloves/protective clothing/eye protection/face protection. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P501:Dispose of contents/container to..…