546-43-0

Name	Alantolactone
CAS	546-43-0
EINECS(EC#)	208-899-3
Molecular Formula	C3H5NO2
MDL Number	MFCD00046915
Molecular Weight	87.08
MOL File	546-43-0.mol

Synonyms

[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 8b-hydroxy-4ah-eudesm-5-en-12-oic acid ALANTOLACETONE ALANTOLACTONE ALLANTOLACTONE HELENINE [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) helenin 4αH-Eudesma-5,11(13)-dien-12-oic acid, 8β-hydroxy-, γ-lactone (8CI) Alant camphor Alantolactone (6CI) Elecampane camphor Eupatal Helenin (7CI) Inula camphor Naphtho[2,3-b]furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-, (3aR,5S,8aR,9aR)- Naphtho[2,3-b]furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-, [3aR-(3aα,5β,8aβ,9aα)]- NSC 93131 [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

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
Odor	Peculiar sweet-minty, slightly woody odor
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. less more
LogP	3.380
CAS DataBase Reference	546-43-0(CAS DataBase Reference)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . less more
WGK Germany	3
HS Code	29322090

Hazard Information

Chemical Properties

Crystalline powder

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.

Uses

anthelmintic, antibacterial, antineoplastic

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.

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.

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.

Solubility in organics

Soluble in alcohol and essential oils

storage

Store at -20°C

Material Safety Data Sheet(MSDS)

Spectrum Detail

Supplier

Huzhou ZhanShu Biotechnology Co.,Ltd

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