ChemicalBook--->CAS DataBase List--->546-43-0

546-43-0

546-43-0 Structure

546-43-0 Structure
IdentificationMore
[Name]

Alantolactone
[CAS]

546-43-0
[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
[EINECS(EC#)]

208-899-3
[Molecular Formula]

C3H5NO2
[MDL Number]

MFCD00046915
[Molecular Weight]

87.08
[MOL File]

546-43-0.mol
Chemical PropertiesBack Directory
[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
[InChI]

InChI=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
[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.
[InChIKey]

PXOYOCNNSUAQNS-AGNJHWRGSA-N
[SMILES]

O1C(=O)C(=C)[C@@]2([H])C=C3[C@@](C)(C[C@@]12[H])CCC[C@@H]3C
[LogP]

3.380
[CAS DataBase Reference]

546-43-0(CAS DataBase Reference)
Hazard InformationBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317
[Precautionary statements ]

P261-P272-P280-P333+P313-P362+P364-P501
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HS Code ]

29322090
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Alantolactone(546-43-0).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Alantolactone(546-43-0)1HNMR
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