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Merck
CN

PHL89156

Alantolactone

phyproof® Reference Substance

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, Inula camphor, NSC 333843, NSC 93131

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About This Item

Empirical Formula (Hill Notation):
C15H20O2
CAS Number:
546-43-0
Molecular Weight:
232.32
EC Number:
208-899-3
MDL number:
MFCD00274568
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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grade

primary reference standard

product line

phyproof® Reference Substance

Assay

≥90.0% (HPLC)

manufacturer/tradename

PhytoLab

application(s)

food and beverages

format

neat

SMILES string

C[C@H]1CCC[C@]2(C)C[C@H]3OC(=O)C(=C)[C@H]3C=C12

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

InChI key

PXOYOCNNSUAQNS-AGNJHWRGSA-N

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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.
Alantolactone is an inducer of activin/SMAD3 signaling.

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
168266
130443842

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Hsiang-Lai Chen et al.
Pharmaceutical biology, 59(1), 134-145 (2021-02-09)
Alantolactone, the bioactive component in Inula helenium L. (Asteraceae), exhibits multiple biological effects. We aimed to determine the anti-inflammatory effect of alantolactone in a collagen-induced arthritis (CIA) mouse model and its immunomodulatory effects on Th17 differentiation. A CIA mouse model
Xiaomin Dang et al.
Respiratory research, 21(1), 95-95 (2020-04-24)
It is well established that airway remodeling and inflammation are characteristics for chronic obstructive pulmonary disease (COPD). Moreover, cigarette smoke extract (CSE) promots inflammation, apoptosis and oxidative stress in COPD. And, there is evidence suggested that alantolactone (ALT), a sesquiterpene

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