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Alantolactone

Name: Alantolactone
Brand: SIGMA
Price: 128 USD
Availability: InStock

≥98% (HPLC), activin/SMAD3 signaling inducer, powder

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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Size/SKU	Availability	Price
5 mg	Available to ship TODAYfromMILWAUKEE	$128.00
25 mg	Available to ship TODAYfromMILWAUKEE	$486.00

About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₀O₂

CAS Number:

546-43-0

Molecular Weight:

232.32

NACRES:

NA.77

PubChem Substance ID:

329825410

UNSPSC Code:

51111800

EC Number:

208-899-3

MDL number:

MFCD00274568

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated, protect from light

$128.00

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Properties

Product Name

Alantolactone, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated, protect from light

color

white to beige

solubility

DMSO: 15 mg/mL (clear solution)

storage temp.

−20°C

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

Description

General description

Alantolactone is a compound produced by Inula helenium. Alantolactone has antibacterial, antifungal, anti-inflammatory and anticancer properties. It suppresses signal transducer and activator of transcription 3 (STAT3) activation in liver and breast cancer cells. Alantolactone induces apoptosis in A549 lung cancer cells.

Application

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

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.

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This Item	SML1766	282146	C0405000
Sigma-Aldrich SML0415 Alantolactone	Sigma-Aldrich SML1766 Diphyllin	Sigma-Aldrich 282146 (1R)-(−)-10-Camphorsulfonic acid	C0405000 Camphor (racemic)
description ≥98% (HPLC)	description ≥98% (HPLC)	description 98%	description European Pharmacopoeia (EP) Reference Standard
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay 98%	assay -
form powder	form powder	form -	form -
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level -
storage temp. −20°C	storage temp. 2-8°C	storage temp. -	storage temp. -
storage condition protect from light, desiccated	storage condition -	storage condition -	storage condition -
solubility DMSO: 15 mg/mL (clear solution)	solubility DMSO: 5 mg/mL, clear (warmed)	solubility -	solubility -

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Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H317

Precautionary Statements

P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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