CAS 546-43-0

(+)-Alantolactone

Description:

(+)-Alantolactone is a naturally occurring sesquiterpene lactone, primarily derived from plants in the Asteraceae family, particularly from the roots of Inula helenium. It is characterized by its cyclic structure, which includes a lactone functional group, contributing to its reactivity and biological activity. This compound typically appears as a pale yellow to colorless liquid or solid, with a distinctive aromatic odor. (+)-Alantolactone exhibits various biological properties, including anti-inflammatory, antimicrobial, and potential anticancer activities, making it of interest in pharmacological research. Its solubility is generally higher in organic solvents than in water, which is a common trait among many organic compounds. The compound's stereochemistry, indicated by the (+) designation, refers to its specific optical activity, which is important for its interaction with biological systems. Due to these characteristics, (+)-Alantolactone is studied for its potential therapeutic applications, although further research is necessary to fully understand its mechanisms and efficacy.

Formula: C₁₅H₂₀O₂

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

InChI key: InChIKey=PXOYOCNNSUAQNS-AGNJHWRGSA-N

SMILES: C[C@]12C(=C[C@]3([C@@](C1)(OC(=O)C3=C)[H])[H])[C@@H](C)CCC2

Synonyms:

• (3aR,5S,8aR,9aR)-3a,5,6,7,8,8a,9,9a-Octahydro-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one
• (3aR,5S,8aR,9aR)-5,8a-Dimethyl-3-methylen-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-on
• (3aR,5S,8aR,9aR)-5,8a-Dimethyl-3-methylene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one
• (3aR,5S,8aR,9aR)-5,8a-Diméthyl-3-méthylène-3a,5,6,7,8,8a,9,9a-octahydronaphto[2,3-b]furan-2(3H)-one
• (3aR,5S,8aR,9aR)-5,8a-dimethyl-3-methylidene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one
• (3aS,5R,8aS,9aS)-5,8a-dimethyl-3-methylidene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one
• 4α<span class="text-smallcaps">H</span>-Eudesma-5,11(13)-dien-12-oic acid, 8β-hydroxy-, γ-lactone
• 8b-Hydroxy-4aH-eudesm-5-en-12-oic Acid g-Lactone
• Alant camphor
• Elecampane camphor
• Eupatal
• Helenin
• Inula camphor
• NSC 333843
• NSC 93131
• 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)]-
• [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
• 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)-
• 4αH-Eudesma-5,11(13)-dien-12-oic acid, 8β-hydroxy-, γ-lactone

Alantolactone

CAS: 546-43-0

Alantolactone analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₁₅H₂₀O₂

Purity: (HPLC) ≥90%

Color and Shape: Powder

Molecular weight: 232.32

Ref: 11-6666

Alantolactone

CAS: 546-43-0

Lactones, nesoi

Formula: C₁₅H₂₀O₂

Color and Shape: White Powder

Molecular weight: 232.14633

Ref: 45-1012540

Alantolactone

CAS: 546-43-0

Formula: C₁₅H₂₀O₂

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 232.32

Ref: 7W-GP3632

Alantolactone

CAS: 546-43-0

Alantolactone

Purity: ≥98%

Molecular weight: 232.32g/mol

Ref: 54-BUP15083

Alantolactone

CAS: 546-43-0

Alantolactone

Purity: 98%

Molecular weight: 232.32g/mol

Ref: 54-OR1026593

Helenine

CAS: 546-43-0

Formula: C₁₅H₂₀O₂

Purity: 95%~99%

Molecular weight: 232.323

Ref: BP-BP0712

Alantolactone

CAS: 546-43-0

Formula: C₁₅H₂₀O₂

Purity: >95.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 232.32

Ref: 3B-A3585

Alantolactone

CAS: 546-43-0

Alantolactone is a selective inhibitor of STAT3 that induces cancer-associated apoptosis and has antitumor activity.Cost-effective and quality-assured.

Formula: C₁₅H₂₀O₂

Purity: 99.02% - 99.66%

Color and Shape: Crystalline Powder

Molecular weight: 232.32

Ref: TM-T2896

Alantolactone

CAS: 546-43-0

Lactone

Formula: C₁₅H₂₀O₂

Purity: ≥ 90.0 % (GC)

Color and Shape: Powder/needles

Molecular weight: 232.32

Ref: 5G-89156

Alantolactone

Controlled Product

CAS: 546-43-0

Applications Alantolactone is sesquiterpene lactone that possesses anti-inflammatory property. Alantolactone have been studied to be developed as a novel agent against human liver cancer.
References Lei, J.C., et al.: Food. Chem. Toxicol., 50, 3313 (2012); Jiang, H.L., et al.: Tetrahedron., 67, 9193 (2011);

Formula: C₁₅H₂₀O₂

Color and Shape: Neat

Molecular weight: 232.32

Ref: TR-A173715

Alantolactone

CAS: 546-43-0

Alantolactone is a bioactive sesquiterpene lactone, which is derived from the roots of Inula helenium, a plant commonly known as elecampane. This compound is characterized by its complex bicyclic structure and exhibits a range of biological activities. The mode of action of alantolactone involves multiple biochemical pathways, including the inhibition of nuclear factor kappa B (NF-κB) and the modulation of reactive oxygen species (ROS) production. These pathways contribute to its anti-inflammatory, anti-cancer, and antimicrobial properties.

Formula: C₁₅H₂₀O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 232.32 g/mol

Ref: 3D-FA65639

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)-

CAS: 546-43-0

Formula: C₁₅H₂₀O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 232.3181

Ref: IN-DA00I9R6