CAS 7770-78-7

(-)-Arctigenin

Description:

(-)-Arctigenin is a naturally occurring lignan compound, primarily found in various plants, including the burdock root (Arctium lappa). It is characterized by its phenolic structure, which contributes to its biological activities. The compound exhibits a range of pharmacological properties, including anti-inflammatory, antioxidant, and potential anticancer effects. (-)-Arctigenin has been studied for its ability to modulate various signaling pathways, which may influence cell proliferation and apoptosis. Additionally, it has shown promise in protecting against neurodegenerative diseases due to its neuroprotective properties. The substance is typically soluble in organic solvents and has limited solubility in water, which can affect its bioavailability. Its molecular formula reflects a complex arrangement of carbon, hydrogen, and oxygen atoms, contributing to its diverse biological activities. Overall, (-)-Arctigenin is of significant interest in medicinal chemistry and pharmacology for its potential therapeutic applications.

Formula: C₂₁H₂₄O₆

InChI: InChI=1/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3

InChI key: InChIKey=NQWVSMVXKMHKTF-JKSUJKDBSA-N

SMILES: C([C@@H]1[C@@H](CC2=CC(OC)=C(OC)C=C2)COC1=O)C3=CC(OC)=C(O)C=C3

Synonyms:

• (3R,4R)-4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
• (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
• 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-
• 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-
• 4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
• Arctidine
• (-)-Arctigenin
• (-)-Arctigenin
• Arctigenin
• dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-
• (3R,4R)-3-(3-Methoxy-4-hydroxybenzyl)-4-(3,4-dimethoxybenzyl)tetrahydrofuran-2-one
• 2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]
• 2(3H)-Furanone,4-[(3,4-dimethoxyphenyl) methyl]
• ARCTIGENIN:2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R)
• ARCTIGENIN(P)
• (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]tetrahydrofuran-2-one
• (3R)-3α-(3-Methoxy-4-hydroxybenzyl)-4β-(3,4-dimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one

ARCTIGENIN

CAS: 7770-78-7

Formula: C₂₁H₂₄O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 372.4117

Ref: IN-DA005GJC

Arctigenin

CAS: 7770-78-7

Arctigenin

Purity: ≥95%

Molecular weight: 372.41g/mol

Ref: 54-BUP00018

(-)-Arctigenin

CAS: 7770-78-7

Formula: C₂₁H₂₄O₆

Purity: >95.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 372.42

Ref: 3B-A3117

Arctigenin

CAS: 7770-78-7

Arctigenin, naturally occurring in Bardanae fructus, Saussurea medusa, Arctium lappa L., Torreya nucifera and Ipomea cairica, is a phenylpropanoid dibenzylbutyrolactone lignan with antioxidant and anti-inflammatory activities, it can potently inhibit the activity of MKK1 in vitro with the IC(50) value of 1 nM, and inhibit activation of MAP kinases including ERK1/2, p38 kinase and JNK through the inhibition of MKK activities, leading to AP-1 inactivation, which might, at least in part, contribute to the inhibition of TNF-α production, inhibits expression via suppressing JAK-pathway in macrophages.[1,2]

Formula: C₂₁H₂₄O₆

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 372.417

Ref: BP-BP0186

Arctigenin

CAS: 7770-78-7

(-)-Arctigenin ((-)-Arctigenin) is found in burdock.

Formula: C₂₁H₂₄O₆

Purity: 98% - 99.51%

Color and Shape: Solid

Molecular weight: 372.41

Ref: TM-T2957

Arctigenin

CAS: 7770-78-7

Formula: C₂₁H₂₄O₆

Molecular weight: 372.42

Ref: 7W-GY3454

Arctigenin

CAS: 7770-78-7

Lactone

Formula: C₂₁H₂₄O₆

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 372.42

Ref: 5G-80354

Arctigenin

Controlled Product

CAS: 7770-78-7

Applications Arctigenin is a plant ligan associated with anticancer and antioxidant properties.
References Heinonen, S., et al.: J. Agric. Food Chem., 49, 3178-3186 (2001); Cai, Y., et al.: Life Sci., 78, 2877-2888 (2006)

Formula: C₂₁H₂₄O₆

Color and Shape: Neat

Molecular weight: 372.41

Ref: TR-A766580

(-)-Arctigenin

CAS: 7770-78-7

(-)-Arctigenin is a lignan compound, which is naturally derived from certain plant species, primarily found in the seeds of Arctium lappa, commonly known as burdock. The compound exhibits a diverse mode of action, primarily noted for its ability to inhibit the proliferation of cancer cells through apoptosis induction, cell cycle arrest, and modulation of various signaling pathways. Additionally, it exerts antiviral effects by targeting viral replication processes and exhibits anti-inflammatory properties by downregulating pro-inflammatory cytokines.

Formula: C₂₁H₂₄O₆

Purity: Min. 94.0 Area-%

Molecular weight: 372.41 g/mol

Ref: 3D-Q-100825

(-)-Arctigenin

CAS: 7770-78-7

(-)-Arctigenin is a natural lignan, which is an active compound isolated from plants such as Arctium lappa (greater burdock) and other members of the Asteraceae family. It acts via several biochemical pathways, notably by inhibiting cellular proliferation and inducing apoptosis in certain cancer cell lines. Additionally, (-)-Arctigenin can modulate immune responses and possesses anti-inflammatory and antiviral properties by interfering with viral replication processes.

Formula: C₂₁H₂₄O₆

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 372.41 g/mol

Ref: 3D-FA41645