CAS 133-05-1

(-)-Episesamin

Description:

(-)-Episesamin is a naturally occurring lignan, primarily found in various plants, particularly in sesame seeds. It is characterized by its chiral nature, existing as a specific enantiomer with biological activity. The compound has a complex polyphenolic structure, which contributes to its antioxidant properties. (-)-Episesamin is known for its potential health benefits, including anti-inflammatory and anti-cancer effects, as well as its role in modulating lipid metabolism. The substance exhibits solubility in organic solvents, while its solubility in water is limited. Its molecular formula reflects a specific arrangement of carbon, hydrogen, and oxygen atoms, which is typical for lignans. (-)-Episesamin has garnered interest in pharmacological research due to its ability to interact with various biological pathways, making it a subject of study for potential therapeutic applications. Overall, this compound exemplifies the diverse roles that natural products can play in health and disease management.

Formula: C₂₀H₁₈O₆

InChI: InChI=1/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m0/s1

InChI key: InChIKey=PEYUIKBAABKQKQ-WZBLMQSHSA-N

SMILES: [C@]12([C@@]([C@H](OC1)C=3C=C4C(=CC3)OCO4)(CO[C@H]2C=5C=C6C(=CC5)OCO6)[H])[H]

Synonyms:

• (1a,3aa,4b,6aa)-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole
• (±)-Asarinin
• 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1R-(1alpha,3aalpha,4beta,6aalpha))-
• 1,3-Benzodioxole, 5,5′-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, (1α,3aα,4β,6aα)-
• 1,3-Benzodioxole, 5,5′-[(1R,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-, rel-
• 1,3-benzodioxole, 5,5'-[(1R,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-
• 133-05-1
• 1H,3H-Furo[3,4-c]furan, 1,3-benzodioxole deriv.
• 1H,3H-Furo[3,4-c]furan, 3aβ,4,6,6aβ-tetrahydro-1α,4β-bis[3,4-(methylenedioxy)phenyl]-
• 5,5'-(1R,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)
• 5,5'-(1R,3aS,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)
• 5,5'-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)
• Ccris 8100
• [1R-(1a,3aa,4b,6aa)]-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole
• dl-Asarinin
• l-Asarinin
• rel-5,5'-[(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-1,3-benzodioxole
• (-)-ASARININ 97%
• L-Asarinin/ (-)-asarinin
• ASARININ(P)
• (-)-Asarinin 97, 98%, from Asarum sieboldii Miq.
• 5-[(1R,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-1-yl]-1,3-benzodioxole

1,3-Benzodioxole, 5,5'-[(1R,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-, rel-

CAS: 133-05-1

Formula: C₂₀H₁₈O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 354.3533

Ref: IN-DA0011HM

L-asarinin

CAS: 133-05-1

L-asarinin

Purity: ≥98%

Molecular weight: 354.35g/mol

Ref: 54-BUP00185

Asarinin

CAS: 133-05-1

Formula: C₂₀H₁₈O₆

Purity: 95%~99%

Color and Shape: Cryst.

Molecular weight: 354.358

Ref: BP-BP1531

L-asarinin

CAS: 133-05-1

L-asarinin decreases IL-12, inhibits CXCR3/TLR4, and may extend allograft heart survival.

Formula: C₂₀H₁₈O₆

Purity: 98% - 99.63%

Color and Shape: Solid

Molecular weight: 354.35

Ref: TM-T3765

(-)-Asarinin

CAS: 133-05-1

(-)-Asarinin is a natural product that has been shown to exhibit significant cytotoxicity against 3T3-L1 preadipocytes. (-)-Asarinin is a phenolic compound that is extracted from the leaves of sesame plants. It has been shown to inhibit the ATP-binding cassette transporter and chemiluminescence method, which are both response elements for inflammatory cytokines. (-)-Asarinin also inhibits toll-like receptor 4 (TLR4) expression and thereby prevents chronic cough. (-)-Asarinin is genotoxic in vitro and in vivo, but not mutagenic.

Formula: C₂₀H₁₈O₆

Purity: Min. 95%

Molecular weight: 354.4 g/mol

Ref: 3D-AAA13305