(-)-Asarinin

CAS: 133-04-0

Ref. 3D-FA73959

Product Information

• Name: (-)-Asarinin
• Synonyms: (±)-Asarinin, (1a,3aa,4b,6aa)-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole, [1R-(1a,3aa,4b,6aa)]-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole, 1,3-benzodioxole, 5,5'-[(1R,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-, 133-05-1, 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, 5,5'-(1R,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole), Ccris 8100, 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1R-(1alpha,3aalpha,4beta,6aalpha))-, 5,5'-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)

Description

(-)-Asarinin is a natural product found in the fructus ligustri, which is used as a traditional medicine. (-)-Asarinin has been shown to suppress the proliferation of hl-60 cells through inhibition of DNA synthesis and cell cycle progression. (-)-Asarinin also has genotoxic activity and can induce apoptosis in HCT116 cells. (-)-Asarinin may be an anticancer agent that can inhibit tumor growth by preventing angiogenesis, which is the formation of new blood vessels from pre-existing ones. (-)-Asarinin is structurally related to sesamin, which is found in sesame oil and has antioxidant properties. It binds to Toll-like receptor 2 (TLR2) and TLR4, inhibiting the production of inflammatory cytokines such as tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6). (-)-Asarinin inhibits protein synthesis by

• Brand: Biosynth

Chemical properties

• Molecular weight: 354.35 g/mol
• Formula: C₂₀H₁₈O₆
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/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: c1cc2c(cc1[C@H]1OC[C@@H]3[C@H](c4ccc5c(c4)OCO5)OC[C@H]13)OCO2