Benzoylpaeoniflorin

CAS: 38642-49-8

Ref. TR-B208325

Product Information

• Name: Benzoylpaeoniflorin
• Synonyms: β-D-Glucopyranoside, (1aR,2S,3aR,5R,5aR,5bS)-5b-[(benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl, 6-benzoate, β-D-Glucopyranoside, 5b-[(benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H, 2,5-Methano-1H-3,4-dioxacyclobuta[cd]pentalene, β-<span class="text-smallcaps">D</span>-glucopyranoside deriv., [(1aR,2S,3aR,5R,5aR,5bS)-1a-[(6-O-benzoyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-methyltetrahydro-1H-2,5-methano-3,4-dioxacyclobuta[cd]pentalen-5b(3aH)-yl]methyl benzoate, beta-D-Glucopyranoside, 5b-((benzoyloxy)methyl)tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta(cd)pentalen-1a(2H)-yl, 6-benzoate, (1aR-(1aalpha,2beta,3aalpha,5alpha,5aalpha,5balpha))-, {(3S,5R,6S)-1-({[(4,5-dihydroxycyclohex-2-en-1-yl)carbonyl]oxy}methyl)-3-[(1aR)-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yloxy]-5,6-dihydroxy-4-methyl-2-oxabicyclo[2.2.1]hept-3-yl}methyl benzoate, β-<span class="text-smallcaps">D</span>-Glucopyranoside, (1aR,2S,3aR,5R,5aR,5bS)-5b-[(benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl, 6-benzoate, β-<span class="text-smallcaps">D</span>-Glucopyranoside, 5b-[(benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl, 6-benzoate, [1aR-(1aα,2β,3aα,5α,5aα,5bα)]-

Description

Applications Benzoylpaeoniflorin is a derivative of Paeoniflorin (P133830), a monoterpene glycoside with potential anti-inflammatory activity. Paeoniflorin inhibits monocyte phagocytosis, or the TNF-α and PGE-2 production of monocytes.
References Zhu, X. et al.: Nat. Prod. Res., 28, 301(2014); Di, W. et al.: Int. Immunopharmacol.,, 14, 172 (2012);

• Brand: TRC

Chemical properties

• Molecular weight: 584.57
• Formula: C₃₀H₃₂O₁₂
• Color/Form: Off-White
• InChI: InChI=1S/C30H32O12/c1-27-14-29(36)19-12-30(27,28(19,26(41-27)42-29)15-38-24(35)17-10-6-3-7-11-17)40-25-22(33)21(32)20(31)18(39-25)13-37-23(34)16-8-4-2-5-9-16/h2-11,18-22,25-26,31-33,36H,12-15H2,1H3/t18-,19-,20-,21+,22-,25+,26-,27?,28+,29-,30+/m1/s1
• InChI key: InChIKey=AAWVPWXNZXRMJI-UHFFFAOYSA-N
• SMILES: CC(C)C(=O)C(C(=O)Nc1ccccc1OCc1ccccc1)C(C(=O)c1ccc(F)cc1)c1ccccc1