Fumarprotocetraric acid

CAS: 489-50-9

Ref. 3D-FF65418

Product Information

• Name: Fumarprotocetraric acid
• Synonyms: 11H-Dibenzo[b,e][1,4]dioxepin, 2-butenedioic acid (E)- deriv., 2-Butenedioic acid (2E)-, 1-[(7-carboxy-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-9-yl)methyl] ester, 2-Butenedioic acid (2E)-, mono[(7-carboxy-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-9-yl)methyl] ester, 2-Butenedioic acid (E)-, mono[(7-carboxy-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-9-yl)methyl] ester, 9-({[(2E)-3-carboxyprop-2-enoyl]oxy}methyl)-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid, 9-{[(3-carboxyacryloyl)oxy]methyl}-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid, Fumaric acid, 9-monoester with 4-formyl-3,8-dihydroxy-9-(hydroxymethyl)-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid, Fumaroprotocetraric acid, Isophthalaldehydic acid, 2-[(3-carboxy-α⁵,4,6-trihydroxy-2,5-xylyl)oxy]-4-hydroxy-6-methyl-, ε-lactone, α⁵-(hydrogen fumarate), Nsc 249984, Nsc 685588

Description

Fumarprotocetraric acid is a natural compound of the lichen family that has been shown to have inhibitory properties. Fumarprotocetraric acid is an inhibitor of mitochondrial membrane potential and can be used as an analytical method for usnic acid, angelicae dahuricae, lichen acids, and other substances. This agent also has antimicrobial activity against bacteria and fungi. Fumarprotocetraric acid has been studied in animal models to determine its toxicological effects. In general, the toxicity of this compound is low with no signs of acute toxicity or carcinogenicity at high doses. It also has immune-modulating effects and may be useful in the treatment of autoimmune diseases.

• Brand: Biosynth

Chemical properties

• Molecular weight: 472.36 g/mol
• Formula: C₂₂H₁₆O₁₂
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C22H16O12/c1-8-5-12(24)10(6-23)19-15(8)22(31)34-20-11(7-32-14(27)4-3-13(25)26)17(28)16(21(29)30)9(2)18(20)33-19/h3-6,24,28H,7H2,1-2H3,(H,25,26)(H,29,30)/b4-3+
• InChI key: InChIKey=VEGGRTFDFMUBPD-ONEGZZNKSA-N
• SMILES: Cc1cc(O)c(C=O)c2c1C(=O)Oc1c(COC(=O)/C=C/C(=O)O)c(O)c(C(=O)O)c(C)c1O2