2,3-Bis-Benzo[1,3]Dioxol-5-Ylmethyl-Succinic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

Dibenzylbutane lignans

Organic compounds

Lignans, neolignans and related compounds

Dibenzylbutane lignans

Calculated Property

kind Value Source
logP 1.96 ALOGPS
logS -3.5 ALOGPS
Water Solubility 1.17e-01 g/l ALOGPS
logP 3.09 ChemAxon
IUPAC Name (2S,3S)-2,3-bis(2H-1,3-benzodioxol-5-ylmethyl)butanedioic acid ChemAxon
Traditional IUPAC Name (2S,3S)-2,3-bis(2H-1,3-benzodioxol-5-ylmethyl)butanedioic acid ChemAxon
Molecular Weight 386.3521 ChemAxon
Monoisotopic Weight 386.100167552 ChemAxon
SMILES [H][C@@](CC1=CC=C2OCOC2=C1)(C(O)=O)[C@]([H])(CC1=CC=C2OCOC2=C1)C(O)=O ChemAxon
Molecular Formula C20H18O8 ChemAxon
InChI InChI=1S/C20H18O8/c21-19(22)13(5-11-1-3-15-17(7-11)27-9-25-15)14(20(23)24)6-12-2-4-16-18(8-12)28-10-26-16/h1-4,7-8,13-14H,5-6,9-10H2,(H,21,22)(H,23,24)/t13-,14-/m0/s1 ChemAxon
InChIKey InChIKey=FFYBYVPVYLMLAR-KBPBESRZSA-N ChemAxon
Polar Surface Area (PSA) 111.52 ChemAxon
Refractivity 93.61 ChemAxon
Polarizability 38.21 ChemAxon
Rotatable Bond Count 7 ChemAxon
H Bond Acceptor Count 8 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 3.24 ChemAxon
pKa (strongest basic) -4.4 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Beta-lactamase IMP-1 : in Serratia marcescens
  • Beta-lactamase : in Pseudomonas aeruginosa