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4-Prenylphaseollidin

PubChem CID: 21141346

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Compound Synonyms 4-Prenylphaseollidin, CHEBI:65862, (6aR,11aR)-4,10-bis(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol, (6aR,11aR-cis)-6a,11a-dihydro-4,10-bis(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol, CHEMBL564141, 4-(gamma,gamma-Dimethylallyl)-phaseollidin, Q27134354, (6aR,11aR)-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Topological Polar Surface Area 58.9
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 29.0
Description 4-(gamma,gamma-dimethylallyl)-phaseollidin, also known as 4-prenylphaseollidin, is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. 4-(gamma,gamma-dimethylallyl)-phaseollidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-(gamma,gamma-dimethylallyl)-phaseollidin can be found in lima bean, which makes 4-(gamma,gamma-dimethylallyl)-phaseollidin a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 633.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (6aR,11aR)-4,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Prediction Hob 1.0
Class Isoflavonoids
Xlogp 6.1
Superclass Phenylpropanoids and polyketides
Subclass Furanoisoflavonoids
Molecular Formula C25H28O4
Prediction Swissadme 0.0
Inchi Key HOGHBEDTLGAJAS-CPJSRVTESA-N
Fcsp3 0.36
Logs -2.769
Rotatable Bond Count 4.0
Logd 4.473
Synonyms 4-(GAMMA,GAMMA-DIMETHYLALLYL)PHASEOLLIDIN, (6AR,11ar-cis)-6a,11a-dihydro-4,10-bis(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol, 4-Prenylphaseollidin, 4-(g,g-Dimethylallyl)-phaseollidin, 4-(Γ,γ-dimethylallyl)-phaseollidin
Compound Name 4-Prenylphaseollidin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 392.199
Formal Charge 0.0
Monoisotopic Mass 392.199
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 392.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -6.183875896551724
Inchi InChI=1S/C25H28O4/c1-14(2)5-7-17-21(26)12-10-19-23(17)28-13-20-16-9-11-22(27)18(8-6-15(3)4)24(16)29-25(19)20/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3/t20-,25-/m0/s1
Smiles CC(=CCC1=C(C=CC2=C1O[C@@H]3[C@H]2COC4=C3C=CC(=C4CC=C(C)C)O)O)C
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Pterocarpans