Compound: pomiferin
SMILES: O=c1c2c(occ1-c3cc(O)c(O)cc3)c4c(OC(C)(C)C=C4)c(c2O)CC=C(C)C
InChIKey: GHCZYXUOYFOXIP-UHFFFAOYSA-N
Synonyms: pomiferin, 572-03-2, NSC-5113, 74YIS40APM, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one, 4H,8H-Benzo(1,2-b:3,4-b')dipyran-4-one, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methyl-2-butenyl)-, DTXSID00205831, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-4H,8H-pyrano(2,3-h)chromen-4-one, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano(2,3-h)chromen-4-one, RefChem:175222, DTXCID30128322, NSC5113, MLS002701889, CHEBI:8329, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methyl-2-butenyl)-4H,8H-pyrano[2,3-f]chromen-4-one, UNII-74YIS40APM, Spectrum_000295, AI3-22130, 3'-HYDROXYOSAJIN, Spectrum2_000799, Spectrum3_000685, Spectrum4_001808, Spectrum5_000515, NCIStruc1_001168, NCIStruc2_001049, BSPBio_002409, KBioGR_002419, KBioSS_000775, SPECTRUM201580, DivK1c_000996, SPBio_000938, CHEMBL393136, orb1684301, SCHEMBL8059171, HMS503G13, KBio1_000996, KBio2_000775, KBio2_003343, KBio2_005911, KBio3_001629, NCI5113, NINDS_000996, BDBM755081, HMS1923A09, HY-N4315, BDBM50476976, CCG-36078, CCG-37331, LMPK12050244, NCGC00013053, AKOS037515007, FS-8075, SDCCGMLS-0066466.P001, IDI1_000996, US20250213569, Compound 69, NCGC00013053-02, NCGC00013053-03, NCGC00013053-04, NCGC00013053-05, NCGC00013053-06, NCGC00095220-01, NCGC00095220-02, NCGC00095220-03, NCGC00178667-01, DA-56993, FP137930, NCI60_004233, SMR001565475, CS-0032736, NS00121606, H84857, SR-05000002658, SR-05000002658-1, BRD-K50660510-001-04-0, Q25323752, 3-(3,4-Dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-f]chromen-4-one, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-4H,8H- pyrano[2,3-h]chromen-4-one, 4H,2-b:3,4-b']dipyran-4-one, 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methyl-2-buten-1-yl)-, 4H,8H-BENZO(1,2-B:3,4-B')DIPYRAN-4-ONE, 3-(3,4-DIHYDROXYPHENYL)-5-HYDROXY-8,8-DIMETHYL-6-(3-METHYL-2-BUTEN-1-YL)-
Theoretical properties:
molecular_formula: C25H24O6
molecular_weight: 420.5 g/mol
exact_mass: 420.15728848 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 31
topological_polar_surface_area: 96.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Pomiferin is a member of isoflavanones.
chembl: POMIFERIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Pomiferin is a prenylated isoflavone that can be found along with osajin in the fruits and female flowers of the osage orange tree (Maclura pomifera).
Pomiferin was identified and named in 1939 by Melville L. Wolfrom from Ohio State University. In 1941, Wolfram classified pomiferin as an isoflavone and in 1946 published the complete structure of pomiferin. In 2003, the crystal structure of pomiferin was reported by J. Marek.
In recent research pomiferin has demonstrated efficacy as an antioxidant, cardioprotectant, antimicrobial, antidiabetic, PDE5 inhibitor, and cytotoxicity for several cancer cell lines.