Compound: Sophoraflavanone G
SMILES: O=C1c2c(O[C@@H](C1)c3c(O)cc(O)cc3)c(c(O)cc2O)C[C@H](C(=C)C)CC=C(C)C
InChIKey: XRYVAQQLDYTHCL-CMJOXMDJSA-N
Synonyms: Sophoraflavanone G, 97938-30-2, Vexibinol, (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-chromen-4-one, CHEBI:50209, DTXSID10243345, (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one, 5,7,2',4'-tetrahydroxy-8-lavandulyl-flavanone, (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)-2,3-dihydro-4H-chromen-4-one, (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one, RefChem:184354, DTXCID10165836, norkurarinone, CHEMBL243148, (S)-2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-((R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one, 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(2,4-dihydroxyphenyl)-8-(5-methyl-2-(1-methylethenyl)-4-hexenyl)-, (S-(R*,S*))-, (2S)-5,7,2',4'-tetrahydroxy-8-lavandulylflavanone, Kushnol F, (-)-Vexibinol, SophoraflavanoneG, (S)-2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-[(R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]chroman-4-one, (2S)-sophoraflavanone G, Sophoraflavanone G (Standard), orb1301311, orb3140023, SCHEMBL2228023, SCHEMBL29776828, HY-N1231R, HY-N1231, BDBM50208611, MFCD21333217, MSK165715, AKOS032948438, EBC-515548, FN74220, (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,4-dihydro-2H-1-benzopyran-4-one, AC-34326, DA-58002, MS-27464, SY120758, CS-0016619, AH-214/21165021, Q7563137, (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-2-isopropenyl-5-methyl-hex-4-enyl]chroman-4-one, (2S)-2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-1-benzopyran-4-one
Theoretical properties:
molecular_formula: C25H28O6
molecular_weight: 424.5 g/mol
exact_mass: 424.18858861 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 6
heavy_atom_count: 31
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Sophoraflavanone G is a tetrahydroxyflavanone having a structure of naringenin bearing an additional hydroxyl substituent at position 2' as well as a (2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl (lavandulyl) substituent at position 8'. It has a role as an antioxidant, an antimicrobial agent, an antimalarial and a plant metabolite. It is a member of 4'-hydroxyflavanones, a (2S)-flavan-4-one and a tetrahydroxyflavanone. It is functionally related to a (S)-naringenin.
chebi: A tetrahydroxyflavanone having a structure of naringenin bearing an additional hydroxyl substituent at position 2' as well as a (2<i>R</i>)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl (lavandulyl) substituent at position 8'.
chembl: SOPHORAFLAVANONE G is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Sophoraflavanone G is a volatile phytoncide, released into the atmosphere, soil and ground water, by plants of the genus Sophora. Species include Sophora pachycarpa and Sophora exigua, all found to grow within the United States in a variety of soil types, within temperate conditions, no lower than 0 °F (US zone 6 - yellow areas shown to the right).  Sophoraflavanone G is released in order to protect the plant against harmful protozoa, bacteria, and fungi.  Sophoraflavanone G, also called kushenin (in traditional Chinese medicinal recipes), is a flavonoid compound.
Due to an increase in the rates of antibiotic-resistant bacteria, scientific efforts have focused on finding either naturally-made or genetically modified compounds that can treat and or prevent these harmful and sometimes deadly bacteria.  Sophoraflavanone G, in preliminary research has been found to impact the growth of antibiotic-resistant bacteria and may enhance the effect of currently used antibiotics.