Sophoraflavanone A

Details

• Internal ID: d4f251c9-859e-45e8-a48d-6c4d46055d96
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2S)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC=C(C=C3)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C2C(=C(C=C1O)O)C(=O)C[C@H](O2)C3=CC=C(C=C3)O)/C)C
• InChI: InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-21(28)24-22(29)14-23(30-25(19)24)17-8-10-18(26)11-9-17/h5,7-11,13,23,26-28H,4,6,12,14H2,1-3H3/b16-7+/t23-/m0/s1
• InChI Key: GOAUTULGLLBZSR-YLLUOSTHSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.20

Synonyms

• 8-geranylnaringenin
• CHEMBL490697
• CHEBI:70023
• 87893-18-3
• YS05
• Sophorafavanone A
• DTXSID901315607
• BDBM50339156
• (2S)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• Q27138365
• (S)-8-(3,7-dimethylocta-2,6-dienyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
• (2S)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
• (2S)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
• (S)-2alpha-(4-Hydroxyphenyl)-5,7-dihydroxy-8-(3,7-dimethyl-2,6-octadienyl)-2,3-dihydro-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5393	Q9UNQ0	ATP-binding cassette sub-family G member 2	12300 nM	IC50	PMID: 21275386

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.20%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.58%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.64%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.62%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.69%	99.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.62%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.37%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.08%	90.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.02%	92.08%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.41%	80.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.24%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.24%	95.89%

Plants that contains it

• Angelica keiskei
• Artocarpus altilis
• Dalbergia candenatensis
• Macaranga bicolor
• Sophora tomentosa

Cross-Links

• PubChem: 6475921
• NPASS: NPC166934
• ChEMBL: CHEMBL490697
• LOTUS: LTS0195844
• wikiData: Q27138365