2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)chromen-4-one

Details

• Internal ID: fc78a2d5-8bbe-44be-ba9c-9f8bd16b572b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)chromen-4-one
• InChI: InChI=1S/C25H26O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-23-24(25(18)30)21(29)12-22(31-23)17-8-7-16(26)10-19(17)27/h5,7-8,10-12,15,26-28,30H,3,6,9H2,1-2,4H3
• InChI Key: BEKAYYCNIPENDS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	-	0.7286	72.86%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7111	71.11%
OATP2B1 inhibitior	+	0.5740	57.40%
OATP1B1 inhibitior	+	0.7999	79.99%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8735	87.35%
P-glycoprotein inhibitior	+	0.6497	64.97%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6067	60.67%
CYP2C9 substrate	+	0.6262	62.62%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	-	0.5278	52.78%
CYP2C9 inhibition	+	0.8897	88.97%
CYP2C19 inhibition	+	0.9113	91.13%
CYP2D6 inhibition	-	0.7848	78.48%
CYP1A2 inhibition	+	0.8768	87.68%
CYP2C8 inhibition	+	0.6060	60.60%
CYP inhibitory promiscuity	+	0.9241	92.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7137	71.37%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7043	70.43%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8028	80.28%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7158	71.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.6555	65.55%
Estrogen receptor binding	+	0.8876	88.76%
Androgen receptor binding	+	0.7744	77.44%
Thyroid receptor binding	+	0.6960	69.60%
Glucocorticoid receptor binding	+	0.8665	86.65%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	+	0.8815	88.15%
Honey bee toxicity	-	0.7396	73.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.41%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.74%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.54%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.84%	94.73%
CHEMBL3194	P02766	Transthyretin	90.07%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.34%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.43%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.28%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.96%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.52%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.79%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.71%	99.15%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 5318895
• LOTUS: LTS0040036
• wikiData: Q105100591