3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Details

• Internal ID: fb571591-b3c3-4b7d-b03f-3efeb9374013
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-8-(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C25H26O7/c1-12(2)5-7-16-22(29)17(10-19(27)13(3)4)23(30)21-24(31)18(11-32-25(16)21)15-8-6-14(26)9-20(15)28/h5-6,8-9,11,19,26-30H,3,7,10H2,1-2,4H3
• InChI Key: LFMQYXZSJKQEKQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.16785316 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(2-hydroxy-3-methyl-but-3-enyl)-8-(3-methylbut-2-enyl)chromen-4-one
• 3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.6682	66.82%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7167	71.67%
OATP2B1 inhibitior	+	0.5783	57.83%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4556	45.56%
P-glycoprotein inhibitior	-	0.4621	46.21%
P-glycoprotein substrate	-	0.6293	62.93%
CYP3A4 substrate	+	0.6018	60.18%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.5759	57.59%
CYP2C9 inhibition	+	0.5746	57.46%
CYP2C19 inhibition	+	0.7420	74.20%
CYP2D6 inhibition	-	0.8036	80.36%
CYP1A2 inhibition	+	0.6330	63.30%
CYP2C8 inhibition	+	0.5933	59.33%
CYP inhibitory promiscuity	+	0.7163	71.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7335	73.35%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.5956	59.56%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6823	68.23%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7214	72.14%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6465	64.65%
Acute Oral Toxicity (c)	III	0.5316	53.16%
Estrogen receptor binding	+	0.8480	84.80%
Androgen receptor binding	+	0.7664	76.64%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.8129	81.29%
Aromatase binding	+	0.5913	59.13%
PPAR gamma	+	0.8242	82.42%
Honey bee toxicity	-	0.7703	77.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.49%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.10%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.10%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL301	P24941	Cyclin-dependent kinase 2	88.25%	91.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.29%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.02%	94.00%

Plants that contains it

• Erythrina senegalensis

Cross-Links

• PubChem: 49768588
• LOTUS: LTS0252965
• wikiData: Q105151080