3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-8-(3-methylbut-3-enyl)chromen-4-one

Details

• Internal ID: b970fafd-c71b-4e30-b762-371006dd8141
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-8-(3-methylbut-3-enyl)chromen-4-one
• InChI: InChI=1S/C25H26O6/c1-13(2)5-8-17-22(28)18(9-6-14(3)4)25-21(23(17)29)24(30)19(12-31-25)16-10-7-15(26)11-20(16)27/h5,7,10-12,26-29H,3,6,8-9H2,1-2,4H3
• InChI Key: VBXUYXICYQHMPZ-UHFFFAOYSA-N
• Popularity: 2 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: 6.20
• Atomic LogP (AlogP): 5.30
• 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	+	0.9757	97.57%
Caco-2	-	0.6269	62.69%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7373	73.73%
OATP2B1 inhibitior	+	0.5774	57.74%
OATP1B1 inhibitior	+	0.8131	81.31%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5741	57.41%
P-glycoprotein inhibitior	+	0.5755	57.55%
P-glycoprotein substrate	-	0.6416	64.16%
CYP3A4 substrate	+	0.6141	61.41%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.5762	57.62%
CYP2C9 inhibition	+	0.7053	70.53%
CYP2C19 inhibition	+	0.7629	76.29%
CYP2D6 inhibition	-	0.7369	73.69%
CYP1A2 inhibition	+	0.8493	84.93%
CYP2C8 inhibition	+	0.6453	64.53%
CYP inhibitory promiscuity	+	0.8470	84.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7608	76.08%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.5349	53.49%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7579	75.79%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6725	67.25%
Acute Oral Toxicity (c)	III	0.4157	41.57%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.8506	85.06%
Thyroid receptor binding	+	0.5817	58.17%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.8630	86.30%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.33%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.26%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	95.02%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.18%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.96%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.78%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.87%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%
CHEMBL3194	P02766	Transthyretin	81.52%	90.71%

Plants that contains it

• Erythrina senegalensis

Cross-Links

• PubChem: 162988666
• LOTUS: LTS0146260
• wikiData: Q105283552