3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-6-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 8ad61a40-197e-424c-8524-12797eafa238
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-6-(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)25-21(23(16)30)24(31)18(11-32-25)15-8-6-14(26)9-20(15)28/h5-6,8-9,11,19,26-30H,3,7,10H2,1-2,4H3/t19-/m1/s1
• InChI Key: UCPZQFDHQVRQBH-LJQANCHMSA-N
• Popularity: 3 references 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.6454	64.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7167	71.67%
OATP2B1 inhibitior	+	0.5772	57.72%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6831	68.31%
P-glycoprotein inhibitior	-	0.4309	43.09%
P-glycoprotein substrate	-	0.6308	63.08%
CYP3A4 substrate	+	0.5991	59.91%
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	+	0.5955	59.55%
CYP inhibitory promiscuity	+	0.7163	71.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7335	73.35%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.6039	60.39%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5500	55.00%
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	-	0.6322	63.22%
Acute Oral Toxicity (c)	III	0.5316	53.16%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	+	0.7664	76.64%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.5766	57.66%
PPAR gamma	+	0.8264	82.64%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.8750	87.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.54%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.37%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.14%	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	85.77%	91.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.47%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.38%	95.64%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.37%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.02%	94.00%

Plants that contains it

• Erythrina senegalensis

Cross-Links

• PubChem: 162875224
• LOTUS: LTS0271791
• wikiData: Q105270051