3,5,7-Trihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]chromen-4-one

Details

• Internal ID: efa32669-22c2-4335-9892-9aff9645626b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 3,5,7-trihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]chromen-4-one
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-15-9-17(10-16(22(15)28)8-6-14(3)4)25-24(30)23(29)21-19(27)11-18(26)12-20(21)31-25/h5-6,9-12,26-28,30H,7-8H2,1-4H3
• InChI Key: PRFPLSQHWPLHRO-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: 5.70
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.5735	57.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	+	0.5802	58.02%
OATP1B1 inhibitior	+	0.8007	80.07%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9615	96.15%
P-glycoprotein inhibitior	+	0.6645	66.45%
P-glycoprotein substrate	-	0.6319	63.19%
CYP3A4 substrate	+	0.5546	55.46%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7737	77.37%
CYP2C9 inhibition	+	0.8731	87.31%
CYP2C19 inhibition	+	0.8689	86.89%
CYP2D6 inhibition	-	0.7461	74.61%
CYP1A2 inhibition	+	0.7584	75.84%
CYP2C8 inhibition	+	0.7561	75.61%
CYP inhibitory promiscuity	+	0.8911	89.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7317	73.17%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5433	54.33%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6736	67.36%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6308	63.08%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	+	0.9339	93.39%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.6114	61.14%
Glucocorticoid receptor binding	+	0.8858	88.58%
Aromatase binding	+	0.7200	72.00%
PPAR gamma	+	0.9183	91.83%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	99.43%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	97.09%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	96.52%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.79%	95.64%
CHEMBL3194	P02766	Transthyretin	86.61%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.13%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.96%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.28%	90.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.61%	91.38%

Plants that contains it

• Morus cathayana

Cross-Links

• PubChem: 46844821
• LOTUS: LTS0194615
• wikiData: Q105213651