5,7-Dihydroxy-6-methyl-3-(4'-hydroxybenzyl) chromone

Details

• Internal ID: 6b82825a-2eaf-4c4a-aded-37678f9a041d
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavones
• IUPAC Name: 5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methylchromen-4-one
• InChI: InChI=1S/C17H14O5/c1-9-13(19)7-14-15(16(9)20)17(21)11(8-22-14)6-10-2-4-12(18)5-3-10/h2-5,7-8,18-20H,6H2,1H3
• InChI Key: FRTIRJDNPYMRGE-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	+	0.7706	77.06%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7220	72.20%
OATP2B1 inhibitior	-	0.5584	55.84%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5701	57.01%
P-glycoprotein inhibitior	-	0.8085	80.85%
P-glycoprotein substrate	-	0.8428	84.28%
CYP3A4 substrate	+	0.5198	51.98%
CYP2C9 substrate	-	0.5690	56.90%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	+	0.7221	72.21%
CYP2C9 inhibition	+	0.7083	70.83%
CYP2C19 inhibition	+	0.6982	69.82%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	+	0.9567	95.67%
CYP2C8 inhibition	+	0.5981	59.81%
CYP inhibitory promiscuity	+	0.8072	80.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6978	69.78%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.7775	77.75%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7479	74.79%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7342	73.42%
Acute Oral Toxicity (c)	III	0.6174	61.74%
Estrogen receptor binding	+	0.9006	90.06%
Androgen receptor binding	+	0.8687	86.87%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.8289	82.89%
Aromatase binding	+	0.8631	86.31%
PPAR gamma	+	0.8553	85.53%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9031	90.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.50%	94.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.27%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.33%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.45%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.65%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.11%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.55%	99.15%
CHEMBL3194	P02766	Transthyretin	81.99%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.29%	94.45%

Plants that contains it

• Ophiopogon japonicus

Cross-Links

• PubChem: 14826839
• LOTUS: LTS0042293
• wikiData: Q105000416