7-Hydroxy-3-(4-hydroxy-benzyl)-chromen-4-one

Details

• Internal ID: 0f38d5ce-91d9-4688-94cb-26937aa74872
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavones
• IUPAC Name: 7-hydroxy-3-[(4-hydroxyphenyl)methyl]chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1CC2=COC3=C(C2=O)C=CC(=C3)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC2=COC3=C(C2=O)C=CC(=C3)O)O
• InChI: InChI=1S/C16H12O4/c17-12-3-1-10(2-4-12)7-11-9-20-15-8-13(18)5-6-14(15)16(11)19/h1-6,8-9,17-18H,7H2
• InChI Key: FFIVSEXPYVNBHF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• BDBM50077319
• 7-Hydroxy-3-(4-hydroxy-benzyl)-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	+	0.7683	76.83%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7976	79.76%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6032	60.32%
P-glycoprotein inhibitior	-	0.8594	85.94%
P-glycoprotein substrate	-	0.8190	81.90%
CYP3A4 substrate	-	0.5389	53.89%
CYP2C9 substrate	-	0.7877	78.77%
CYP2D6 substrate	-	0.7440	74.40%
CYP3A4 inhibition	-	0.6398	63.98%
CYP2C9 inhibition	+	0.9180	91.80%
CYP2C19 inhibition	+	0.8099	80.99%
CYP2D6 inhibition	-	0.8729	87.29%
CYP1A2 inhibition	+	0.9262	92.62%
CYP2C8 inhibition	+	0.4556	45.56%
CYP inhibitory promiscuity	+	0.6666	66.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6397	63.97%
Eye corrosion	-	0.9839	98.39%
Eye irritation	+	0.9560	95.60%
Skin irritation	+	0.6228	62.28%
Skin corrosion	-	0.9877	98.77%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7295	72.95%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7723	77.23%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4522	45.22%
Acute Oral Toxicity (c)	II	0.5030	50.30%
Estrogen receptor binding	+	0.9315	93.15%
Androgen receptor binding	+	0.9229	92.29%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.8859	88.59%
Aromatase binding	+	0.9417	94.17%
PPAR gamma	+	0.8459	84.59%
Honey bee toxicity	-	0.8059	80.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9196	91.96%

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	98.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.54%	90.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.70%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.69%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.28%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.13%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.05%	98.75%

Plants that contains it

• Dracaena draco

Cross-Links

• PubChem: 10635577
• LOTUS: LTS0267427
• wikiData: Q104994467