7-Hydroxy-8-methoxy-2-(2-phenylethyl)chromen-4-one

Details

• Internal ID: 82a4120a-1046-4909-9a59-c31d9f22275f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7-hydroxy-8-methoxy-2-(2-phenylethyl)chromen-4-one
• SMILES (Canonical): COC1=C(C=CC2=C1OC(=CC2=O)CCC3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C=CC2=C1OC(=CC2=O)CCC3=CC=CC=C3)O
• InChI: InChI=1S/C18H16O4/c1-21-18-15(19)10-9-14-16(20)11-13(22-17(14)18)8-7-12-5-3-2-4-6-12/h2-6,9-11,19H,7-8H2,1H3
• InChI Key: OCIFCZABKJEWMJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	+	0.6712	67.12%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	0.7251	72.51%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6250	62.50%
P-glycoprotein inhibitior	+	0.6683	66.83%
P-glycoprotein substrate	-	0.6798	67.98%
CYP3A4 substrate	+	0.5350	53.50%
CYP2C9 substrate	-	0.7877	78.77%
CYP2D6 substrate	-	0.7674	76.74%
CYP3A4 inhibition	-	0.7093	70.93%
CYP2C9 inhibition	-	0.7126	71.26%
CYP2C19 inhibition	+	0.6745	67.45%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	+	0.9111	91.11%
CYP2C8 inhibition	+	0.5943	59.43%
CYP inhibitory promiscuity	+	0.5117	51.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9632	96.32%
Eye irritation	-	0.5907	59.07%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4451	44.51%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.8732	87.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8539	85.39%
Acute Oral Toxicity (c)	III	0.7581	75.81%
Estrogen receptor binding	+	0.9309	93.09%
Androgen receptor binding	+	0.9110	91.10%
Thyroid receptor binding	-	0.5271	52.71%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	+	0.6577	65.77%
PPAR gamma	+	0.6005	60.05%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4422	44.22%

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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.60%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.20%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.53%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	88.47%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.46%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.94%	99.15%
CHEMBL2535	P11166	Glucose transporter	85.49%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.94%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.55%	94.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.04%	96.95%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 163192579
• LOTUS: LTS0063384
• wikiData: Q105189389