2-Phenethyl-5-hydroxy-6-methoxychromone

Details

• Internal ID: 9bceeb68-1642-48ac-9e5c-40372666f6c7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-6-methoxy-2-(2-phenylethyl)chromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC(=CC2=O)CCC3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC(=CC2=O)CCC3=CC=CC=C3)O
• InChI: InChI=1S/C18H16O4/c1-21-16-10-9-15-17(18(16)20)14(19)11-13(22-15)8-7-12-5-3-2-4-6-12/h2-6,9-11,20H,7-8H2,1H3
• InChI Key: NMNAEIGLYNWQDD-UHFFFAOYSA-N
• Popularity: 4 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: 3.90
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• SCHEMBL16983579
• 2-Phenethyl-5-hydroxy-6-methoxychromone
• 5-hydroxy-6-methoxy-2-(2-phenylethyl)chromone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	+	0.6626	66.26%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	0.5860	58.60%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8137	81.37%
P-glycoprotein inhibitior	-	0.4395	43.95%
P-glycoprotein substrate	-	0.7212	72.12%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	0.5831	58.31%
CYP2D6 substrate	-	0.7906	79.06%
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	+	0.6534	65.34%
CYP inhibitory promiscuity	+	0.5117	51.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9632	96.32%
Eye irritation	-	0.6111	61.11%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4890	48.90%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8732	87.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8602	86.02%
Acute Oral Toxicity (c)	III	0.7581	75.81%
Estrogen receptor binding	+	0.9487	94.87%
Androgen receptor binding	+	0.8831	88.31%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.8436	84.36%
PPAR gamma	+	0.8586	85.86%
Honey bee toxicity	-	0.8117	81.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5723	57.23%
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	97.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	92.93%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.73%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.25%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.89%	94.73%
CHEMBL240	Q12809	HERG	87.68%	89.76%
CHEMBL2535	P11166	Glucose transporter	84.27%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.87%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.50%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.38%	96.09%

Plants that contains it

• Aquilaria sinensis

Cross-Links

• PubChem: 10935326
• NPASS: NPC280248
• LOTUS: LTS0005089
• wikiData: Q105181868