2-Benzyl-5,7-dimethoxychromen-4-one

Details

• Internal ID: 4403ba42-9327-4207-a07c-b8e5c079baff
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-benzyl-5,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C(=O)C=C(O2)CC3=CC=CC=C3
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C(=O)C=C(O2)CC3=CC=CC=C3
• InChI: InChI=1S/C18H16O4/c1-20-13-10-16(21-2)18-15(19)9-14(22-17(18)11-13)8-12-6-4-3-5-7-12/h3-7,9-11H,8H2,1-2H3
• InChI Key: NIZKWTZIDYBYTA-UHFFFAOYSA-N
• Popularity: 1 reference 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): 44.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8732	87.32%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6302	63.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.9833	98.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5243	52.43%
P-glycoprotein inhibitior	+	0.8434	84.34%
P-glycoprotein substrate	-	0.8745	87.45%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	-	0.6324	63.24%
CYP2D6 substrate	-	0.7573	75.73%
CYP3A4 inhibition	+	0.7102	71.02%
CYP2C9 inhibition	-	0.5204	52.04%
CYP2C19 inhibition	+	0.8578	85.78%
CYP2D6 inhibition	-	0.6885	68.85%
CYP1A2 inhibition	+	0.9566	95.66%
CYP2C8 inhibition	+	0.4462	44.62%
CYP inhibitory promiscuity	+	0.7711	77.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.8430	84.30%
Eye irritation	-	0.6187	61.87%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9883	98.83%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4530	45.30%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6504	65.04%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	+	0.8942	89.42%
Androgen receptor binding	+	0.8632	86.32%
Thyroid receptor binding	+	0.6184	61.84%
Glucocorticoid receptor binding	+	0.7235	72.35%
Aromatase binding	+	0.7220	72.20%
PPAR gamma	+	0.7580	75.80%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.6836	68.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.77%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.78%	95.50%
CHEMBL240	Q12809	HERG	93.33%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.30%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.72%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.24%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.49%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.99%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.06%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.77%	96.00%

Plants that contains it

• Baeckea frutescens
• Ferula fukanensis

Cross-Links

• PubChem: 10902532
• LOTUS: LTS0256589
• wikiData: Q105178027