5-Methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one

Details

• Internal ID: 3b21eb9b-82aa-4a4a-a00e-54977a72389f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 5-methoxy-2,2-dimethyl-8-phenylpyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C3C(=C2OC)C(=O)C=C(O3)C4=CC=CC=C4)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C3C(=C2OC)C(=O)C=C(O3)C4=CC=CC=C4)C
• InChI: InChI=1S/C21H18O4/c1-21(2)10-9-14-17(25-21)12-18-19(20(14)23-3)15(22)11-16(24-18)13-7-5-4-6-8-13/h4-12H,1-3H3
• InChI Key: QIWUOCVLZSWRLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• LMPK12110182

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8474	84.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9468	94.68%
OATP1B3 inhibitior	+	0.9841	98.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8649	86.49%
P-glycoprotein inhibitior	+	0.9397	93.97%
P-glycoprotein substrate	-	0.7457	74.57%
CYP3A4 substrate	+	0.5791	57.91%
CYP2C9 substrate	-	0.8368	83.68%
CYP2D6 substrate	-	0.7977	79.77%
CYP3A4 inhibition	+	0.8430	84.30%
CYP2C9 inhibition	+	0.5108	51.08%
CYP2C19 inhibition	+	0.8885	88.85%
CYP2D6 inhibition	-	0.7723	77.23%
CYP1A2 inhibition	+	0.6470	64.70%
CYP2C8 inhibition	+	0.6042	60.42%
CYP inhibitory promiscuity	+	0.8350	83.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Danger	0.4880	48.80%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.6854	68.54%
Skin irritation	-	0.8122	81.22%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8760	87.60%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8671	86.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7223	72.23%
Acute Oral Toxicity (c)	III	0.5351	53.51%
Estrogen receptor binding	+	0.9558	95.58%
Androgen receptor binding	+	0.8443	84.43%
Thyroid receptor binding	+	0.8148	81.48%
Glucocorticoid receptor binding	+	0.8687	86.87%
Aromatase binding	+	0.7156	71.56%
PPAR gamma	+	0.8106	81.06%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	98.47%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.82%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.46%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.98%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.86%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.51%	94.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.48%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.91%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.69%	96.67%

Plants that contains it

• Tephrosia praecana

Cross-Links

• PubChem: 44257643
• LOTUS: LTS0170652
• wikiData: Q105222449