7-(2,4-Dimethoxyphenyl)-10-methoxy-2,2-dimethyl-5-(3-methylbut-2-enyl)-7,8-dihydropyrano[2,3-g]chromen-9-one

Details

• Internal ID: 51c15ace-d5a3-423f-af36-f87bbbd90450
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 7-(2,4-dimethoxyphenyl)-10-methoxy-2,2-dimethyl-5-(3-methylbut-2-enyl)-7,8-dihydropyrano[2,3-g]chromen-9-one
• SMILES (Canonical): CC(=CCC1=C2C=CC(OC2=C(C3=C1OC(CC3=O)C4=C(C=C(C=C4)OC)OC)OC)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C=CC(OC2=C(C3=C1OC(CC3=O)C4=C(C=C(C=C4)OC)OC)OC)(C)C)C
• InChI: InChI=1S/C28H32O6/c1-16(2)8-10-18-19-12-13-28(3,4)34-26(19)27(32-7)24-21(29)15-23(33-25(18)24)20-11-9-17(30-5)14-22(20)31-6/h8-9,11-14,23H,10,15H2,1-7H3
• InChI Key: FZMRUMHVVNEBRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21988874 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7255	72.55%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7362	73.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9893	98.93%
P-glycoprotein inhibitior	+	0.9469	94.69%
P-glycoprotein substrate	-	0.5299	52.99%
CYP3A4 substrate	+	0.6935	69.35%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7486	74.86%
CYP3A4 inhibition	+	0.7049	70.49%
CYP2C9 inhibition	-	0.6240	62.40%
CYP2C19 inhibition	+	0.8998	89.98%
CYP2D6 inhibition	-	0.8033	80.33%
CYP1A2 inhibition	-	0.6722	67.22%
CYP2C8 inhibition	+	0.6381	63.81%
CYP inhibitory promiscuity	+	0.8572	85.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7793	77.93%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7762	77.62%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7562	75.62%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5884	58.84%
Acute Oral Toxicity (c)	III	0.7056	70.56%
Estrogen receptor binding	+	0.9124	91.24%
Androgen receptor binding	+	0.6638	66.38%
Thyroid receptor binding	+	0.7129	71.29%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	-	0.5267	52.67%
PPAR gamma	+	0.8509	85.09%
Honey bee toxicity	-	0.7472	74.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	99.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.50%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.62%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.59%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL2535	P11166	Glucose transporter	89.45%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.73%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.57%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.26%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.80%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.73%	89.00%
CHEMBL240	Q12809	HERG	83.85%	89.76%
CHEMBL340	P08684	Cytochrome P450 3A4	82.26%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.61%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.25%	96.12%
CHEMBL1902	P62942	FK506-binding protein 1A	80.60%	97.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.58%	91.03%

Plants that contains it

• Eriosema tuberosum

Cross-Links

• PubChem: 85129409
• LOTUS: LTS0273005
• wikiData: Q105005040