methyl 10-(3,7-dimethylocta-2,6-dienyl)-3,8,9-trihydroxy-6H-[1]benzofuro[3,2-c]chromene-7-carboxylate

Details

• Internal ID: f8d517f5-2dad-41f2-9818-87e3b41923bd
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: methyl 10-(3,7-dimethylocta-2,6-dienyl)-3,8,9-trihydroxy-6H-[1]benzofuro[3,2-c]chromene-7-carboxylate
• InChI: InChI=1S/C27H28O7/c1-14(2)6-5-7-15(3)8-10-18-23(29)24(30)22(27(31)32-4)21-19-13-33-20-12-16(28)9-11-17(20)25(19)34-26(18)21/h6,8-9,11-12,28-30H,5,7,10,13H2,1-4H3
• InChI Key: HEOXCFPTWPWVSG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₇
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.18350323 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.13
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9380	93.80%
Caco-2	-	0.6927	69.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8667	86.67%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9737	97.37%
P-glycoprotein inhibitior	+	0.7964	79.64%
P-glycoprotein substrate	+	0.6470	64.70%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	0.5848	58.48%
CYP2D6 substrate	-	0.8484	84.84%
CYP3A4 inhibition	+	0.5538	55.38%
CYP2C9 inhibition	+	0.5397	53.97%
CYP2C19 inhibition	+	0.6153	61.53%
CYP2D6 inhibition	-	0.6469	64.69%
CYP1A2 inhibition	+	0.7885	78.85%
CYP2C8 inhibition	+	0.7243	72.43%
CYP inhibitory promiscuity	-	0.5052	50.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6481	64.81%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8096	80.96%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7093	70.93%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8347	83.47%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6375	63.75%
Acute Oral Toxicity (c)	III	0.3462	34.62%
Estrogen receptor binding	+	0.9054	90.54%
Androgen receptor binding	+	0.8372	83.72%
Thyroid receptor binding	+	0.5825	58.25%
Glucocorticoid receptor binding	+	0.8237	82.37%
Aromatase binding	+	0.7250	72.50%
PPAR gamma	+	0.8409	84.09%
Honey bee toxicity	-	0.7629	76.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.35%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.96%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	92.87%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.79%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.46%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.62%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.30%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.94%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.49%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.63%	89.50%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.14%	93.10%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.78%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.90%	89.34%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.70%	85.30%
CHEMBL2535	P11166	Glucose transporter	82.39%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.67%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.20%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.06%	94.00%

Plants that contains it

• Lespedeza homoloba

Cross-Links

• PubChem: 163088941
• LOTUS: LTS0024525
• wikiData: Q105026965