9-methoxy-2,10-bis(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromen-3-ol

Details

• Internal ID: 43c8d5b1-53b6-4f0f-b658-6b9ecc71b6d2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 9-methoxy-2,10-bis(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromen-3-ol
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3=C2OC4=C3C=CC(=C4CC=C(C)C)OC)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OCC3=C2OC4=C3C=CC(=C4CC=C(C)C)OC)C
• InChI: InChI=1S/C26H28O4/c1-15(2)6-8-17-12-20-24(13-22(17)27)29-14-21-18-10-11-23(28-5)19(9-7-16(3)4)25(18)30-26(20)21/h6-7,10-13,27H,8-9,14H2,1-5H3
• InChI Key: NEMBSOAQFIXBRX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₄
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.19875937 g/mol
• Topological Polar Surface Area (TPSA): 51.80 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.72
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6725	67.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7690	76.90%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9694	96.94%
P-glycoprotein inhibitior	+	0.9266	92.66%
P-glycoprotein substrate	+	0.5792	57.92%
CYP3A4 substrate	+	0.5845	58.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4182	41.82%
CYP3A4 inhibition	+	0.5637	56.37%
CYP2C9 inhibition	+	0.7836	78.36%
CYP2C19 inhibition	+	0.8951	89.51%
CYP2D6 inhibition	-	0.6449	64.49%
CYP1A2 inhibition	+	0.9038	90.38%
CYP2C8 inhibition	+	0.5864	58.64%
CYP inhibitory promiscuity	+	0.8891	88.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7569	75.69%
Skin irritation	-	0.8011	80.11%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4267	42.67%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6776	67.76%
skin sensitisation	-	0.7273	72.73%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6852	68.52%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	+	0.9613	96.13%
Androgen receptor binding	+	0.8098	80.98%
Thyroid receptor binding	+	0.7477	74.77%
Glucocorticoid receptor binding	+	0.8658	86.58%
Aromatase binding	+	0.7038	70.38%
PPAR gamma	+	0.9214	92.14%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5102	51.02%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.09%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.76%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.79%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.73%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.52%	95.89%
CHEMBL2535	P11166	Glucose transporter	91.35%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.34%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.05%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.74%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.63%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.93%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL3438	Q05513	Protein kinase C zeta	85.68%	88.48%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.65%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	84.20%	95.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.97%	94.00%
CHEMBL3194	P02766	Transthyretin	83.43%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.66%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.31%	92.68%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.28%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.96%	89.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.05%	94.80%

Plants that contains it

• Erythrina variegata

Cross-Links

• PubChem: 15546809
• LOTUS: LTS0118844
• wikiData: Q105178045