(2R)-5-hydroxy-4-methoxy-6-(4-methoxyphenyl)-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: 4798d53a-13e2-4ea0-8f51-93691870123f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Hydroxyisoflavonoids
• IUPAC Name: (2R)-5-hydroxy-4-methoxy-6-(4-methoxyphenyl)-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=C3C(=C2OC)C(=C(C(=O)O3)C4=CC=C(C=C4)OC)O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(O1)C=C3C(=C2OC)C(=C(C(=O)O3)C4=CC=C(C=C4)OC)O
• InChI: InChI=1S/C22H20O6/c1-11(2)15-9-14-16(27-15)10-17-19(21(14)26-4)20(23)18(22(24)28-17)12-5-7-13(25-3)8-6-12/h5-8,10,15,23H,1,9H2,2-4H3/t15-/m1/s1
• InChI Key: ZDCJFDSEGJQOLJ-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₆
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.7663	76.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7083	70.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.8072	80.72%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5559	55.59%
P-glycoprotein inhibitior	+	0.8669	86.69%
P-glycoprotein substrate	-	0.7896	78.96%
CYP3A4 substrate	+	0.6281	62.81%
CYP2C9 substrate	+	0.6740	67.40%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	+	0.6289	62.89%
CYP2C9 inhibition	-	0.5659	56.59%
CYP2C19 inhibition	+	0.7017	70.17%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	+	0.7265	72.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4747	47.47%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7513	75.13%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7700	77.00%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8104	81.04%
Acute Oral Toxicity (c)	II	0.4716	47.16%
Estrogen receptor binding	+	0.8417	84.17%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.7625	76.25%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.7090	70.90%
Honey bee toxicity	-	0.7667	76.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9937	99.37%

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%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.52%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.21%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	92.79%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.56%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.56%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.94%	94.45%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	91.86%	80.96%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.41%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.56%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.90%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	88.14%	93.31%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.38%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.83%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.21%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.29%	99.17%
CHEMBL4531	P17931	Galectin-3	84.19%	96.90%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.98%	96.12%
CHEMBL4208	P20618	Proteasome component C5	82.34%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.35%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	81.10%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.59%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.23%	95.78%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.05%	97.33%

Plants that contains it

• Erythrina variegata

Cross-Links

• PubChem: 162900954
• LOTUS: LTS0123422
• wikiData: Q105372059