5,7-dihydroxy-3-[(2R)-2-(2-hydroxypropan-2-yl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]chromen-4-one

Details

• Internal ID: daa06fdc-4c6a-4724-b523-b2b92c9bc6c2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids > 3-O-methylisoflavones
• IUPAC Name: 5,7-dihydroxy-3-[(2R)-2-(2-hydroxypropan-2-yl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]chromen-4-one
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C(=CC(=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)OC)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(O1)C(=CC(=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)OC)O
• InChI: InChI=1S/C21H20O7/c1-21(2,25)17-6-11-4-10(5-16(26-3)20(11)28-17)13-9-27-15-8-12(22)7-14(23)18(15)19(13)24/h4-5,7-9,17,22-23,25H,6H2,1-3H3/t17-/m1/s1
• InChI Key: JFOWWAZXLBKLIO-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.6708	67.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6586	65.86%
P-glycoprotein inhibitior	-	0.4872	48.72%
P-glycoprotein substrate	-	0.6335	63.35%
CYP3A4 substrate	+	0.6661	66.61%
CYP2C9 substrate	-	0.5940	59.40%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	+	0.5908	59.08%
CYP2C9 inhibition	-	0.6481	64.81%
CYP2C19 inhibition	+	0.5203	52.03%
CYP2D6 inhibition	-	0.7326	73.26%
CYP1A2 inhibition	-	0.6712	67.12%
CYP2C8 inhibition	+	0.6913	69.13%
CYP inhibitory promiscuity	-	0.5075	50.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4846	48.46%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7013	70.13%
Skin irritation	-	0.7812	78.12%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6246	62.46%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.5325	53.25%
skin sensitisation	-	0.8651	86.51%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4727	47.27%
Acute Oral Toxicity (c)	III	0.6439	64.39%
Estrogen receptor binding	+	0.8687	86.87%
Androgen receptor binding	+	0.6861	68.61%
Thyroid receptor binding	+	0.6949	69.49%
Glucocorticoid receptor binding	+	0.7796	77.96%
Aromatase binding	+	0.7373	73.73%
PPAR gamma	+	0.8658	86.58%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9184	91.84%

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	98.30%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.62%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.30%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.04%	96.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.75%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.96%	99.17%
CHEMBL3194	P02766	Transthyretin	86.16%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.15%	97.14%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.44%	98.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.09%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.74%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.57%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.20%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.44%	93.99%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.14%	82.67%
CHEMBL217	P14416	Dopamine D2 receptor	81.34%	95.62%
CHEMBL5747	Q92793	CREB-binding protein	80.92%	95.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.71%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.42%	99.23%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 162863391
• LOTUS: LTS0059839
• wikiData: Q105126798