3-[[3-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-4-[[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-one

Details

• Internal ID: 80b70e0f-0cc2-44f0-9a7b-7561b41ebb05
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[[3-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-4-[[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)C(CO)C(C2=CC(=C(C=C2)O)OC)O)CC3C(COC3=O)CC4=CC5=C(C(=C4)OC)OC(C5CO)C6=CC(=C(C=C6)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)C(CO)C(C2=CC(=C(C=C2)O)OC)O)CC3C(COC3=O)CC4=CC5=C(C(=C4)OC)OC(C5CO)C6=CC(=C(C=C6)O)OC
• InChI: InChI=1S/C40H44O13/c1-48-32-15-22(5-7-30(32)43)36(45)28(17-41)26-11-21(13-34(50-3)37(26)46)10-25-24(19-52-40(25)47)9-20-12-27-29(18-42)38(53-39(27)35(14-20)51-4)23-6-8-31(44)33(16-23)49-2/h5-8,11-16,24-25,28-29,36,38,41-46H,9-10,17-19H2,1-4H3
• InChI Key: BQAUNBCJFDCZFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₁₃
• Molecular Weight: 732.80 g/mol
• Exact Mass: 732.27819145 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8903	89.03%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7368	73.68%
OATP2B1 inhibitior	+	0.7031	70.31%
OATP1B1 inhibitior	+	0.8041	80.41%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8829	88.29%
P-glycoprotein inhibitior	+	0.7629	76.29%
P-glycoprotein substrate	+	0.6630	66.30%
CYP3A4 substrate	+	0.6731	67.31%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	-	0.7079	70.79%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5176	51.76%
CYP2C19 inhibition	+	0.5083	50.83%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.7758	77.58%
CYP2C8 inhibition	+	0.6315	63.15%
CYP inhibitory promiscuity	+	0.7720	77.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.5978	59.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7794	77.94%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6808	68.08%
Acute Oral Toxicity (c)	III	0.5369	53.69%
Estrogen receptor binding	+	0.8181	81.81%
Androgen receptor binding	+	0.7466	74.66%
Thyroid receptor binding	+	0.5627	56.27%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	+	0.5599	55.99%
PPAR gamma	+	0.6502	65.02%
Honey bee toxicity	-	0.7305	73.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.30%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.07%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.29%	92.62%
CHEMBL204	P00734	Thrombin	92.97%	96.01%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.06%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.48%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.33%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.97%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.15%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.74%	86.92%
CHEMBL1978	P11511	Cytochrome P450 19A1	82.73%	91.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.37%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.23%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.80%	98.75%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 91989994
• LOTUS: LTS0250745
• wikiData: Q104944245