3-(3,4-Dimethoxyphenyl)-2-[2-(hydroxymethyl)-4-[3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenyl]propan-1-ol

Details

• Internal ID: 34deb684-a5db-4653-b7da-89d954162bf1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-(3,4-dimethoxyphenyl)-2-[2-(hydroxymethyl)-4-[3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenyl]propan-1-ol
• SMILES (Canonical): COC1=C(C=C(C=C1)CC(CO)C2=C(C=C(C=C2)C3C(C4=C(O3)C(=CC(=C4)CCCO)OC)CO)CO)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)CC(CO)C2=C(C=C(C=C2)C3C(C4=C(O3)C(=CC(=C4)CCCO)OC)CO)CO)OC
• InChI: InChI=1S/C31H38O8/c1-36-27-9-6-20(13-28(27)37-2)11-22(16-33)24-8-7-21(15-23(24)17-34)30-26(18-35)25-12-19(5-4-10-32)14-29(38-3)31(25)39-30/h6-9,12-15,22,26,30,32-35H,4-5,10-11,16-18H2,1-3H3
• InChI Key: CWCQMJGNYOEZDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₈
• Molecular Weight: 538.60 g/mol
• Exact Mass: 538.25666817 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	-	0.7354	73.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8170	81.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8069	80.69%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9599	95.99%
P-glycoprotein inhibitior	+	0.8386	83.86%
P-glycoprotein substrate	+	0.6605	66.05%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.5414	54.14%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	-	0.6396	63.96%
CYP2C19 inhibition	-	0.5972	59.72%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.8226	82.26%
CYP inhibitory promiscuity	+	0.5450	54.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9334	93.34%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6487	64.87%
skin sensitisation	-	0.8509	85.09%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.6260	62.60%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.6829	68.29%
Thyroid receptor binding	+	0.5715	57.15%
Glucocorticoid receptor binding	+	0.7264	72.64%
Aromatase binding	-	0.5061	50.61%
PPAR gamma	+	0.5991	59.91%
Honey bee toxicity	-	0.7814	78.14%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.6839	68.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.88%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.86%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.28%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.65%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.80%	92.62%
CHEMBL1255126	O15151	Protein Mdm4	89.28%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.78%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.31%	97.09%
CHEMBL2535	P11166	Glucose transporter	85.10%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.42%	94.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.00%	96.25%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.89%	97.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.80%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.22%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.70%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.58%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	81.46%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.31%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.22%	95.89%

Plants that contains it

• Onopordum illyricum

Cross-Links

• PubChem: 162853038
• LOTUS: LTS0109121
• wikiData: Q104971164