1-[2-(4-Hydroxy-3-methoxyphenyl)-3-methyl-1-benzofuran-5-yl]propane-1,2-diol

Details

• Internal ID: 5b91f5a4-c81d-468e-8d40-e04973ce10d1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 1-[2-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-benzofuran-5-yl]propane-1,2-diol
• SMILES (Canonical): CC1=C(OC2=C1C=C(C=C2)C(C(C)O)O)C3=CC(=C(C=C3)O)OC
• SMILES (Isomeric): CC1=C(OC2=C1C=C(C=C2)C(C(C)O)O)C3=CC(=C(C=C3)O)OC
• InChI: InChI=1S/C19H20O5/c1-10-14-8-12(18(22)11(2)20)5-7-16(14)24-19(10)13-4-6-15(21)17(9-13)23-3/h4-9,11,18,20-22H,1-3H3
• InChI Key: YUGNNXHPUAKQQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.6152	61.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	+	0.5689	56.89%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5594	55.94%
P-glycoprotein inhibitior	-	0.5994	59.94%
P-glycoprotein substrate	-	0.6631	66.31%
CYP3A4 substrate	+	0.5096	50.96%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	+	0.3602	36.02%
CYP3A4 inhibition	-	0.6256	62.56%
CYP2C9 inhibition	+	0.5944	59.44%
CYP2C19 inhibition	+	0.6742	67.42%
CYP2D6 inhibition	-	0.7552	75.52%
CYP1A2 inhibition	+	0.8254	82.54%
CYP2C8 inhibition	+	0.6546	65.46%
CYP inhibitory promiscuity	+	0.8509	85.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8818	88.18%
Carcinogenicity (trinary)	Warning	0.3654	36.54%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9482	94.82%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.7523	75.23%
Androgen receptor binding	+	0.6633	66.33%
Thyroid receptor binding	+	0.7878	78.78%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	+	0.7814	78.14%
PPAR gamma	+	0.7482	74.82%
Honey bee toxicity	-	0.8243	82.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	96.50%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.71%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.62%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.10%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.96%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.35%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	86.81%	93.31%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.39%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.19%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.50%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.40%	89.62%
CHEMBL290	Q13370	Phosphodiesterase 3B	83.26%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.16%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.02%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.33%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	82.25%	90.20%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.55%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.82%	90.71%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.64%	94.03%
CHEMBL4393	P39900	Matrix metalloproteinase 12	80.60%	92.22%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL5747	Q92793	CREB-binding protein	80.28%	95.12%

Plants that contains it

• Eupomatia laurina

Cross-Links

• PubChem: 162926966
• LOTUS: LTS0159665
• wikiData: Q105362862