2-(2-Hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran

Details

• Internal ID: d8b15d38-2a8b-4365-a5df-617ff8d5139d
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[5-(3-hydroxypropyl)-1-benzofuran-2-yl]-5-methoxyphenol
• SMILES (Canonical): COC1=CC(=C(C=C1)C2=CC3=C(O2)C=CC(=C3)CCCO)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)C2=CC3=C(O2)C=CC(=C3)CCCO)O
• InChI: InChI=1S/C18H18O4/c1-21-14-5-6-15(16(20)11-14)18-10-13-9-12(3-2-8-19)4-7-17(13)22-18/h4-7,9-11,19-20H,2-3,8H2,1H3
• InChI Key: DZMMGSFVLBBPIA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 3.50

Synonyms

• CHEBI:69249
• 2-(2-hydroxy-4-methoxyphenyl)-5-(3-hydroxypropyl)benzofuran
• 2-[5-(3-hydroxypropyl)-1-benzofuran-2-yl]-5-methoxyphenol
• SCHEMBL17183189
• BDBM50391889
• Q27137588
• 2-(2-Hydroxy-4-methoxyphenyl)benzofuran-5-(1-propanol)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	27200 nM	IC50	PMID: 21800856
CHEMBL5658	O14684	Prostaglandin E synthase	42000 nM	IC50	PMID: 21800856

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.24%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.75%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.33%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.52%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.84%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	88.22%	95.93%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.20%	90.24%
CHEMBL4208	P20618	Proteasome component C5	87.15%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.91%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.67%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	82.96%	98.35%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.93%	95.50%

Plants that contains it

• Baliospermum solanifolium
• Caiophora coronata
• Hemsleya graciliflora
• Krameria erecta
• Krameria lappacea
• Nepeta erecta
• Skimmia melanocarpa

Cross-Links

• PubChem: 14213211
• NPASS: NPC39929
• ChEMBL: CHEMBL2147419
• LOTUS: LTS0033833
• wikiData: Q27137588