5-O-Methylhierochin D

Details

• Internal ID: e5bee5eb-2600-4aca-97e7-124e372470bf
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[3-(hydroxymethyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)C=CCO
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)C=CCO
• InChI: InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3
• InChI Key: KUSXBOZNRPQEON-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 1.90

Synonyms

• 4-[3-(Hydroxymethyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
• 97465-82-2
• DTXSID301311390
• 4-(3-[hydroxymethyl]-5-[3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydrobenz ofuran-2-yl)-2-methoxyphenol

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
CHEMBL206	P03372	Estrogen receptor alpha	61.91 nM	IC50	via Super-PRED
CHEMBL242	Q92731	Estrogen receptor beta	286.5 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.78%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.49%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.20%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.78%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL3194	P02766	Transthyretin	85.79%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.64%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.22%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.64%	89.62%

Plants that contains it

• Aglaia foveolata
• Anastatica hierochuntica
• Arum italicum
• Brassica fruticulosa
• Campylotropis hirtella
• Habranthus brachyandrus
• Hedyotis lawsoniae
• Kadsura coccinea
• Picea glauca
• Schisandra lancifolia
• Wikstroemia canescens

Cross-Links

• PubChem: 188976
• LOTUS: LTS0092199
• wikiData: Q105146345