methyl (1R,2R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-1-formyloxy-8b-hydroxy-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate

Details

• Internal ID: c5a21563-8c23-48f6-b724-a39ef6248d73
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: methyl (1R,2R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-1-formyloxy-8b-hydroxy-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C3(C(C(C(C3(O2)C4=CC5=C(C=C4)OCO5)C6=CC=CC=C6)C(=O)OC)OC=O)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)[C@@]3([C@@H]([C@@H]([C@H]([C@@]3(O2)C4=CC5=C(C=C4)OCO5)C6=CC=CC=C6)C(=O)OC)OC=O)O
• InChI: InChI=1S/C29H26O10/c1-33-18-12-21(34-2)25-22(13-18)39-29(17-9-10-19-20(11-17)38-15-37-19)24(16-7-5-4-6-8-16)23(27(31)35-3)26(36-14-30)28(25,29)32/h4-14,23-24,26,32H,15H2,1-3H3/t23-,24-,26-,28+,29+/m1/s1
• InChI Key: XKYRDXZNJADCQR-IDAMAFBJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆O₁₀
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.15259702 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.10

Synonyms

• SCHEMBL16408451
• (1R)-1alpha-(Formyloxy)-3beta-phenyl-3abeta-(1,3-benzodioxol-5-yl)-6,8-dimethoxy-8bbeta-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2alpha-carboxylic acid methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.38%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	95.97%	89.44%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.44%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.74%	95.50%
CHEMBL2535	P11166	Glucose transporter	91.35%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.14%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.61%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.01%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.68%	94.80%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.77%	90.24%
CHEMBL4208	P20618	Proteasome component C5	88.29%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.95%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.63%	95.89%
CHEMBL5028	O14672	ADAM10	83.92%	97.50%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.51%	85.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.29%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.72%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.36%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.85%	89.67%
CHEMBL221	P23219	Cyclooxygenase-1	80.48%	90.17%

Plants that contains it

• Aglaia elliptica
• Aglaia perviridis
• Ammodendron karelinii
• Citrus japonica
• Duguetia chrysocarpa
• Phaseolus coccineus
• Pinus yunnanensis
• Sicyos edulis

Cross-Links

• PubChem: 10721063
• NPASS: NPC263955
• ChEMBL: CHEMBL2331811
• LOTUS: LTS0064941
• wikiData: Q105329780