2''',5'''-Diepisilvestrol

Details

• Internal ID: b0288347-4893-4107-87a6-96197f07eb2f
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
• SMILES (Canonical): COC1C(OC(CO1)C(CO)O)OC2=CC3=C(C(=C2)OC)C4(C(C(C(C4(O3)C5=CC=C(C=C5)OC)C6=CC=CC=C6)C(=O)OC)O)O
• SMILES (Isomeric): CO[C@@H]1[C@@H](O[C@H](CO1)[C@H](CO)O)OC2=CC3=C(C(=C2)OC)[C@@]4([C@@H]([C@@H]([C@H]([C@@]4(O3)C5=CC=C(C=C5)OC)C6=CC=CC=C6)C(=O)OC)O)O
• InChI: InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25+,26+,27+,29+,31-,32+,33-,34-/m0/s1
• InChI Key: GVKXFVCXBFGBCD-CABMIHONSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈O₁₃
• Molecular Weight: 654.70 g/mol
• Exact Mass: 654.23124126 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.60

Synonyms

• CHEBI:70456
• CHEMBL1651031
• Q27138793
• (1R)-1alpha,8bbeta-Dihydroxy-3beta-phenyl-3abeta-(4-methoxyphenyl)-6-[[(3S)-3beta-methoxy-6alpha-[(S)-1,2-dihydroxyethyl]-1,4-dioxane-2beta-yl]oxy]-2,3,3a,8b-tetrahydro-8-methoxy-1H-cyclopenta[b]benzofuran-2alpha-carboxylic acid methyl ester
• methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate

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
CHEMBL2052028	P60842	Eukaryotic initiation factor 4A-I	0.8 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	94.21%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.98%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.68%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.04%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.93%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.67%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.44%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.72%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL240	Q12809	HERG	90.14%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.97%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.42%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.22%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.67%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.56%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.03%	95.89%
CHEMBL5028	O14672	ADAM10	81.15%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.15%	85.14%

Plants that contains it

• Aglaia foveolata

Cross-Links

• PubChem: 11607102
• NPASS: NPC149502
• ChEMBL: CHEMBL1651031