Episesartemin A

Details

• Internal ID: b65b6ba0-7efb-46c2-9da8-fc916076f9b8
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 4-methoxy-6-[6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole
• SMILES (Canonical): COC1=CC(=CC2=C1OCO2)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC2=C1OCO2)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC)OC
• InChI: InChI=1S/C23H26O8/c1-24-16-5-12(6-17(25-2)22(16)27-4)20-14-9-29-21(15(14)10-28-20)13-7-18(26-3)23-19(8-13)30-11-31-23/h5-8,14-15,20-21H,9-11H2,1-4H3
• InChI Key: DHWUVPPRBIJJKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₈
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.16276778 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 2.70

Synonyms

• SESARTEMIN-(+)
• (+)-Sesartemin
• 77449-31-1
• Sesalatin
• MEGxp0_001364
• SCHEMBL17385619
• ACon1_001418
• DHWUVPPRBIJJKS-UHFFFAOYSA-N
• NCGC00180526-01
• BRD-A17828821-001-01-7
• 3,3',4',5'-Tetramethoxy-4,5-methylenedioxy-7,9',7',9-diepoxylignan
• 2-(3-Methoxy-4,5-methylenedioxyphenyl)-6-(3,4,5-trimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane
• 4-Methoxy-6-[tetrahydro-4-(3,4,5-trimethoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-1,3-benzodioxole, 9CI

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
CHEMBL220	P22303	Acetylcholinesterase	460 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	96.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.16%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.54%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.28%	82.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.29%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	84.90%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.11%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.13%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.83%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.75%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.58%	89.44%

Plants that contains it

• Achillea cretica
• Achillea holosericea
• Artemisia absinthium
• Artemisia arborescens
• Peperomia obtusifolia
• Sesamum alatum
• Virola elongata

Cross-Links

• PubChem: 3732009
• LOTUS: LTS0092497
• wikiData: Q103818399