2-Epi-3a-epiburchellin

Details

• Internal ID: 659ab34c-233c-4154-ae1e-105277804edf
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3S,3aS)-2-(1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one
• SMILES (Canonical): CC1C(OC2=CC(=O)C(=CC12CC=C)OC)C3=CC4=C(C=C3)OCO4
• SMILES (Isomeric): C[C@@H]1[C@@H](OC2=CC(=O)C(=C[C@]12CC=C)OC)C3=CC4=C(C=C3)OCO4
• InChI: InChI=1S/C20H20O5/c1-4-7-20-10-17(22-3)14(21)9-18(20)25-19(12(20)2)13-5-6-15-16(8-13)24-11-23-15/h4-6,8-10,12,19H,1,7,11H2,2-3H3/t12-,19-,20-/m1/s1
• InChI Key: SOLJFAQVSWXZEQ-TVNIXMEMSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.80

Synonyms

• cis-Burchellin
• 57457-99-5
• Burchellin
• MLS000697746
• CHEMBL3186428
• DTXSID301109826
• HMS2268B16
• 38276-59-4
• HY-N1726
• AKOS032962700
• NCGC00247513-01
• SMR000470992
• CS-0017403
• (2R,3S,3aS)-2-(1,3-Benzodioxol-5-yl)-3,3a-dihydro-5-methoxy-3-methyl-3a-(2-propen-1-yl)-6(2H)-benzofuranone
• (2R,3S,3aS)-2-(1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.27%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.01%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.45%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.28%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	89.45%	95.55%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.11%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.18%	93.40%
CHEMBL2581	P07339	Cathepsin D	86.92%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.36%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.66%	92.62%
CHEMBL4530	P00488	Coagulation factor XIII	84.02%	96.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.87%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.38%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.36%	90.00%

Plants that contains it

• Magnolia denudata
• Nectandra grandiflora
• Piper hymenophyllum

Cross-Links

• PubChem: 10308799
• LOTUS: LTS0214424
• wikiData: Q105257029