Wikstromol

Details

• Internal ID: 9a1b1ce2-f7c5-47dd-aa73-0986dc30813a
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: 3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)O)OC)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)O)OC)O)O
• InChI: InChI=1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3
• InChI Key: ZITBJWXLODLDRH-UHFFFAOYSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.50

Synonyms

• Wikstromol
• (-)-Nortrachelogenin
• (-)-Wikstromol
• 3-Hydroxy-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
• (3R)-3beta,4alpha-Bis(3-methoxy-4-hydroxybenzyl)-3-hydroxytetrahydrofuran-2-one
• NSC698802
• (3S,4S)-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
• 2(3H)-Furanone, dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-
• 2(3H)-Furanone, dihydro-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-
• Wikstroemia SP.I
• (+)-Wikstromol
• Dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-2(3H)-furanone
• WIKSTROEMIA FOETIDA B641599K027
• Arbo 6
• B641599K027
• MLS000863658
• MEGxp0_001440
• SCHEMBL4382924
• CHEMBL1483370
• ACon1_001559
• ZITBJWXLODLDRH-UHFFFAOYSA-N
• HMS2269B03
• NSC266185
• AKOS030594607
• NSC 271296
• NSC-266185
• NCGC00180383-01
• SMR000440771
• BRD-A36383259-001-01-1
• 8'-(R)-4,4',8-Trihydroxy-3,3'-dimethoxylignanolide
• B0005-189654
• B0005-477302
• 3-Hydroxy-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone #
• 3-hydroxy-3,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]tetrahydrofuran-2-one
• 2(3H)-Furanone,dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-,(3R-cis)

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	99.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.49%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.36%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.97%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.71%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.47%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.58%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.54%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.83%	98.75%

Plants that contains it

• Bupleurum falcatum
• Bupleurum salicifolium
• Carissa carandas
• Carissa spinarum
• Cedrus deodara
• Chamaecyparis formosensis
• Cryptomeria japonica
• Daphne feddei
• Daphne oleoides
• Didymochlaena truncatula
• Juniperus rigida
• Pinus sylvestris
• Taxus cuspidata
• Thuja occidentalis
• Thymelaea lythroides
• Wikstroemia hainanensis
• Wikstroemia indica

Cross-Links

• PubChem: 99938
• LOTUS: LTS0086081
• wikiData: Q105377453