(2R,3R)-4-[(E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

Details

• Internal ID: 5650805c-eaec-47ad-b8ce-7db20751d241
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R)-4-[(E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C[C@@H](C(=O)O)OC(=O)/C=C/C2=C3[C@H]([C@@H](OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
• InChI: InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m0/s1
• InChI Key: UJZQBMQZMKFSRV-FXWSMFJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₂
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.11112613 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 2.80

Synonyms

There are no found synonyms.

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
CHEMBL3729	P22748	Carbonic anhydrase IV	101.2 nM	Ki	via Super-PRED
CHEMBL2326	P43166	Carbonic anhydrase VII	268.3 nM	Ki	via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	4.8 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.51%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.97%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.87%	86.33%
CHEMBL233	P35372	Mu opioid receptor	91.28%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL3194	P02766	Transthyretin	91.12%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.79%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.87%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.09%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.85%	99.15%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.52%	95.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.95%	95.71%
CHEMBL236	P41143	Delta opioid receptor	82.91%	99.35%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	82.45%	90.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.87%	89.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.07%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.79%	94.62%

Plants that contains it

• Celastrus hindsii
• Heliotropium sarmentosum
• Lithospermum erythrorhizon

Cross-Links

• PubChem: 95224953
• LOTUS: LTS0094349
• wikiData: Q105274335