(2Z)-3-(3,4-dihydroxyphenyl)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxypentanedioic acid

Details

• Internal ID: 83040656-ae68-480f-bf90-ba99e145612b
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (2Z)-3-(3,4-dihydroxyphenyl)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxypentanedioic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=C(C(C2=CC(=C(C=C2)O)O)C(C(=O)O)O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C(/C(C2=CC(=C(C=C2)O)O)C(C(=O)O)O)\C(=O)O)O)O
• InChI: InChI=1S/C18H16O9/c19-11-3-1-8(6-13(11)21)5-10(17(24)25)15(16(23)18(26)27)9-2-4-12(20)14(22)7-9/h1-7,15-16,19-23H,(H,24,25)(H,26,27)/b10-5-
• InChI Key: GRVCQHNOZLCUEA-YHYXMXQVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.30 g/mol
• Exact Mass: 376.07943208 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 1.10

Synonyms

• SCHEMBL10005694
• BDBM50446665

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
CHEMBL4977	P05412	Proto-oncogene c-JUN	11900 nM	IC50	PMID: 18809945

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.90%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.55%	99.15%
CHEMBL3194	P02766	Transthyretin	92.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.47%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	89.01%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.00%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.20%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.20%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.18%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.02%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.66%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.42%	94.73%

Plants that contains it

• Coleus amboinicus
• Costus tonkinensis
• Euphorbia fischeriana

Cross-Links

• PubChem: 57620293
• NPASS: NPC471749
• ChEMBL: CHEMBL3112597
• LOTUS: LTS0108395
• wikiData: Q105156998