Diferulic acid

Details

• Internal ID: f1b00b1d-ee1c-4b80-a0e5-100fc4bd8b72
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: (E)-3-[3-[5-[(E)-2-carboxyethenyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]prop-2-enoic acid
• SMILES (Canonical): COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C=CC(=O)O)OC)O)C=CC(=O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)/C=C/C(=O)O)OC)O)/C=C/C(=O)O
• InChI: InChI=1S/C20H18O8/c1-27-15-9-11(3-5-17(21)22)7-13(19(15)25)14-8-12(4-6-18(23)24)10-16(28-2)20(14)26/h3-10,25-26H,1-2H3,(H,21,22)(H,23,24)/b5-3+,6-4+
• InChI Key: LBQZVWQOPFFQJI-GGWOSOGESA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₈
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.10016753 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.70

Synonyms

• 60299-54-9
• C10446
• 2-Propenoic acid,3,3'-(6,6'-dihydroxy-5,5'-dimethoxy[1,1'-biphenyl]-3,3'-diyl)bis-, (2E,2'E)-
• AC1NQZ1N
• SCHEMBL20886492
• (2E,2'E)-3,3'-(6,6'-dihydroxy-5,5'-dimethoxy-[1,1'-biphenyl]-3,3'-diyl)diacrylic acid
• AT37109
• 3,3'-(6,6'-Dihydroxy-5,5'-dimethoxy-[1,1'-biphenyl]-3,3'-diyl)diacrylic acid
• (E)-3-[3-[5-[(E)-2-carboxyethenyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]prop-2-enoic acid
• (E)-3-[3-[5-[(E)-2-carboxyvinyl]-2-hydroxy-3-methoxy-phenyl]-4-hydroxy-5-methoxy-phenyl]prop-2-enoic acid

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	95.20%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.69%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL3194	P02766	Transthyretin	89.31%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.62%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.72%	89.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.17%	98.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.50%	95.50%

Plants that contains it

• Avena sativa
• Secale cereale
• Triticum turgidum subsp. durum
• Zea mays

Cross-Links

• PubChem: 5281770
• LOTUS: LTS0164735
• wikiData: Q105149578