Caffeic aldehyde

Details

• Internal ID: 9a3d3907-87a9-4941-ad7f-4e4cd7517df3
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-3-(3,4-dihydroxyphenyl)prop-2-enal
• SMILES (Canonical): C1=CC(=C(C=C1C=CC=O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C=O)O)O
• InChI: InChI=1S/C9H8O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-6,11-12H/b2-1+
• InChI Key: AXMVYSVVTMKQSL-OWOJBTEDSA-N
• Popularity: 42 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16 g/mol
• Exact Mass: 164.047344113 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10

Synonyms

• Caffeoyl Aldehyde
• 3,4-Dihydroxycinnamaldehyde
• 141632-15-7
• trans-caffeic aldehyde
• Caffeyl aldehyde
• CHEMBL17291
• (E)-3-(3,4-dihydroxyphenyl)prop-2-enal
• 2A5UNB3LNK
• 2-Propenal, 3-(3,4-dihydroxyphenyl)-, (2E)-
• 3-(3,4-dihydroxyphenyl)prop-2-enal
• (2E)-3-(3,4-dihydroxyphenyl)prop-2-enal
• 68149-78-0
• CHEBI:28323
• 2-Propenal, 3-(3,4-dihydroxyphenyl)-
• (2E)-3-(3,4-Dihydroxyphenyl)-2-propenal
• 2-Propenal, 3-(3,4-dihydroxyphenyl)-, (E)-
• AC1NQZ7R
• caffealdehyde
• (E)-caffeyl aldehyde
• (E)-3-(3,4-Dihydroxyphenyl)acrylaldehyde
• UNII-2A5UNB3LNK
• SCHEMBL563358
• (E)-3,4-dihydroxycinnamaldehyde
• trans-3,4-dihydroxycinnamaldehyde
• AXMVYSVVTMKQSL-OWOJBTEDSA-N
• DTXSID401032315
• BDBM50240383
• (E)-3-(3,4-Dihydroxy-phenyl)-propenal
• (2E)-3-(3,4-dihydroxyphenyl)acrylaldehyde
• CS-0225670
• EN300-1246107

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	98.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.70%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL3194	P02766	Transthyretin	93.36%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.66%	93.40%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.11%	96.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.09%	96.00%
CHEMBL4208	P20618	Proteasome component C5	84.89%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.60%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.49%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.45%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	83.65%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%

Plants that contains it

• Petasites tricholobus
• Tachigali paniculata

Cross-Links

• PubChem: 5281871
• LOTUS: LTS0205926
• wikiData: Q104920649