3,4,5-Trimethoxycinnamic acid

Details

• Internal ID: 0530073c-0521-4323-b680-eabf700c0109
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C=CC(=O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)O
• InChI: InChI=1S/C12H14O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h4-7H,1-3H3,(H,13,14)/b5-4+
• InChI Key: YTFVRYKNXDADBI-SNAWJCMRSA-N
• Popularity: 119 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.40

Synonyms

• 90-50-6
• 20329-98-0
• O-Methylsinapic acid
• 3-(3,4,5-trimethoxyphenyl)acrylic acid
• SINAPIC ACID METHYL ETHER
• 3,4,5-Trimethoxyphenylacrylic acid
• (E)-3-(3,4,5-trimethoxyphenyl)acrylic acid
• (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
• NSC 66175
• 3,4,5-Trimethoxy-trans-cinnamic acid
• 3-(3,4,5-Trimethoxyphenyl)-2-propenoic acid
• 3,4,5-Trimethoxy cinnamic acid
• (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
• 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, (2E)-
• Cinnamic acid, 3,4,5-trimethoxy-
• EINECS 201-999-8
• MFCD00004388
• trans-3,4,5-Trimethoxycinnamic acid
• BRN 1537834
• NSC66175
• NSC-66175
• 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-
• C9096D920O
• Cinnamic acid, 3,4,5-trimethoxy-, (E)-
• 2-10-00-00354 (Beilstein Handbook Reference)
• 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, (E)-
• SMR000371917
• (2E)-3-(3,4,5-trimethoxyphenyl)acrylic acid
• CHEBI:566519
• O-Methylsinapate
• Spectrum5_000448
• bmse010224
• 3,4,5-trimethoxykanelsyre
• 3,5-Trimethoxycinnamic acid
• 3,4,5-Trimethoxy cinnamate
• BSPBio_002796
• SPECTRUM290032
• MLS000757621
• MLS002207275
• SCHEMBL207441
• CHEMBL501235
• Cinnamic acid,4,5-trimethoxy-
• 3,4,5-Trimethoxyphenylacrylate
• UNII-C9096D920O
• BDBM232204
• DTXSID701298647
• HMS2232E22
• HMS3886I07
• 3, 4, 5-Trimethoxycinnamic Acid
• (e)-3,4,5-trimethoxycinnamic acid
• 3,4,5-Trimethoxybenzeneacrylic acid
• BBL011951
• CCG-39479
• s4961
• STK500969
• AKOS000120453
• 3,4,5-Trimethoxycinnamic acid, 97%
• BS-4465
• CS-W012839
• HY-W012123
• SDCCGMLS-0066950.P001
• 3,4,5-Trimethoxycinnamic acid (TMCA)
• NCGC00095563-01
• NCGC00095563-02
• 2-Propenoic acid,4,5-trimethoxyphenyl)-
• AC-16693
• AC-24565
• AC-34784
• AS-11999
• LS-54183
• 3-(3,4,5-Trimethoxyphenyl)propenoic acid
• (E)-3-(3,4,5-trimethoxyphenyl)acrylicacid
• 3,4,5-Trimethoxycinnamic acid, pred. trans
• 3-(3,5-Trimethoxyphenyl)-2-propenoic acid
• T1104
• EN300-16919
• (E)-3-(3,4,5-trimethoxyphenyl) acrylic acid
• 3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
• EN300-832999
• AS-871/13102032
• SR-01000773278
• 3,4,5-Trimethoxycinnamic acid, predominantly trans
• SR-01000773278-2
• W-100329
• (2E)-3-(3,4,5-Trimethoxyphenyl)-2-propenoic acid
• BRD-K63758740-001-02-3
• Q30061098
• F3284-8534
• Z2315575393
• 646E4CC1-F441-40D8-B1BB-87A43D1B3600
• 3,4,5-Trimethoxycinnamic acid, analytical reference material

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
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	31622.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	25118.9 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	25118.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.15%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.64%	89.00%
CHEMBL3194	P02766	Transthyretin	80.10%	90.71%

Plants that contains it

• Descurainia sophia
• Hansenia forbesii
• Hansenia weberbaueriana
• Lepidium apetalum
• Piper tuberculatum
• Polygala sibirica
• Polygala tenuifolia

Cross-Links

• PubChem: 735755
• NPASS: NPC310373
• ChEMBL: CHEMBL501235
• LOTUS: LTS0116332
• wikiData: Q30061098