Methyl ferulate

Details

• Internal ID: 6de45bb5-c9b2-444c-8700-594b59f8c612
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC)O
• InChI: InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3/b6-4+
• InChI Key: AUJXJFHANFIVKH-GQCTYLIASA-N
• Popularity: 238 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.80

Synonyms

• Ferulic acid methyl ester
• 2309-07-1
• methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
• 22329-76-6
• methyl 4-hydroxy-3-methoxycinnamate
• trans-methylferulate
• Ferulic acid methylester
• methyl trans-ferulate
• 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester
• trans-Ferulic acid methyl ester
• CHEBI:67379
• Methyl ferulate, (E)-
• Y98BUA66RX
• CINNAMIC ACID, 4-HYDROXY-3-METHOXY-, METHYL ESTER
• Methyl 4'-hydroxy-3'-methoxycinnamate
• methyl (E)-4-hydroxy-3-methoxycinnamate
• NSC 74548
• NSC-74548
• UNII-Y98BUA66RX
• BRN 2731141
• CHEMBL32969
• methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• AI3-23713
• methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• 2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester, (2E)-
• methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• (E)-Methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
• 4-10-00-01779 (Beilstein Handbook Reference)
• methyl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate
• Methyl (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate
• MFCD00017208
• FERULICACIDMETHYLESTER
• bmse000609
• bmse010229
• Methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)acrylate
• (E)-Ferulic acid methyl ester
• NSC74548
• BDBM50236705
• s5451
• STK665368
• AKOS003404666
• AKOS025310509
• CCG-266639
• CS-W019429
• GS-3694
• HY-W018643
• BS-48861
• LS-54118
• EN300-28623
• 4-hydroxy-3-methoxy-cinnamic acid methyl ester
• O11884
• (E)-4-hydroxy-3-methoxycinnamic acid methyl ester
• (E)4-hydroxy-3-methoxycinnamic acid methyl ester
• A918603
• methyl(E)-3-(4-hydroxy-3-methoxyphenyl)acrylate
• J-014979
• 4-HYDROXY-3-METHOXYCINNAMIC ACID METHYL ESTER
• Q27135838
• Z18704892
• methyl(2e)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate
• Methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate
• Methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate #
• methyl (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
• 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid methyl ester
• methyl (~{E})-3-(3-methoxy-4-oxidanyl-phenyl)prop-2-enoate
• SZQ

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	98.54%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.80%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL3194	P02766	Transthyretin	90.21%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.01%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.80%	89.62%
CHEMBL2535	P11166	Glucose transporter	84.74%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.85%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	82.45%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.33%	94.45%

Plants that contains it

• Actaea racemosa
• Allium cepa
• Aristolochia cucurbitifolia
• Aristolochia foveolata
• Aristolochia kaempferi
• Aristolochia zollingeriana
• Artemisia capillaris
• Aster indicus
• Atalantia buxifolia
• Brucea javanica
• Buddleja globosa
• Cestrum parqui
• Chrysosplenium americanum
• Citrus medica
• Coreopsis grandiflora
• Eriocapitella tomentosa
• Eritrichium sericeum
• Eutrema japonicum
• Geijera balansae
• Guatteria foliosa
• Hibiscus taiwanensis
• Houttuynia cordata
• Humulopsis scandens
• Iris milesii
• Ligularia dentata
• Ligularia fischeri
• Meum athamanticum
• Murraya paniculata
• Neomirandea parasitica
• Olea europaea
• Penstemon whippleanus
• Phellodendron chinense
• Phellodendron chinense var. glabriusculum
• Phlogacanthus tubiflorus
• Phyllanthus oligospermus
• Pinus massoniana
• Piper lhotzkyanum
• Pisonia aculeata
• Pisonia umbellifera
• Rhus chinensis
• Sabia japonica
• Sesamum indicum
• Spiraea formosana
• Stemona japonica
• Stereospermum acuminatissimum
• Tamarix aphylla
• Taraxacum mongolicum
• Tetragonia tetragonoides
• Woodsia manchuriensis
• Zanthoxylum wutaiense

Cross-Links

• PubChem: 5357283
• NPASS: NPC137537
• ChEMBL: CHEMBL32969
• LOTUS: LTS0265853
• wikiData: Q27135838