Identification
- Generic Name
- Ferulic acid
- DrugBank Accession Number
- DB07767
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Ferulic acid (DB07767)
- Weight
- Average: 194.184
Monoisotopic: 194.057908808 - Chemical Formula
- C10H10O4
- Synonyms
- Not Available
- External IDs
- NSC-2821
- NSC-51986
- NSC-674320
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UEndo-1,4-beta-xylanase Y Not Available Clostridium thermocellum UEndo-1,4-beta-xylanase Z Not Available Clostridium thermocellum (strain ATCC 27405 / DSM 1237) UEst1e Not Available Butyrivibrio proteoclasticus UO-methyltransferase Not Available Synechocystis sp. (strain PCC 6803 / Kazusa) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbaloparatide Abaloparatide may increase the hypotensive activities of Ferulic acid. Abciximab The risk or severity of bleeding can be increased when Abciximab is combined with Ferulic acid. Acebutolol Acebutolol may increase the hypotensive activities of Ferulic acid. Aceclofenac The risk or severity of bleeding and hemorrhage can be increased when Aceclofenac is combined with Ferulic acid. Acemetacin The risk or severity of bleeding and hemorrhage can be increased when Ferulic acid is combined with Acemetacin. - Food Interactions
- Avoid herbs and supplements with anticoagulant/antiplatelet activity. Examples include garlic, ginger, bilberry, danshen, piracetam, and ginkgo biloba.
Categories
- Drug Categories
- Acids, Carbocyclic
- Analgesics
- Analgesics, Non-Narcotic
- Anti-Inflammatory Agents
- Anticoagulants
- Antihypertensive Agents
- Antioxidants
- Antirheumatic Agents
- Cardiovascular Agents
- Cholagogues and Choleretics
- Cinnamates
- Compounds used in a research, industrial, or household setting
- Free Radical Scavengers
- Gastrointestinal Agents
- Hematologic Agents
- Indicators and Reagents
- Laboratory Chemicals
- Peripheral Nervous System Agents
- Plants
- Sensory System Agents
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- Sub Class
- Hydroxycinnamic acids and derivatives
- Direct Parent
- Hydroxycinnamic acids
- Alternative Parents
- Coumaric acids and derivatives / Cinnamic acids / Methoxyphenols / Styrenes / Phenoxy compounds / Methoxybenzenes / Anisoles / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Monocarboxylic acids and derivatives show 4 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Cinnamic acid / Coumaric acid or derivatives show 14 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- ferulic acids (CHEBI:17620) / Coniferyl alcohol derivatives (C01494)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- AVM951ZWST
- CAS number
- 1135-24-6
- InChI Key
- KSEBMYQBYZTDHS-HWKANZROSA-N
- InChI
- InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
- IUPAC Name
- (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
- SMILES
- COC1=CC(\C=C\C(O)=O)=CC=C1O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000954
- KEGG Compound
- C01494
- PubChem Compound
- 445858
- PubChem Substance
- 99444238
- ChemSpider
- 393368
- BindingDB
- 50214744
- 1368647
- ChEBI
- 17620
- ChEMBL
- CHEMBL32749
- ZINC
- ZINC000000058258
- PDBe Ligand
- FER
- Wikipedia
- Ferulic_acid
- PDB Entries
- 1gkl / 1gw2 / 1gwt / 1jt2 / 1kyz / 1uwc / 2bjh / 2bnj / 2wtn / 3cbg … show 18 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.906 mg/mL ALOGPS logP 1.58 ALOGPS logP 1.67 Chemaxon logS -2.3 ALOGPS pKa (Strongest Acidic) 3.58 Chemaxon pKa (Strongest Basic) -4.9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 66.76 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 51.5 m3·mol-1 Chemaxon Polarizability 19.18 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9614 Blood Brain Barrier - 0.5305 Caco-2 permeable + 0.7183 P-glycoprotein substrate Non-substrate 0.5662 P-glycoprotein inhibitor I Non-inhibitor 0.9018 P-glycoprotein inhibitor II Non-inhibitor 0.8895 Renal organic cation transporter Non-inhibitor 0.9086 CYP450 2C9 substrate Non-substrate 0.7464 CYP450 2D6 substrate Non-substrate 0.8922 CYP450 3A4 substrate Non-substrate 0.6289 CYP450 1A2 substrate Non-inhibitor 0.7513 CYP450 2C9 inhibitor Non-inhibitor 0.5793 CYP450 2D6 inhibitor Non-inhibitor 0.9588 CYP450 2C19 inhibitor Non-inhibitor 0.6276 CYP450 3A4 inhibitor Non-inhibitor 0.924 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7745 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.9076 Biodegradation Ready biodegradable 0.7554 Rat acute toxicity 1.4314 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9754 hERG inhibition (predictor II) Non-inhibitor 0.9575
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 153.9785376 predictedDarkChem Lite v0.1.0 [M-H]- 154.2956376 predictedDarkChem Lite v0.1.0 [M-H]- 147.516 predictedDeepCCS 1.0 (2019) [M+H]+ 158.3912376 predictedDarkChem Lite v0.1.0 [M+H]+ 154.9322376 predictedDarkChem Lite v0.1.0 [M+H]+ 149.87402 predictedDeepCCS 1.0 (2019) [M+Na]+ 154.7431376 predictedDarkChem Lite v0.1.0 [M+Na]+ 154.8830376 predictedDarkChem Lite v0.1.0 [M+Na]+ 155.96729 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Clostridium thermocellum
- Pharmacological action
- Unknown
- General Function
- Endo-1,4-beta-xylanase activity
- Specific Function
- Not Available
- Gene Name
- xynY
- Uniprot ID
- P51584
- Uniprot Name
- Endo-1,4-beta-xylanase Y
- Molecular Weight
- 119671.86 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Clostridium thermocellum (strain ATCC 27405 / DSM 1237)
- Pharmacological action
- Unknown
- General Function
- Xylan endo-1,3-beta-xylosidase activity
- Specific Function
- Not Available
- Gene Name
- xynZ
- Uniprot ID
- P10478
- Uniprot Name
- Endo-1,4-beta-xylanase Z
- Molecular Weight
- 92262.3 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Butyrivibrio proteoclasticus
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- D2YW37
- Uniprot Name
- Est1e
- Molecular Weight
- 28020.97 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Synechocystis sp. (strain PCC 6803 / Kazusa)
- Pharmacological action
- Unknown
- General Function
- O-methyltransferase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q55813
- Uniprot Name
- O-methyltransferase
- Molecular Weight
- 24312.805 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Transporters
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- No
- Actions
- Substrate
- General Function
- Symporter activity
- Specific Function
- Proton-coupled monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucin...
- Gene Name
- SLC16A1
- Uniprot ID
- P53985
- Uniprot Name
- Monocarboxylate transporter 1
- Molecular Weight
- 53943.685 Da
References
- Ziegler K, Kerimi A, Poquet L, Williamson G: Butyric acid increases transepithelial transport of ferulic acid through upregulation of the monocarboxylate transporters SLC16A1 (MCT1) and SLC16A3 (MCT4). Arch Biochem Biophys. 2016 Jun 1;599:3-12. doi: 10.1016/j.abb.2016.01.018. Epub 2016 Feb 9. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- No
- Actions
- Substrate
- General Function
- Symporter activity
- Specific Function
- Proton-linked monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucine...
- Gene Name
- SLC16A3
- Uniprot ID
- O15427
- Uniprot Name
- Monocarboxylate transporter 4
- Molecular Weight
- 49468.9 Da
References
- Ziegler K, Kerimi A, Poquet L, Williamson G: Butyric acid increases transepithelial transport of ferulic acid through upregulation of the monocarboxylate transporters SLC16A1 (MCT1) and SLC16A3 (MCT4). Arch Biochem Biophys. 2016 Jun 1;599:3-12. doi: 10.1016/j.abb.2016.01.018. Epub 2016 Feb 9. [Article]
Drug created at September 15, 2010 21:25 / Updated at December 08, 2022 21:17