Identification
- 总的来说ic Name
- trans-2-hydroxycinnamic acid
- DrugBank Accession Number
- DB01650
- Background
-
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
-
Structure for trans-2-hydroxycinnamic acid (DB01650)
- Weight
-
Average: 164.158
Monoisotopic: 164.047344122 - Chemical Formula
- C9H8O3
- Synonyms
-
- (2E)-3-(2-hydroxyphenyl)-2-propenoic acid
- (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid
- (E)-3-(2-Hydroxyphenyl)-2-propenoic acid
- (E)-o-hydroxycinnamic acid
- 2-Coumarate
- 2-Coumaric acid
- 2-Hydroxycinnamate
- o-Coumaric acid
- o-hydroxy-trans-cinnamic acid
- trans-2-Hydroxycinnamate
- trans-o-hydroxycinnamic acid
- External IDs
-
- NSC-32952
Pharmacology
- Indication
-
Not Available
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with evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets. - Contraindications & Blackbox Warnings
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Avoid life-threatening adverse drug eventsImprove clinical decision support with information oncontraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support. - Pharmacodynamics
-
Not Available
- Mechanism of action
-
Target Actions Organism UMajor NAD(P)H-flavin oxidoreductase Not Available Vibrio fischeri - 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.Improve decision support & research outcomes with our structured adverse effects data. - Toxicity
-
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug InteractionsLearn More" title="" 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 softwareAcamprosate The excretion of Acamprosate can be decreased when combined with trans-2-hydroxycinnamic acid. Acyclovir The excretion of Acyclovir can be decreased when combined with trans-2-hydroxycinnamic acid. Allopurinol The excretion of Allopurinol can be decreased when combined with trans-2-hydroxycinnamic acid. Alprostadil The excretion of Alprostadil can be decreased when combined with trans-2-hydroxycinnamic acid. Aminohippuric酸 The excretion of Aminohippuric acid can be decreased when combined with trans-2-hydroxycinnamic acid. Avibactam The excretion of Avibactam can be decreased when combined with trans-2-hydroxycinnamic acid. Baricitinib The serum concentration of Baricitinib can be increased when it is combined with trans-2-hydroxycinnamic acid. Benzylpenicillin The excretion of Benzylpenicillin can be decreased when combined with trans-2-hydroxycinnamic acid. Bumetanide The excretion of Bumetanide can be decreased when combined with trans-2-hydroxycinnamic acid. Captopril The excretion of Captopril can be decreased when combined with trans-2-hydroxycinnamic acid. 
Identify potential medication risksEasily compare up to 40 drugs with our drug interaction checker.Get severity rating, description, and management advice.Learn more - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided byClassyfire
-
- 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/Cinnamic acids/Styrenes/1-hydroxy-4-unsubstituted benzenoids/1-hydroxy-2-unsubstituted benzenoids/Monocarboxylic acids and derivatives/Carboxylic acids/Organic oxides/Hydrocarbon derivatives/Carbonyl compounds
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid/1-hydroxy-4-unsubstituted benzenoid/Aromatic homomonocyclic compound/Benzenoid/Carbonyl group/Carboxylic acid/Carboxylic acid derivative/Cinnamic acid/Coumaric acid/Coumaric acid or derivatives
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- phenols, 2-coumaric acid (CHEBI:18125)/Monolignols (C01772)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 23AU5FZB9C
- CAS number
- 614-60-8
- InChI Key
- PMOWTIHVNWZYFI-AATRIKPKSA-N
- InChI
-
InChI = 1 s / C9H8O3 c10-8-4-2-1-3-7 (8) 5-6-9 (11) 12 / h1-6,10H,(H,11,12)/b6-5+
- IUPAC Name
-
(2E)-3-(2-hydroxyphenyl)prop-2-enoic acid
- SMILES
-
OC(=O)\C=C\C1=CC=CC=C1O
References
- 总的来说al References
- Not Available
- External Links
-
- Human Metabolome Database
- HMDB0002641
- KEGG Compound
- C01772
- PubChem Compound
- 637540
- PubChem Substance
- 46505688
- ChemSpider
- 553146
- BindingDB
- 50146462
- ChEBI
- 18125
- ChEMBL
- CHEMBL52564
- ZINC
- ZINC000000895911
- PDBe Ligand
- 2HC
- PDB Entries
- 1v5z/5bnl
Clinical Trials
- Clinical TrialsLearn More" title="" 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
-
Property Value Source melting point (°C) 217 dec °C PhysProp - Predicted Properties
-
Property Value Source Water Solubility 1.15 mg/mL ALOGPS logP 1.9 ALOGPS logP 1.83 ChemAxon logS -2.2 ALOGPS pKa (Strongest Acidic) 3.85 ChemAxon pKa (Strongest Basic) -6 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 57.53 Å2 ChemAxon Rotatable Bond Count 2 ChemAxon Refractivity 45.04 m3·mol-1 ChemAxon Polarizability 16.11 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 + 0.9933 Blood Brain Barrier + 0.5915 Caco-2 permeable + 0.9073 P-glycoprotein substrate Non-substrate 0.7146 P-glycoprotein inhibitor I Non-inhibitor 0.9711 P-glycoprotein inhibitor II Non-inhibitor 0.9922 Renal organic cation transporter Non-inhibitor 0.912 CYP450 2C9 substrate Non-substrate 0.7759 CYP450 2D6 substrate Non-substrate 0.918 CYP450 3A4 substrate Non-substrate 0.7423 CYP450 1A2 substrate Non-inhibitor 0.9405 CYP450 2C9 inhibitor Non-inhibitor 0.8044 CYP450 2D6 inhibitor Non-inhibitor 0.9532 CYP450 2C19 inhibitor Non-inhibitor 0.7183 CYP450 3A4 inhibitor Non-inhibitor 0.9062 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8008 Ames test Non AMES toxic 0.9217 Carcinogenicity Non-carcinogens 0.8663 Biodegradation Ready biodegradable 0.6546 Rat acute toxicity 1.6615 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9513 hERG inhibition (predictor II) Non-inhibitor 0.9712
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Targets
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- Kind
- Protein
- Organism
- Vibrio fischeri
- Pharmacological action
-
Unknown
- 总的来说al Function
- Oxidoreductase activity
- Specific Function
- Involved in bioluminescence. It is a good supplier of reduced flavin mononucleotide (FMNH2) to the bioluminescence reaction. Major FMN reductase. It is capable of using both NADH and NADPH as elect...
- Gene Name
- Not Available
- Uniprot ID
- P46072
- Uniprot Name
- Major NAD(P)H-flavin oxidoreductase
- 分子量
- 24720.685 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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
-
Unknown
- Actions
-
Inhibitor
- 总的来说al Function
- Sodium-independent organic anion transmembrane transporter activity
- Specific Function
- Plays an important role in the excretion/detoxification of endogenous and exogenous organic anions, especially from the brain and kidney. Involved in the transport basolateral of steviol, fexofenad...
- Gene Name
- SLC22A8
- Uniprot ID
- Q8TCC7
- Uniprot Name
- Solute carrier family 22 member 8
- 分子量
- 59855.585 Da
References
- Deguchi T, Ohtsuki S, Otagiri M, Takanaga H, Asaba H, Mori S, Terasaki T: Major role of organic anion transporter 3 in the transport of indoxyl sulfate in the kidney. Kidney Int. 2002 May;61(5):1760-8. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51