Identification
- Generic Name
- Maleic acid
- DrugBank Accession Number
- DB04299
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Maleic acid (DB04299)
- Weight
- Average: 116.0722
Monoisotopic: 116.010958616 - Chemical Formula
- C4H4O4
- Synonyms
- (Z)-2-butenedioic acid
- (Z)-butenedioic acid
- cis-1,2-ethylenedicarboxylic acid
- cis-but-2-enedioic acid
- cis-Butenedioic acid
- Maleic acid
- Toxilic acid
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 UAspartate aminotransferase Not Available Escherichia coli (strain K12) UTrypanothione reductase Not Available Trypanosoma cruzi UAspartate aminotransferase Not Available Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579) UAromatic-amino-acid aminotransferase Not Available Paracoccus denitrificans UAspartate aminotransferase, cytoplasmic Not Available Humans - 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
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- 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.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Dicarboxylic acids and derivatives
- Direct Parent
- Dicarboxylic acids and derivatives
- Alternative Parents
- Unsaturated fatty acids / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Dicarboxylic acid or derivatives / Fatty acid / Fatty acyl / Hydrocarbon derivative / Organic oxide / Organic oxygen compound / Organooxygen compound
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- butenedioic acid (CHEBI:18300)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 91XW058U2C
- CAS number
- 110-16-7
- InChI Key
- VZCYOOQTPOCHFL-UPHRSURJSA-N
- InChI
- InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-
- IUPAC Name
- (2Z)-but-2-enedioic acid
- SMILES
- OC(=O)\C=C/C(O)=O
References
- Synthesis Reference
Yasuhisha Fukumoto, Noboru Moriyama, Takashi Itoi, "Maleic acid copolymer, production thereof and scale-preventing agent containing the same." U.S. Patent US4589995, issued August, 1933.
US4589995- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000176
- KEGG Compound
- C01384
- PubChem Compound
- 444266
- PubChem Substance
- 46508977
- ChemSpider
- 392248
- 1426330
- ChEBI
- 18300
- ChEMBL
- CHEMBL539648
- ZINC
- ZINC000012358683
- PDBe Ligand
- MAE
- Wikipedia
- Maleic_acid
- PDB Entries
- 1ahy / 1amr / 1aog / 1ari / 1asa / 1asb / 1asd / 1ase / 1asg / 1asm … show 27 more
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count Not Available Completed Prevention Apical Periodontitis / Irreversible Pulpitis (Toothache) / Periapical Abscess / Root canal infection 1
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) 130.5 °C PhysProp water solubility 4.41E+005 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992) logP -0.48 SANGSTER (1994) pKa 1.83 LIDE,DR (1996) - Predicted Properties
Property Value Source logP -0.041 Chemaxon pKa (Strongest Acidic) 2.85 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 74.6 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 24.61 m3·mol-1 Chemaxon Polarizability 9.19 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.874 Blood Brain Barrier + 0.9017 Caco-2 permeable - 0.6728 P-glycoprotein substrate Non-substrate 0.8006 P-glycoprotein inhibitor I Non-inhibitor 0.985 P-glycoprotein inhibitor II Non-inhibitor 0.9808 Renal organic cation transporter Non-inhibitor 0.9583 CYP450 2C9 substrate Non-substrate 0.8262 CYP450 2D6 substrate Non-substrate 0.9397 CYP450 3A4 substrate Non-substrate 0.8039 CYP450 1A2 substrate Non-inhibitor 0.9659 CYP450 2C9 inhibitor Non-inhibitor 0.949 CYP450 2D6 inhibitor Non-inhibitor 0.9606 CYP450 2C19 inhibitor Non-inhibitor 0.9773 CYP450 3A4 inhibitor Non-inhibitor 0.9554 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9899 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.513 Biodegradation Ready biodegradable 0.7561 Rat acute toxicity 1.6871 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9836 hERG inhibition (predictor II) Non-inhibitor 0.9891
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 118.2695784 predictedDarkChem Lite v0.1.0 [M-H]- 118.2961784 predictedDarkChem Lite v0.1.0 [M-H]- 118.2592784 predictedDarkChem Lite v0.1.0 [M-H]- 115.80617 predictedDeepCCS 1.0 (2019) [M+H]+ 119.198715 predictedDeepCCS 1.0 (2019) [M+Na]+ 127.760895 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Not Available
- Gene Name
- aspC
- Uniprot ID
- P00509
- Uniprot Name
- Aspartate aminotransferase
- Molecular Weight
- 43572.965 Da
References
- Kind
- Protein
- Organism
- Trypanosoma cruzi
- Pharmacological action
- Unknown
- General Function
- Trypanothione-disulfide reductase activity
- Specific Function
- Trypanothione is the parasite analog of glutathione; this enzyme is the equivalent of glutathione reductase.
- Gene Name
- TPR
- Uniprot ID
- P28593
- Uniprot Name
- Trypanothione reductase
- Molecular Weight
- 53867.475 Da
References
- Kind
- Protein
- Organism
- Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Not Available
- Gene Name
- aspC
- Uniprot ID
- Q56232
- Uniprot Name
- Aspartate aminotransferase
- Molecular Weight
- 42050.62 Da
References
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Shows activities toward both dicarboxylic and aromatic substrates.
- Gene Name
- tyrB
- Uniprot ID
- P95468
- Uniprot Name
- Aromatic-amino-acid aminotransferase
- Molecular Weight
- 42731.635 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Biosynthesis of L-glutamate from L-aspartate or L-cysteine. Important regulator of levels of glutamate, the major excitatory neurotransmitter of the vertebrate central nervous system. Acts as a sca...
- Gene Name
- GOT1
- Uniprot ID
- P17174
- Uniprot Name
- Aspartate aminotransferase, cytoplasmic
- Molecular Weight
- 46247.14 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]
Drug created at June 13, 2005 13:24 / Updated at February 24, 2021 23:07