Identification
NameAcrylic Acid
Accession NumberDB02579  (EXPT00484)
TypeSmall Molecule
GroupsExperimental
Description

A α,β-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.

Structure
Thumb
Synonyms
2-Propenoic acid
acroleic acid
Acrylate
ethylenecarboxylic acid
Propenoate
Propenoic acid
Vinylformic acid
External IDs NSC-4765
Product Ingredients
IngredientUNIICASInChI KeyDetails
Sodium acrylate7C98FKB43H 7446-81-3NNMHYFLPFNGQFZ-UHFFFAOYSA-MDetails
Zinc diacrylate4720M0PK19 14643-87-9XKMZOFXGLBYJLS-UHFFFAOYSA-LDetails
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNIIJ94PBK7X8S
CAS number79-10-7
WeightAverage: 72.0627
Monoisotopic: 72.021129372
Chemical FormulaC3H4O2
InChI KeyNIXOWILDQLNWCW-UHFFFAOYSA-N
InChI
InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
IUPAC Name
prop-2-enoic acid
SMILES
OC(=O)C=C
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Beta-lactamase SHV-1ProteinunknownNot AvailableEscherichia coliP0AD63 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
Cyclophosphamide Action PathwayDrug actionSMP00447
Ifosfamide Action PathwayDrug actionSMP00448
Cyclophosphamide Metabolism PathwayDrug metabolismSMP00604
Ifosfamide Metabolism PathwayDrug metabolismSMP00605
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis Reference

Walter Denzinger, Heinrich Hartmann, Guenter Hirsch, Hans-Werner Becker, Michael Rohmann, "Preparation of polymers of acrylic acid or metharcylic acid." U.S. Patent US4774303, issued July, 1946.

US4774303
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)13.5 °CPhysProp
boiling point (°C)141.2 °CPhysProp
water solubility1E+006 mg/LRIDDICK,JA ET AL. (1986)
logP0.35HANSCH,C ET AL. (1995)
pKa4.26 (at 25 °C)RIDDICK,JA ET AL. (1986)
Predicted Properties
PropertyValueSource
Water Solubility123.0 mg/mLALOGPS
logP0.46ALOGPS
logP0.53ChemAxon
logS0.23ALOGPS
pKa (Strongest Acidic)4.72ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity17.29 m3·mol-1ChemAxon
Polarizability6.38 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9681
Blood Brain Barrier+0.9611
Caco-2 permeable+0.6547
P-glycoprotein substrateNon-substrate0.8742
P-glycoprotein inhibitor INon-inhibitor0.9755
P-glycoprotein inhibitor IINon-inhibitor0.9864
Renal organic cation transporterNon-inhibitor0.9402
CYP450 2C9 substrateNon-substrate0.8249
CYP450 2D6 substrateNon-substrate0.944
CYP450 3A4 substrateNon-substrate0.8076
CYP450 1A2 substrateNon-inhibitor0.9195
CYP450 2C9 inhibitorNon-inhibitor0.9576
CYP450 2D6 inhibitorNon-inhibitor0.9634
CYP450 2C19 inhibitorNon-inhibitor0.9637
CYP450 3A4 inhibitorNon-inhibitor0.9391
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9849
Ames testNon AMES toxic0.9341
CarcinogenicityCarcinogens 0.6353
BiodegradationReady biodegradable0.8294
Rat acute toxicity2.4306 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9738
hERG inhibition (predictor II)Non-inhibitor0.9899
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-9000000000-cc4e478e1301778cd785View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-9000000000-e516a2a0fc66993edc39View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAcrylic acids and derivatives
Direct ParentAcrylic acids
Alternative ParentsMonocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
SubstituentsAcrylic acid / Monocarboxylic acid or derivatives / Carboxylic acid / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound / Carbonyl group / Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptorsalpha,beta-unsaturated monocarboxylic acid (CHEBI:18308 ) / Unsaturated fatty acids (LMFA01030193 )

Targets

Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Beta-lactamase activity
Specific Function:
Not Available
Gene Name:
bla
Uniprot ID:
P0AD63
Molecular Weight:
31223.635 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. 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. [PubMed:17016423 ]
Drug created on June 13, 2005 07:24 / Updated on June 11, 2017 16:08