Acrylic Acid

Identification

Name
Acrylic Acid
Accession Number
DB02579  (EXPT00484)
Type
Small Molecule
Groups
Experimental
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 Key
Sodium acrylate7C98FKB43H7446-81-3NNMHYFLPFNGQFZ-UHFFFAOYSA-M
Zinc diacrylate4720M0PK1914643-87-9XKMZOFXGLBYJLS-UHFFFAOYSA-L
Categories
UNII
J94PBK7X8S
CAS number
79-10-7
Weight
Average: 72.0627
Monoisotopic: 72.021129372
Chemical Formula
C3H4O2
InChI Key
NIXOWILDQLNWCW-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

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBeta-lactamase SHV-1Not AvailableEscherichia coli
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Cyclophosphamide Action PathwayDrug action
Ifosfamide Action PathwayDrug action
Cyclophosphamide Metabolism PathwayDrug metabolism
Ifosfamide Metabolism PathwayDrug metabolism
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not 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 References
Not Available
External Links
Human Metabolome Database
HMDB0031647
KEGG Compound
C00511
PubChem Compound
6581
PubChem Substance
46508370
ChemSpider
6333
ChEBI
18308
ChEMBL
CHEMBL1213529
HET
AKR
Wikipedia
Acrylic_acid
PDB Entries
1vm1 / 3hs5 / 3hs6 / 3hs7 / 3krk / 3mdl / 3qh0 / 3tzi / 4e1g / 4iji
show 23 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
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
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-00b9-9000000000-ebdb7274700971cd6f14
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-9000000000-cc4e478e1301778cd785
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00di-9000000000-e516a2a0fc66993edc39

Taxonomy

Description
This compound belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Acrylic acids and derivatives
Direct Parent
Acrylic acids
Alternative Parents
Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Acrylic acid / Monocarboxylic acid or derivatives / Carboxylic acid / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound / Carbonyl group / Aliphatic acyclic compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
alpha,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
Uniprot Name
Beta-lactamase SHV-1
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 October 01, 2018 16:52