NAV

3-(3,4-dimethoxyphenyl)propanoic acid

Identification

Generic Name
3-(3,4-dimethoxyphenyl)propanoic acid
DrugBank Accession Number
DB04208
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 210.2265
Monoisotopic: 210.089208936
Chemical Formula
C11H14O4
Synonyms
  • 3-(3,4-dimethoxyphenyl)propionic acid
  • 3,4-dimethoxy-α-β-dihydrocinnamic acid
External IDs
  • NSC-76043
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAromatic-amino-acid aminotransferaseNot AvailableParacoccus denitrificans
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
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Toxicity

Not Available

Pathways
Not Available
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Phenylpropanoic acids
Sub Class
Not Available
Direct Parent
Phenylpropanoic acids
Alternative Parents
Dimethoxybenzenes / Phenoxy compounds / Anisoles / Alkyl aryl ethers / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
3-phenylpropanoic-acid / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dimethoxybenzene / Ether
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
monocarboxylic acid, dimethoxybenzene (CHEBI:44235)
Affected organisms
Not Available

Chemical Identifiers

UNII
6XO32ZSP1D
CAS number
2107-70-2
InChI Key
LHHKQWQTBCTDQM-UHFFFAOYSA-N
InChI
InChI=1S/C11H14O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3,5,7H,4,6H2,1-2H3,(H,12,13)
IUPAC Name
3-(3,4-dimethoxyphenyl)propanoic acid
SMILES
COC1=C(OC)C=C(CCC(O)=O)C=C1

References

General References
Not Available
PubChem Compound
75019
PubChem Substance
46507340
ChemSpider
67572
ChEBI
44235
ChEMBL
CHEMBL458049
ZINC
ZINC000000106688
PDBe Ligand
MPP
PDB Entries
2ay3

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility0.682 mg/mLALOGPS
logP1.84ALOGPS
logP1.74Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)4.05Chemaxon
pKa (Strongest Basic)-4.6Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area55.76 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity54.89 m3·mol-1Chemaxon
Polarizability21.92 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9058
Blood Brain Barrier+0.6893
Caco-2 permeable+0.6449
P-glycoprotein substrateNon-substrate0.5793
P-glycoprotein inhibitor INon-inhibitor0.8148
P-glycoprotein inhibitor IINon-inhibitor0.8081
Renal organic cation transporterNon-inhibitor0.9023
CYP450 2C9 substrateNon-substrate0.7965
CYP450 2D6 substrateNon-substrate0.8474
CYP450 3A4 substrateNon-substrate0.5221
CYP450 1A2 substrateNon-inhibitor0.8469
CYP450 2C9 inhibitorNon-inhibitor0.9396
CYP450 2D6 inhibitorNon-inhibitor0.949
CYP450 2C19 inhibitorNon-inhibitor0.8769
CYP450 3A4 inhibitorNon-inhibitor0.9688
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9363
Ames testNon AMES toxic0.9123
CarcinogenicityNon-carcinogens0.9404
BiodegradationReady biodegradable0.8861
Rat acute toxicity2.3728 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9494
hERG inhibition (predictor II)Non-inhibitor0.92
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-MSsplash10-0w2c-0900000000-e429544fd809bfb484dc
GC-MS Spectrum - EI-BGC-MSsplash10-0abc-9300000000-657f131f9c932b264cc5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dl-0980000000-800c274a3ecfa19f4d09
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-1090000000-0474ded11d63a547e839
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-066r-3900000000-6f3874e6ec938dd4e946
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-1900000000-90d43a1184bc694f06a3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dj-3900000000-d3c569e0fa81caa2eed8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0kl0-5900000000-6d2a2b1aedc78131be56
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-154.2291837
predicted
DarkChem Lite v0.1.0
[M-H]-155.8125837
predicted
DarkChem Lite v0.1.0
[M-H]-145.45195
predicted
DeepCCS 1.0 (2019)
[M+H]+155.0972837
predicted
DarkChem Lite v0.1.0
[M+H]+156.8923837
predicted
DarkChem Lite v0.1.0
[M+H]+147.80995
predicted
DeepCCS 1.0 (2019)
[M+Na]+154.6442837
predicted
DarkChem Lite v0.1.0
[M+Na]+155.9404837
predicted
DarkChem Lite v0.1.0
[M+Na]+156.01082
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aromatic-amino-acid aminotransferase
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  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. [Article]
  3. 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 June 12, 2020 16:52