NP-MRD: Showing NP-Card for 3-(3,4-dimethoxyphenyl)propanoic acid (NP0259619)

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Record Information

Version

2.0

Created at

2022-09-08 01:33:08 UTC

Updated at

2022-09-08 01:33:08 UTC

NP-MRD ID

NP0259619

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(3,4-dimethoxyphenyl)propanoic acid

Description

3-(3,4-Dimethoxyphenyl)propanoic acid, also known as 3,4-dimethoxy-a-b-dihydrocinnamate, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. 3-(3,4-dimethoxyphenyl)propanoic acid is found in Stellaria dichotoma. 3-(3,4-Dimethoxyphenyl)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.7876   -2.8477    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -1.5332    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4872   -1.0251    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -1.7158    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -1.1944   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.0898   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.7173   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678    1.3866    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0149    0.3484    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0118   -0.4221    0.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633    0.1429    2.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2681    0.8240   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520    0.2751   -0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    0.9942   -0.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235    2.3051   -0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1612   -3.5285    0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595   -2.8515    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8573   -3.1918    1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2995   -2.7292    0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -1.7580   -0.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -0.0984   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945    1.4180   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    1.8265   -0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315    2.2102    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4774    0.5858    3.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068    1.8395   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0521    2.2988   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869    2.5860   -1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    3.0476   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 13  2  0
 13 14  1  0
 14 15  1  0
 13 12  1  0
 12  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 12 26  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
  5 20  1  0
  4 19  1  0
M  END


  Mrv1652310051709242D          

 15 15  0  0  0  0            999 V2000
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14  1  1  0  0  0  0
 14  9  1  0  0  0  0
 15  2  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(CCC(O)=O)C=C1

> <INCHI_IDENTIFIER>
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)

> <INCHI_KEY>
LHHKQWQTBCTDQM-UHFFFAOYSA-N

> <FORMULA>
C11H14O4

> <MOLECULAR_WEIGHT>
210.2265

> <EXACT_MASS>
210.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.92245823576497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,4-dimethoxyphenyl)propanoic acid

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
1.7402202390000001

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.05127548403869

> <JCHEM_PKA_STRONGEST_BASIC>
-4.592337728059554

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
54.893

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,4-dimethoxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-17         0                                  
HETATM    1  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4   11                                                       
CONECT    7    8   10                                                       
CONECT    8    3    4    7                                                  
CONECT    9    5   10   14                                                  
CONECT   10    7    9   15                                                  
CONECT   11    6   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    1    9                                                       
CONECT   15    2   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
3,4-Dimethoxy-alpha-beta-dihydrocinnamic acid	ChEBI
3-(3,4-Dimethoxyphenyl)propionic acid	ChEBI
3,4-Dimethoxy-a-b-dihydrocinnamate	Generator
3,4-Dimethoxy-a-b-dihydrocinnamic acid	Generator
3,4-Dimethoxy-alpha-beta-dihydrocinnamate	Generator
3,4-Dimethoxy-α-β-dihydrocinnamate	Generator
3,4-Dimethoxy-α-β-dihydrocinnamic acid	Generator
3-(3,4-Dimethoxyphenyl)propionate	Generator
3-(3,4-Dimethoxyphenyl)propanoate	Generator

Chemical Formula

C₁₁H₁₄O₄

Average Mass

210.2265 Da

Monoisotopic Mass

210.08921 Da

IUPAC Name

3-(3,4-dimethoxyphenyl)propanoic acid

Traditional Name

3-(3,4-dimethoxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C(CCC(O)=O)C=C1

InChI Identifier

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)

InChI Key

LHHKQWQTBCTDQM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stellaria dichotoma	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids 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

Substituents

3-phenylpropanoic-acid
Dimethoxybenzene
O-dimethoxybenzene
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:44235 )
dimethoxybenzene (CHEBI:44235 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.84	ALOGPS
logP	1.74	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	54.89 m³·mol⁻¹	ChemAxon
Polarizability	21.92 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0149142

DrugBank ID

DB04208

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75019

PDB ID

Not Available

ChEBI ID

44235

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(3,4-dimethoxyphenyl)propanoic acid (NP0259619)

MOL for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

3D MOL for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

3D SDF for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

3D-SDF for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

PDB for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

3D PDB for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

SMILES for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

INCHI for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

Structure for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)

3D Structure for NP0259619 (3-(3,4-dimethoxyphenyl)propanoic acid)