Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:04:38 UTC

Update Date

2021-09-26 22:54:52 UTC

HMDB ID

HMDB0246035

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,4-Dimethylhippuric acid

Description

3,4-Dimethylhippuric acid, also known as 3,4-dimethylhippate, belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. Based on a literature review very few articles have been published on 3,4-Dimethylhippuric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,4-dimethylhippuric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,4-Dimethylhippuric acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112101042D          

 15 15  0  0  0  0            999 V2000
   -2.1434    1.2375    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
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    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
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  3 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246035

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C=C(C=C1)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO3/c1-7-3-4-9(5-8(7)2)11(15)12-6-10(13)14/h3-5H,6H2,1-2H3,(H,12,15)(H,13,14)

> <INCHI_KEY>
ZDHXVMSVUHHHAE-UHFFFAOYSA-N

> <FORMULA>
C11H13NO3

> <MOLECULAR_WEIGHT>
207.229

> <EXACT_MASS>
207.089543283

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.79278938566637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3,4-dimethylphenyl)formamido]acetic acid

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
1.552388263

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.394241318766152

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8734806735578835

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1371429711495407

> <JCHEM_POLAR_SURFACE_AREA>
66.39999999999999

> <JCHEM_REFRACTIVITY>
56.200100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3,4-dimethylphenyl)formamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    3                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0246035
HETATM    1  C1  UNL     1      -4.048  -0.201  -1.207  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.644  -0.127  -0.729  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.620  -0.651  -1.468  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.295  -0.587  -1.028  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.019   0.009   0.168  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.372   0.112   0.690  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.588   0.672   1.793  1.00  0.00           O  
HETATM    8  N1  UNL     1       2.500  -0.399   0.002  1.00  0.00           N  
HETATM    9  C7  UNL     1       3.843  -0.291   0.528  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.828  -0.909  -0.396  1.00  0.00           C  
HETATM   11  O2  UNL     1       4.422  -1.434  -1.481  1.00  0.00           O  
HETATM   12  O3  UNL     1       6.164  -0.917  -0.088  1.00  0.00           O  
HETATM   13  C9  UNL     1      -1.028   0.532   0.899  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.350   0.471   0.466  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.386   1.070   1.342  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.433   0.819  -1.499  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.715  -0.707  -0.504  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.071  -0.790  -2.163  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.865  -1.126  -2.419  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.483  -1.009  -1.634  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.378  -0.872  -0.917  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.118   0.778   0.689  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.891  -0.867   1.498  1.00  0.00           H  
HETATM   24  H9  UNL     1       6.547  -0.867   0.840  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.790   1.003   1.843  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.171   2.136   1.539  1.00  0.00           H  
HETATM   27  H12 UNL     1      -4.399   0.902   0.910  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.337   0.522   2.324  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   14
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   13
CONECT    6    7    7    8
CONECT    8    9   21
CONECT    9   10   22   23
CONECT   10   11   11   12
CONECT   12   24
CONECT   13   14   14   25
CONECT   14   15
CONECT   15   26   27   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dimethylhippate	Generator
3,4-Dimethylhippic acid	Generator

Chemical Formula

C₁₁H₁₃NO₃

Average Molecular Weight

207.229

Monoisotopic Molecular Weight

207.089543283

IUPAC Name

2-[(3,4-dimethylphenyl)formamido]acetic acid

Traditional Name

[(3,4-dimethylphenyl)formamido]acetic acid

CAS Registry Number

Not Available

SMILES

CC1=C(C)C=C(C=C1)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C11H13NO3/c1-7-3-4-9(5-8(7)2)11(15)12-6-10(13)14/h3-5H,6H2,1-2H3,(H,12,15)(H,13,14)

InChI Key

ZDHXVMSVUHHHAE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Benzoyl
Xylene
O-xylene
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.06	ALOGPS
logP	1.55	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.2 m³·mol⁻¹	ChemAxon
Polarizability	21.79 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	146.369	30932474
DeepCCS	[M-H]-	144.011	30932474
DeepCCS	[M-2H]-	178.837	30932474
DeepCCS	[M+Na]+	153.437	30932474
AllCCS	[M+H]+	145.4	32859911
AllCCS	[M+H-H2O]+	141.4	32859911
AllCCS	[M+NH4]+	149.1	32859911
AllCCS	[M+Na]+	150.2	32859911
AllCCS	[M-H]-	147.7	32859911
AllCCS	[M+Na-2H]-	148.3	32859911
AllCCS	[M+HCOO]-	149.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dimethylhippuric acid	CC1=C(C)C=C(C=C1)C(=O)NCC(O)=O	2935.9	Standard polar	33892256
3,4-Dimethylhippuric acid	CC1=C(C)C=C(C=C1)C(=O)NCC(O)=O	1875.6	Standard non polar	33892256
3,4-Dimethylhippuric acid	CC1=C(C)C=C(C=C1)C(=O)NCC(O)=O	2053.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dimethylhippuric acid,2TMS,isomer #1	CC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1C	2017.4	Semi standard non polar	33892256
3,4-Dimethylhippuric acid,2TMS,isomer #1	CC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1C	1999.6	Standard non polar	33892256
3,4-Dimethylhippuric acid,2TMS,isomer #1	CC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1C	2219.1	Standard polar	33892256
3,4-Dimethylhippuric acid,2TBDMS,isomer #1	CC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1C	2550.6	Semi standard non polar	33892256
3,4-Dimethylhippuric acid,2TBDMS,isomer #1	CC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1C	2399.6	Standard non polar	33892256
3,4-Dimethylhippuric acid,2TBDMS,isomer #1	CC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1C	2477.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethylhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-4900000000-7436f88c5682ae785e2c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethylhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethylhippuric acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethylhippuric acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethylhippuric acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethylhippuric acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethylhippuric acid 10V, Positive-QTOF	splash10-053r-0930000000-6e21bf7bbdc1de8a9941	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethylhippuric acid 20V, Positive-QTOF	splash10-0a59-5900000000-a0aed365c2ff69433ad7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethylhippuric acid 40V, Positive-QTOF	splash10-056r-9400000000-747ffe62330eb5840724	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethylhippuric acid 10V, Negative-QTOF	splash10-0a4i-0890000000-6084fe400500d0aca720	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethylhippuric acid 20V, Negative-QTOF	splash10-0a4i-1900000000-2381c5517a01335f339f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethylhippuric acid 40V, Negative-QTOF	splash10-0a4i-3900000000-ebf7860e7d88d612804b	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

134375

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152464

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3,4-Dimethylhippuric acid (HMDB0246035)

MOL for HMDB0246035 (3,4-Dimethylhippuric acid)

3D MOL for HMDB0246035 (3,4-Dimethylhippuric acid)

3D SDF for HMDB0246035 (3,4-Dimethylhippuric acid)

3D-SDF for HMDB0246035 (3,4-Dimethylhippuric acid)

PDB for HMDB0246035 (3,4-Dimethylhippuric acid)

3D PDB for HMDB0246035 (3,4-Dimethylhippuric acid)

SMILES for HMDB0246035 (3,4-Dimethylhippuric acid)

INCHI for HMDB0246035 (3,4-Dimethylhippuric acid)

Structure for HMDB0246035 (3,4-Dimethylhippuric acid)

3D Structure for HMDB0246035 (3,4-Dimethylhippuric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra