Hmdb loader

Showing metabocard for 4-Isopropylbenzoic acid (HMDB0035268)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:13:26 UTC
Update Date2023-02-21 17:24:45 UTC
HMDB IDHMDB0035268
Secondary Accession Numbers
  • HMDB35268
Metabolite Identification
Common Name4-Isopropylbenzoic acid
Description4-Isopropylbenzoic acid, also known as cumic acid or 4-(1-methylethyl)benzoate, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on 4-Isopropylbenzoic acid.
Structure
Data?1677000285
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0035268 (4-Isopropylbenzoic acid)

Perillyl aldehyde metabolite 4
  Mrv1572001071617232D          

 12 12  0  0  0  0            999 V2000
    0.0000    0.8250    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   -0.4125    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
   -0.7145   -0.4125    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   -2.0625    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
    0.7144   -2.0625    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    2.0625    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
 10  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
  6  5  1  0  0  0  0
  6  1  2  0  0  0  0
  3  2  2  0  0  0  0
  5  4  2  0  0  0  0
  4  3  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
Download

3D MOL for HMDB0035268 (4-Isopropylbenzoic acid)

HMDB0035268
     RDKit          3D
4-Isopropylbenzoic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -2.4786    1.2588    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993   -0.1647    0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -0.9099   -0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5307   -0.1690    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0579    0.4360   -0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.4421   -0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183   -0.1759   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6696   -0.2112   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3599   -0.7846    0.7342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    0.4070   -1.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6160   -0.7886    1.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499   -0.7907    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7232    1.9878    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.5324    1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4111    1.3776   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928   -0.6843    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759   -0.4830   -1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916   -1.0118   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -1.9417   -0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5278    0.9408   -1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678    0.9284   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196    1.3272   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348   -1.2681    1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -1.2548    2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
M  END
Download

3D SDF for HMDB0035268 (4-Isopropylbenzoic acid)

Perillyl aldehyde metabolite 4
  Mrv1572001071617232D          

 12 12  0  0  0  0            999 V2000
    0.0000    0.8250    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   -0.4125    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
   -0.7145   -0.4125    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   -2.0625    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
    0.7144   -2.0625    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    2.0625    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
 10  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
  6  5  1  0  0  0  0
  6  1  2  0  0  0  0
  3  2  2  0  0  0  0
  5  4  2  0  0  0  0
  4  3  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035268

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC=C(C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)

> <INCHI_KEY>
CKMXAIVXVKGGFM-UHFFFAOYSA-N

> <FORMULA>
C10H12O2

> <MOLECULAR_WEIGHT>
164.204

> <EXACT_MASS>
164.083729626

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.080032768687843

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(propan-2-yl)benzoic acid

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.875837874666667

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2345883736751375

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
47.505

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-isopropylbenzoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0035268 (4-Isopropylbenzoic acid)

HMDB0035268
     RDKit          3D
4-Isopropylbenzoic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -2.4786    1.2588    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993   -0.1647    0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -0.9099   -0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5307   -0.1690    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0579    0.4360   -0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.4421   -0.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183   -0.1759   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6696   -0.2112   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3599   -0.7846    0.7342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    0.4070   -1.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6160   -0.7886    1.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499   -0.7907    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7232    1.9878    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    1.5324    1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4111    1.3776   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928   -0.6843    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759   -0.4830   -1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6916   -1.0118   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -1.9417   -0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5278    0.9408   -1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678    0.9284   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196    1.3272   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348   -1.2681    1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -1.2548    2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
M  END
Download

PDB for HMDB0035268 (4-Isopropylbenzoic acid)

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Perillyl aldehyde metabolite 4                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   10    6    2                                                  
CONECT    2    3    1                                                       
CONECT    3    2    4                                                       
CONECT    4    8    5    3                                                  
CONECT    5    6    4                                                       
CONECT    6    5    1                                                       
CONECT    7    8                                                            
CONECT    8    4    7    9                                                  
CONECT    9    8                                                            
CONECT   10    1   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
Download

3D PDB for HMDB0035268 (4-Isopropylbenzoic acid)

COMPND    HMDB0035268
HETATM    1  C1  UNL     1      -2.479   1.259   0.576  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.999  -0.165   0.502  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.598  -0.910  -0.670  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.531  -0.169   0.323  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.058   0.436  -0.767  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.421   0.442  -0.950  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.218  -0.176  -0.015  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.670  -0.211  -0.140  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.360  -0.785   0.734  1.00  0.00           O  
HETATM   10  O2  UNL     1       4.231   0.407  -1.248  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.616  -0.789   1.089  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.250  -0.791   1.266  1.00  0.00           C  
HETATM   13  H1  UNL     1      -1.723   1.988   0.184  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.632   1.532   1.643  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.411   1.378  -0.004  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.293  -0.684   1.410  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.276  -0.483  -1.653  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.692  -1.012  -0.609  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.141  -1.942  -0.636  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.528   0.941  -1.539  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.868   0.928  -1.822  1.00  0.00           H  
HETATM   22  H10 UNL     1       4.620   1.327  -1.190  1.00  0.00           H  
HETATM   23  H11 UNL     1       2.235  -1.268   1.815  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.244  -1.255   2.107  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4   16
CONECT    3   17   18   19
CONECT    4    5    5   12
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   11
CONECT    8    9    9   10
CONECT   10   22
CONECT   11   12   12   23
CONECT   12   24
END
Download

SMILES for HMDB0035268 (4-Isopropylbenzoic acid)

CC(C)C1=CC=C(C=C1)C(O)=O
Download

INCHI for HMDB0035268 (4-Isopropylbenzoic acid)

InChI=1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)
Download
View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC10H12O2
Average Molecular Weight164.204
Monoisotopic Molecular Weight164.083729626
IUPAC Name4-(propan-2-yl)benzoic acid
Traditional Name4-isopropylbenzoic acid
CAS Registry Number536-66-3
SMILES
CC(C)C1=CC=C(C=C1)C(O)=O
InChI Identifier
InChI=1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)
InChI KeyCKMXAIVXVKGGFM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • P-cymene
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Benzoic acid or derivatives
  • Benzoic acid
  • Cumene
  • Phenylpropane
  • Benzoyl
  • Monocyclic benzene moiety
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point117 - 118 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.15 mg/mL at 25 °CNot Available
LogP3.40Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013929
KNApSAcK IDC00036581
Chemspider ID10363
KEGG Compound IDC06578
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10820
PDB IDNot Available
ChEBI ID28122
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1204141
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.