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Showing metabocard for Cyclopropanecarboxylic acid (HMDB0250675)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:46:15 UTC
Update Date2021-09-26 23:02:17 UTC
HMDB IDHMDB0250675
Secondary Accession NumbersNone
Metabolite Identification
Common NameCyclopropanecarboxylic acid
Descriptioncyclopropanecarboxylic acid, also known as carboxycyclopropane or cyclopropylcarboxylate, belongs to the class of organic compounds known as cyclopropanecarboxylic acids. These are organic compounds containing a carboxyl group attached to a cyclopropane ring. cyclopropanecarboxylic acid exists in all living organisms, ranging from bacteria to humans. cyclopropanecarboxylic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on cyclopropanecarboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cyclopropanecarboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cyclopropanecarboxylic 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0250675 (Cyclopropanecarboxylic acid)

 
  Mrv1533007211515222D          
 
  6  6  0  0  0  0            999 V2000
   11.9702   -9.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3895   -9.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5600  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3850  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042   -9.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3603   -8.7729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
M  END
Download

3D MOL for HMDB0250675 (Cyclopropanecarboxylic acid)

HMDB0250675
     RDKit          3D
Cyclopropanecarboxylic acid
 12 12  0  0  0  0  0  0  0  0999 V2000
    0.5822    1.7608   -1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    0.8436   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864    0.7785   -0.1166 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1752   -0.1400    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189   -0.7202   -0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    0.0771    0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8282   -0.1524   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -0.8914    0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342   -1.8275   -0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698   -0.2667   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766   -0.5157    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7440    1.0540    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  4  1  0
  3  7  1  0
  4  8  1  0
  5  9  1  0
  5 10  1  0
  6 11  1  0
  6 12  1  0
M  END
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3D SDF for HMDB0250675 (Cyclopropanecarboxylic acid)

 
  Mrv1533007211515222D          
 
  6  6  0  0  0  0            999 V2000
   11.9702   -9.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3895   -9.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5600  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3850  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042   -9.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3603   -8.7729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250675

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O2/c5-4(6)3-1-2-3/h3H,1-2H2,(H,5,6)

> <INCHI_KEY>
YMGUBTXCNDTFJI-UHFFFAOYSA-N

> <FORMULA>
C4H6O2

> <MOLECULAR_WEIGHT>
86.09

> <EXACT_MASS>
86.036779433

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.320251684534018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyclopropanecarboxylic acid

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
0.5564505083333333

> <ALOGPS_LOGS>
0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.416415932350423

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
20.0429

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclopropanecarboxylic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0250675 (Cyclopropanecarboxylic acid)

HMDB0250675
     RDKit          3D
Cyclopropanecarboxylic acid
 12 12  0  0  0  0  0  0  0  0999 V2000
    0.5822    1.7608   -1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    0.8436   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864    0.7785   -0.1166 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1752   -0.1400    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189   -0.7202   -0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    0.0771    0.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8282   -0.1524   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -0.8914    0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342   -1.8275   -0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698   -0.2667   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766   -0.5157    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7440    1.0540    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  4  1  0
  3  7  1  0
  4  8  1  0
  5  9  1  0
  5 10  1  0
  6 11  1  0
  6 12  1  0
M  END
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PDB for HMDB0250675 (Cyclopropanecarboxylic acid)

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      22.344 -17.717   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.127 -17.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.579 -19.063   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.119 -19.063   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      23.901 -17.734   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      23.073 -16.376   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    4                                                       
CONECT    4    1    3                                                       
CONECT    5    2                                                            
CONECT    6    2                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END
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3D PDB for HMDB0250675 (Cyclopropanecarboxylic acid)

COMPND    HMDB0250675
HETATM    1  O1  UNL     1       0.582   1.761  -1.029  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.014   0.844  -0.294  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.386   0.778  -0.117  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.175  -0.140   0.373  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.919  -0.720  -0.544  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.256   0.077   0.676  1.00  0.00           C  
HETATM    7  H1  UNL     1       2.828  -0.152  -0.052  1.00  0.00           H  
HETATM    8  H2  UNL     1       0.714  -0.891   0.993  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.034  -1.827  -0.497  1.00  0.00           H  
HETATM   10  H4  UNL     1      -1.070  -0.267  -1.536  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.677  -0.516   1.515  1.00  0.00           H  
HETATM   12  H6  UNL     1      -1.744   1.054   0.511  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    7
CONECT    4    5    6    8
CONECT    5    6    9   10
CONECT    6   11   12
END
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SMILES for HMDB0250675 (Cyclopropanecarboxylic acid)

OC(=O)C1CC1
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INCHI for HMDB0250675 (Cyclopropanecarboxylic acid)

InChI=1S/C4H6O2/c5-4(6)3-1-2-3/h3H,1-2H2,(H,5,6)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
CarboxycyclopropaneChEBI
Cyclopropylcarboxylic acidChEBI
CyclopropylcarboxylateGenerator
CyclopropanecarboxylateGenerator
CPCA CPDMeSH
Cyclopropane carboxylic acidMeSH
Chemical FormulaC4H6O2
Average Molecular Weight86.09
Monoisotopic Molecular Weight86.036779433
IUPAC Namecyclopropanecarboxylic acid
Traditional Namecyclopropanecarboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CC1
InChI Identifier
InChI=1S/C4H6O2/c5-4(6)3-1-2-3/h3H,1-2H2,(H,5,6)
InChI KeyYMGUBTXCNDTFJI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclopropanecarboxylic acids. These are organic compounds containing a carboxyl group attached to a cyclopropane ring.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCyclopropanecarboxylic acids and derivatives
Direct ParentCyclopropanecarboxylic acids
Alternative Parents
Substituents
  • Cyclopropanecarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.52ALOGPS
logP0.56ChemAxon
logS0.63ALOGPS
pKa (Strongest Acidic)4.42ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.04 m³·mol⁻¹ChemAxon
Polarizability8.32 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+119.4130932474
DeepCCS[M-H]-117.51430932474
DeepCCS[M-2H]-153.05830932474
DeepCCS[M+Na]+127.59430932474
AllCCS[M+H]+121.232859911
AllCCS[M+H-H2O]+116.332859911
AllCCS[M+NH4]+125.732859911
AllCCS[M+Na]+127.032859911
AllCCS[M-H]-118.032859911
AllCCS[M+Na-2H]-121.832859911
AllCCS[M+HCOO]-126.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cyclopropanecarboxylic acidOC(=O)C1CC11755.2Standard polar33892256
Cyclopropanecarboxylic acidOC(=O)C1CC1816.4Standard non polar33892256
Cyclopropanecarboxylic acidOC(=O)C1CC1994.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cyclopropanecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9000000000-078fc1db3254ba269e542021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclopropanecarboxylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclopropanecarboxylic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyclopropanecarboxylic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 10V, Positive-QTOFsplash10-000i-9000000000-4f38110ea386a2809ec22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 20V, Positive-QTOFsplash10-00kf-9000000000-2b2217eb8205a84dcaf52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 40V, Positive-QTOFsplash10-0006-9000000000-9b942e87b791d158e7752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 10V, Negative-QTOFsplash10-000i-9000000000-5363c19a7431393059b12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 20V, Negative-QTOFsplash10-000f-9000000000-62e92a289349c50d49652016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 40V, Negative-QTOFsplash10-0006-9000000000-bdfdb1a5e0e450c204772016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 10V, Positive-QTOFsplash10-014l-9000000000-e2f456855f9b4c1213a12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 20V, Positive-QTOFsplash10-014l-9000000000-475a0f8f7c28816033272021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 40V, Positive-QTOFsplash10-0006-9000000000-f6a51fa8db07c67d4e602021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 10V, Negative-QTOFsplash10-014r-9000000000-91a3ec2664aa087a93782021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 20V, Negative-QTOFsplash10-000i-9000000000-c249cc643ee4ca3f96f42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyclopropanecarboxylic acid 40V, Negative-QTOFsplash10-0006-9000000000-dc7d2555a4e261f934db2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID14890
KEGG Compound IDC16267
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15655
PDB IDNot Available
ChEBI ID23500
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1233221
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]