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Showing metabocard for Malondialdehyde (HMDB0006112)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2007-04-12 23:22:02 UTC
Update Date2023-02-21 17:17:14 UTC
HMDB IDHMDB0006112
Secondary Accession Numbers
  • HMDB06112
Metabolite Identification
Common NameMalondialdehyde
DescriptionMalondialdehyde (MDA) is the dialdehyde of malonic acid and a biomarker of oxidative damage to lipids caused by smoking. Oxidized lipids are able to produce MDA as a decomposition product. The mechanism is thought to involve formation of prostaglandin-like endoperoxides from polyunsaturated fatty acids with two or more double bonds. An alternative mechanism is based on successive hydroperoxide formation and β-cleavage of polyunsaturated fatty acids. MDA is then directly formed by β-scission of a 3-hydroperoxyaldehyde or by reaction between acrolein and hydroxyl radicals. While oxidation of polyunsaturated fatty acids is the major source of MDA in vivo, other minor sources exists such as byproducts of free radical generation by ionizing radiation and of the biosynthesis of prostaglandins. Aldehydes are generally reactive species capable of forming adducts and complexes in biological systems and MDA is no exception although the main species at physiological pH is the enolate ion which is of relative low reactivity. Consistent evidence is available for the reaction between MDA and cellular macromolecules such as proteins, RNA and DNA. MDA reacts with DNA to form adducts to deoxyguanosine and deoxyadenosine which may be mutagenic and these can be quantified in several human tissues. Oxidative stress is an imbalance between oxidants and antioxidants on a cellular or individual level. Oxidative damage is one result of such an imbalance and includes oxidative modification of cellular macromolecules, induction of cell death by apoptosis or necrosis, as well as structural tissue damage. Chemically speaking, oxidants are compounds capable of oxidizing target molecules. This can take place in three ways: abstraction of hydrogen, abstraction of electrons or addition of oxygen. All cells living under aerobic conditions are continuously exposed to a large numbers of oxidants derived from various endogenous and exogenous sources. The endogenous sources of oxidants are several and include the respiratory chain in the mitochondria, immune reactions, enzymes such as xanthine oxidase and nitric oxide synthase and transition metal mediated oxidation. Various exogenous sources of ROS also contribute directly or indirectly to the total oxidant load. These include effects of ionizing and non-ionizing radiation, air pollution and natural toxic gases such as ozone, and chemicals and toxins including oxidizing disinfectants. A poor diet containing inadequate amounts of nutrients may also indirectly result in oxidative stress by impairing cellular defense mechanisms. The cellular macromolecules, in particular lipids, proteins and DNA, are natural targets of oxidation. Oxidants are capable of initiating lipid oxidation by abstraction of an allylic proton from a polyunsaturated fatty acid. This process, by multiple stages leading to the formation of lipid hydroperoxides, is a known contributor to the development of atherosclerosis. (PMID: 17336279 ). MDA has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).
Structure
Data?1676999834
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0006112 (Malondialdehyde)


  Mrv0541 02231216392D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
M  END
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3D MOL for HMDB0006112 (Malondialdehyde)

HMDB0006112
     RDKit          3D
Malondialdehyde
  9  8  0  0  0  0  0  0  0  0999 V2000
   -1.4537   -1.2054    0.6831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472   -0.4007   -0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725    0.5677    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -0.1235   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -1.3021   -0.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483   -0.3844   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1612    0.9977    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    1.4507   -0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    0.4000    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  2  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
M  END
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3D SDF for HMDB0006112 (Malondialdehyde)


  Mrv0541 02231216392D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006112

> <DATABASE_NAME>
hmdb

> <SMILES>
O=CCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O2/c4-2-1-3-5/h2-3H,1H2

> <INCHI_KEY>
WSMYVTOQOOLQHP-UHFFFAOYSA-N

> <FORMULA>
C3H4O2

> <MOLECULAR_WEIGHT>
72.0627

> <EXACT_MASS>
72.021129372

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
6.419189938704783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propanedial

> <ALOGPS_LOGP>
0.10

> <JCHEM_LOGP>
-0.6483497730000001

> <ALOGPS_LOGS>
0.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.681544640809551

> <JCHEM_PKA_STRONGEST_BASIC>
-6.809543765546642

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
17.137

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.41e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
malonaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0006112 (Malondialdehyde)

HMDB0006112
     RDKit          3D
Malondialdehyde
  9  8  0  0  0  0  0  0  0  0999 V2000
   -1.4537   -1.2054    0.6831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472   -0.4007   -0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725    0.5677    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -0.1235   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -1.3021   -0.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483   -0.3844   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1612    0.9977    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    1.4507   -0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    0.4000    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  2  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
M  END
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PDB for HMDB0006112 (Malondialdehyde)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.620  -2.667   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0006112 (Malondialdehyde)

COMPND    HMDB0006112
HETATM    1  O1  UNL     1      -1.454  -1.205   0.683  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.147  -0.401  -0.158  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.072   0.568   0.120  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.225  -0.124  -0.009  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.256  -1.302  -0.302  1.00  0.00           O  
HETATM    6  H1  UNL     1      -1.648  -0.384  -1.101  1.00  0.00           H  
HETATM    7  H2  UNL     1      -0.161   0.998   1.161  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.160   1.451  -0.546  1.00  0.00           H  
HETATM    9  H4  UNL     1       2.162   0.400   0.153  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4    7    8
CONECT    4    5    5    9
END
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SMILES for HMDB0006112 (Malondialdehyde)

O=CCC=O
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INCHI for HMDB0006112 (Malondialdehyde)

InChI=1S/C3H4O2/c4-2-1-3-5/h2-3H,1H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,3-PropanedialChEBI
1,3-PropanedialdehydeChEBI
1,3-PropanedioneChEBI
Malonic aldehydeChEBI
Malonic dialdehydeChEBI
MalonodialdehydeChEBI
MalonyldialdehydeChEBI
MDAChEBI
MDDChEBI
MalonaldehydeHMDB
PropanedialHMDB
Malondialdehyde, sodiumMeSH, HMDB
MalonylaldehydeMeSH, HMDB
Sodium malondialdehydeMeSH, HMDB
MalondialdehydeChEBI
Chemical FormulaC3H4O2
Average Molecular Weight72.0627
Monoisotopic Molecular Weight72.021129372
IUPAC Namepropanedial
Traditional Namemalonaldehyde
CAS Registry Number542-78-9
SMILES
O=CCC=O
InChI Identifier
InChI=1S/C3H4O2/c4-2-1-3-5/h2-3H,1H2
InChI KeyWSMYVTOQOOLQHP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct Parent1,3-dicarbonyl compounds
Alternative Parents
Substituents
  • 1,3-dicarbonyl compound
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point72 °CNot Available
Boiling Point108.30 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.390 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility241 g/LALOGPS
logP0.1ALOGPS
logP-0.65ChemAxon
logS0.52ALOGPS
pKa (Strongest Acidic)6.68ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity17.14 m³·mol⁻¹ChemAxon
Polarizability6.42 ųChemAxon
Number of Rings0ChemAxon
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]+120.13730932474
DeepCCS[M-H]-118.25230932474
DeepCCS[M-2H]-153.6130932474
DeepCCS[M+Na]+127.72330932474
AllCCS[M+H]+122.232859911
AllCCS[M+H-H2O]+117.732859911
AllCCS[M+NH4]+126.432859911
AllCCS[M+Na]+127.632859911
AllCCS[M-H]-129.832859911
AllCCS[M+Na-2H]-135.332859911
AllCCS[M+HCOO]-141.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MalondialdehydeO=CCC=O1361.8Standard polar33892256
MalondialdehydeO=CCC=O600.2Standard non polar33892256
MalondialdehydeO=CCC=O664.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Malondialdehyde,1TMS,isomer #1C[Si](C)(C)OC=CC=O943.3Semi standard non polar33892256
Malondialdehyde,1TMS,isomer #1C[Si](C)(C)OC=CC=O868.6Standard non polar33892256
Malondialdehyde,1TMS,isomer #1C[Si](C)(C)OC=CC=O1152.9Standard polar33892256
Malondialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC=O1203.4Semi standard non polar33892256
Malondialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC=O1105.9Standard non polar33892256
Malondialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC=O1335.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Malondialdehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9000000000-f27c7e0c26f7fd9a353b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Malondialdehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 10V, Positive-QTOFsplash10-00di-9000000000-744a9fd4b0afe1939db82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 20V, Positive-QTOFsplash10-05fr-9000000000-38c741cd3f463e2fdbb32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 40V, Positive-QTOFsplash10-0a4i-9000000000-18018045cdfb4fd65e5b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 10V, Negative-QTOFsplash10-00di-9000000000-bd4fb7676d96faa150282016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 20V, Negative-QTOFsplash10-00di-9000000000-45f19081a5a0a9b818522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 40V, Negative-QTOFsplash10-0ukc-9000000000-01e3136b16e8f53d525c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 10V, Positive-QTOFsplash10-0006-9000000000-3d8581e7b0d371dd29232021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 20V, Positive-QTOFsplash10-052f-9000000000-2a7f481a2402d9628b462021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 40V, Positive-QTOFsplash10-0a4i-9000000000-5846b4edd05c82b946ec2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 10V, Negative-QTOFsplash10-00di-9000000000-85ee1d7f8db31720e3cf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 20V, Negative-QTOFsplash10-0006-9000000000-c9a8aeda6f81e0b439e22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Malondialdehyde 40V, Negative-QTOFsplash10-0006-9000000000-6269ba171aca8de72e5f2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified2.71 +/- 0.50 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.69 +/- 0.13 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified3.58 +/- 1.13 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified2.36 +/- 0.55 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
BloodDetected and Quantified3.630 +/- 1.151 uMAdult (>18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified3.85 (1.7 - 8.3) uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.22 +/- 0.089 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0013 +/- 0.0002 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified4.76 +/- 0.79 uMAdult (>18 years old)BothSchizophrenia details
BloodDetected and Quantified5.40 +/- 0.30 uMAdult (>18 years old)Bothuremia details
BloodDetected and Quantified6.0394 +/- 2.400 uMAdult (>18 years old)Both
Uremia		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.32 +/- 0.073 uMNot SpecifiedNot SpecifiedGuillain-Barre syndrome (GBS) details
Cerebrospinal Fluid (CSF)Detected and Quantified0.22 +/- 0.06 uMNot SpecifiedNot Specifiedmultiple sclerosis details
Cerebrospinal Fluid (CSF)Detected and Quantified5.3 (0.38 - 55.0) uMAdult (>18 years old)BothParkinson's disease details
UrineDetected and Quantified0.002 +/- 0.0002 umol/mmol creatinineAdult (>18 years old)BothSmoking details
Associated Disorders and Diseases
Disease References
Uremia
  1. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
  2. Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Schizophrenia
  1. Kuloglu M, Ustundag B, Atmaca M, Canatan H, Tezcan AE, Cinkilinc N: Lipid peroxidation and antioxidant enzyme levels in patients with schizophrenia and bipolar disorder. Cell Biochem Funct. 2002 Jun;20(2):171-5. [PubMed:11979513 ]
Parkinson's disease
  1. Shukla R, Rajani M, Srivastava N, Barthwal MK, Dikshit M: Nitrite and malondialdehyde content in cerebrospinal fluid of patients with Parkinson's disease. Int J Neurosci. 2006 Dec;116(12):1391-402. [PubMed:17145675 ]
Guillain-Barré syndrome
  1. Ghabaee M, Jabedari B, Al-E-Eshagh N, Ghaffarpour M, Asadi F: Serum and cerebrospinal fluid antioxidant activity and lipid peroxidation in Guillain-Barre syndrome and multiple sclerosis patients. Int J Neurosci. 2010 Apr;120(4):301-4. doi: 10.3109/00207451003695690. [PubMed:20374079 ]
Multiple sclerosis
  1. Ghabaee M, Jabedari B, Al-E-Eshagh N, Ghaffarpour M, Asadi F: Serum and cerebrospinal fluid antioxidant activity and lipid peroxidation in Guillain-Barre syndrome and multiple sclerosis patients. Int J Neurosci. 2010 Apr;120(4):301-4. doi: 10.3109/00207451003695690. [PubMed:20374079 ]
Smoking
  1. Li N, Jia X, Chen CY, Blumberg JB, Song Y, Zhang W, Zhang X, Ma G, Chen J: Almond consumption reduces oxidative DNA damage and lipid peroxidation in male smokers. J Nutr. 2007 Dec;137(12):2717-22. [PubMed:18029489 ]
Associated OMIM IDs
DrugBank IDDB03057
Phenol Explorer Compound IDNot Available
FooDB IDFDB008116
KNApSAcK IDNot Available
Chemspider ID10499
KEGG Compound IDC19440
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMalondialdehyde
METLIN IDNot Available
PubChem Compound10964
PDB IDNot Available
ChEBI ID566274
Food Biomarker OntologyNot Available
VMH IDCE0737
MarkerDB IDMDB00013453
Good Scents IDrw1349941
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Lykkesfeldt J: Malondialdehyde as biomarker of oxidative damage to lipids caused by smoking. Clin Chim Acta. 2007 May 1;380(1-2):50-8. Epub 2007 Feb 7. [PubMed:17336279 ]
  2. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]