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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-04-12 23:22:02 UTC

Update Date

2023-02-21 17:17:14 UTC

HMDB ID

HMDB0006112

Secondary Accession Numbers

HMDB06112

Metabolite Identification

Common Name

Malondialdehyde

Description

Malondialdehyde (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

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,3-Propanedial	ChEBI
1,3-Propanedialdehyde	ChEBI
1,3-Propanedione	ChEBI
Malonic aldehyde	ChEBI
Malonic dialdehyde	ChEBI
Malonodialdehyde	ChEBI
Malonyldialdehyde	ChEBI
MDA	ChEBI
MDD	ChEBI
Malonaldehyde	HMDB
Propanedial	HMDB
Malondialdehyde, sodium	MeSH, HMDB
Malonylaldehyde	MeSH, HMDB
Sodium malondialdehyde	MeSH, HMDB
Malondialdehyde	ChEBI

Chemical Formula

C₃H₄O₂

Average Molecular Weight

72.0627

Monoisotopic Molecular Weight

72.021129372

IUPAC Name

propanedial

Traditional Name

malonaldehyde

CAS Registry Number

542-78-9

SMILES

O=CCC=O

InChI Identifier

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

InChI Key

WSMYVTOQOOLQHP-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

1,3-dicarbonyl compounds

Alternative Parents

Substituents

1,3-dicarbonyl compound
Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dialdehyde (CHEBI:566274 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0006112)
Psychosis (HMDB: HMDB0006112)

Coma (HMDB: HMDB0006112)

Renal system and urinary system

Renal disorder

Kidney disease (HMDB: HMDB0006112)
Uremia (HMDB: HMDB0006112)
Chronic kidney disease (HMDB: HMDB0006112)

Observation

Circulatory system disorder

Cardiac disorder

Cardiovascular disease (HMDB: HMDB0006112)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12101069)
Cerebrospinal Fluid (CSF) (PMID: 17145675)
Cerebrospinal fluid (HMDB: HMDB0006112)

Excreta

Biofluid or Excreta

Urine (PMID: 12101069)

Cellular substructure

Cytoplasm (HMDB: HMDB0006112)
Extracellular (HMDB: HMDB0006112)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0006112)

Enteral

Ingestion (HMDB: HMDB0006112)

Source

Exogenous

Exogenous (HMDB: HMDB0006112)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0006112)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0006112)

Biomarker

Biomarker (HMDB: HMDB0006112)
Schizophrenia (MarkerDB: MDB00013453)
Uremia (MarkerDB: MDB00013453)
Multiple sclerosis (MarkerDB: MDB00013453)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	72 °C	Not Available
Boiling Point	108.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.390 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	241 g/L	ALOGPS
logP	0.1	ALOGPS
logP	-0.65	ChemAxon
logS	0.52	ALOGPS
pKa (Strongest Acidic)	6.68	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	17.14 m³·mol⁻¹	ChemAxon
Polarizability	6.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	120.137	30932474
DeepCCS	[M-H]-	118.252	30932474
DeepCCS	[M-2H]-	153.61	30932474
DeepCCS	[M+Na]+	127.723	30932474
AllCCS	[M+H]+	122.2	32859911
AllCCS	[M+H-H2O]+	117.7	32859911
AllCCS	[M+NH4]+	126.4	32859911
AllCCS	[M+Na]+	127.6	32859911
AllCCS	[M-H]-	129.8	32859911
AllCCS	[M+Na-2H]-	135.3	32859911
AllCCS	[M+HCOO]-	141.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malondialdehyde	O=CCC=O	1361.8	Standard polar	33892256
Malondialdehyde	O=CCC=O	600.2	Standard non polar	33892256
Malondialdehyde	O=CCC=O	664.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Malondialdehyde,1TMS,isomer #1	C[Si](C)(C)OC=CC=O	943.3	Semi standard non polar	33892256
Malondialdehyde,1TMS,isomer #1	C[Si](C)(C)OC=CC=O	868.6	Standard non polar	33892256
Malondialdehyde,1TMS,isomer #1	C[Si](C)(C)OC=CC=O	1152.9	Standard polar	33892256
Malondialdehyde,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CC=O	1203.4	Semi standard non polar	33892256
Malondialdehyde,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CC=O	1105.9	Standard non polar	33892256
Malondialdehyde,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CC=O	1335.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Malondialdehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9000000000-f27c7e0c26f7fd9a353b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malondialdehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Malondialdehyde 10V, Positive-QTOF	splash10-00di-9000000000-744a9fd4b0afe1939db8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 20V, Positive-QTOF	splash10-05fr-9000000000-38c741cd3f463e2fdbb3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 40V, Positive-QTOF	splash10-0a4i-9000000000-18018045cdfb4fd65e5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 10V, Negative-QTOF	splash10-00di-9000000000-bd4fb7676d96faa15028	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 20V, Negative-QTOF	splash10-00di-9000000000-45f19081a5a0a9b81852	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 40V, Negative-QTOF	splash10-0ukc-9000000000-01e3136b16e8f53d525c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 10V, Positive-QTOF	splash10-0006-9000000000-3d8581e7b0d371dd2923	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 20V, Positive-QTOF	splash10-052f-9000000000-2a7f481a2402d9628b46	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 40V, Positive-QTOF	splash10-0a4i-9000000000-5846b4edd05c82b946ec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 10V, Negative-QTOF	splash10-00di-9000000000-85ee1d7f8db31720e3cf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 20V, Negative-QTOF	splash10-0006-9000000000-c9a8aeda6f81e0b439e2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malondialdehyde 40V, Negative-QTOF	splash10-0006-9000000000-6269ba171aca8de72e5f	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	2.71 +/- 0.50 uM	Adult (>18 years old)	Both	Normal	11979513	details
Blood	Detected and Quantified	0.69 +/- 0.13 uM	Adult (>18 years old)	Both	Normal	12101069	details
Blood	Detected and Quantified	3.58 +/- 1.13 uM	Adult (>18 years old)	Both	Normal	22626821	details
Blood	Detected and Quantified	2.36 +/- 0.55 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	3.630 +/- 1.151 uM	Adult (>18 years old)	Both	Normal	12675874	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	3.85 (1.7 - 8.3) uM	Adult (>18 years old)	Both	Normal	17145675	details
Urine	Detected and Quantified	0.22 +/- 0.089 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	12101069	details
Urine	Detected and Quantified	0.0013 +/- 0.0002 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18029489	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	4.76 +/- 0.79 uM	Adult (>18 years old)	Both	Schizophrenia	11979513	details
Blood	Detected and Quantified	5.40 +/- 0.30 uM	Adult (>18 years old)	Both	uremia	22626821	details
Blood	Detected and Quantified	6.0394 +/- 2.400 uM	Adult (>18 years old)	Both	Uremia	12675874	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.32 +/- 0.073 uM	Not Specified	Not Specified	Guillain-Barre syndrome (GBS)	20374079	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.22 +/- 0.06 uM	Not Specified	Not Specified	multiple sclerosis	20374079	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	5.3 (0.38 - 55.0) uM	Adult (>18 years old)	Both	Parkinson's disease	17145675	details
Urine	Detected and Quantified	0.002 +/- 0.0002 umol/mmol creatinine	Adult (>18 years old)	Both	Smoking	18029489	details

Associated Disorders and Diseases

Disease References

Uremia
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 ] 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
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
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
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
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
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

181500 (Schizophrenia)
168600 (Parkinson's disease)
139393 (Guillain-Barré syndrome)
126200 (Multiple sclerosis)

External Links

DrugBank ID

DB03057

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008116

KNApSAcK ID

Not Available

Chemspider ID

10499

KEGG Compound ID

C19440

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Malondialdehyde

METLIN ID

Not Available

PubChem Compound

10964

PDB ID

Not Available

ChEBI ID

566274

Food Biomarker Ontology

Not Available

VMH ID

CE0737

MarkerDB ID

MDB00013453

Good Scents ID

rw1349941

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
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 ]

Showing metabocard for Malondialdehyde (HMDB0006112)

MOL for HMDB0006112 (Malondialdehyde)

3D MOL for HMDB0006112 (Malondialdehyde)

3D SDF for HMDB0006112 (Malondialdehyde)

3D-SDF for HMDB0006112 (Malondialdehyde)

PDB for HMDB0006112 (Malondialdehyde)

3D PDB for HMDB0006112 (Malondialdehyde)

SMILES for HMDB0006112 (Malondialdehyde)

INCHI for HMDB0006112 (Malondialdehyde)

Structure for HMDB0006112 (Malondialdehyde)

3D Structure for HMDB0006112 (Malondialdehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra