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Record Information |
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Version | 4.0 |
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Status | Detected and Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2020-11-09 23:14:39 UTC |
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HMDB ID | HMDB0000806 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Myristic acid |
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Description | Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. It is used to synthesize flavour and as an ingredient in soaps and cosmetics (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localization of the enzyme. This is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell (Wikipedia ). |
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Structure | |
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Synonyms | Value | Source |
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1-Tetradecanecarboxylic acid | ChEBI | 14 | ChEBI | 14:0 | ChEBI | 14:00 | ChEBI | Acide tetradecanoique | ChEBI | C14 | ChEBI | CH3-[CH2]12-COOH | ChEBI | Myristinsaeure | ChEBI | N-Tetradecan-1-Oic acid | ChEBI | N-Tetradecanoic acid | ChEBI | N-Tetradecoic acid | ChEBI | Tetradecoic acid | ChEBI | Tetradecanoate | Kegg | 1-Tetradecanecarboxylate | Generator | N-Tetradecan-1-Oate | Generator | N-Tetradecanoate | Generator | N-Tetradecoate | Generator | Tetradecoate | Generator | Tetradecanoic acid | Generator | Myristate | Generator | 1-Tridecanecarboxylate | HMDB | 1-Tridecanecarboxylic acid | HMDB | Crodacid | HMDB | Myristic acid pure | HMDB | Myristoate | HMDB | Myristoic acid | HMDB | Tetradecanoic (myristic) acid | HMDB | Acid, tetradecanoic | HMDB | Acid, myristic | HMDB | FA(14:0) | HMDB |
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Chemical Formula | C14H28O2 |
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Average Molecular Weight | 228.3709 |
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Monoisotopic Molecular Weight | 228.20893014 |
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IUPAC Name | tetradecanoic acid |
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Traditional Name | myristic acid |
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CAS Registry Number | 544-63-8 |
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SMILES | CCCCCCCCCCCCCC(O)=O |
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InChI Identifier | InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16) |
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InChI Key | TUNFSRHWOTWDNC-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty acids and conjugates |
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Direct Parent | Long-chain fatty acids |
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Alternative Parents | |
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Substituents | - Long-chain fatty acid
- Straight chain fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Biological role: Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 53.9 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.0011 mg/mL | Not Available | LogP | 6.11 | SANGSTER (1993) |
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Predicted Properties | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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GC-MS | GC-MS Spectrum - GC-MS (1 TMS) | splash10-017i-2910000000-66b35fb8449ba9de9cd6 | Spectrum | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-017i-2910000000-66b35fb8449ba9de9cd6 | Spectrum | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0159-0910000000-f45703c464ca75f98f26 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-9700000000-ec8d81e37bc3b8531c99 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-0079-9330000000-5ec01705dfacc992be28 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) | splash10-004i-0090000000-73ac1cfb8731e6318cc5 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-004i-1090000000-3aa768974da0ea81c1c9 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-004i-0090000000-22cd107a87b9acf058c5 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-004i-0090000000-2f7bb32e4b42206d851d | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-004i-2090000000-d45cffc15e2efbd45cd6 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-001i-9200000000-dbca68238dfebab35251 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-004r-9000000000-26827be8f8c2a4fbfd75 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-0006-0090000000-110165b889d231d09d59 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-0006-0090000000-110165b889d231d09d59 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-0006-0090000000-110165b889d231d09d59 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-0006-0090000000-110165b889d231d09d59 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-004i-0090000000-91f4f874b25705464fb0 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-004i-0090000000-15225a799e0a0bcff7c7 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-004i-0090000000-fde345db8c562ea351de | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-004i-0090000000-79a1c6b1d8cd57b741d2 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-0090000000-22cd107a87b9acf058c5 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-0090000000-2f7bb32e4b42206d851d | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-2090000000-d45cffc15e2efbd45cd6 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-001i-9200000000-dbca68238dfebab35251 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004r-9000000000-26827be8f8c2a4fbfd75 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT , negative | splash10-004i-0090000000-90c0cde444dfbbc0051d | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-004i-0090000000-91f4f874b25705464fb0 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-004i-0090000000-15225a799e0a0bcff7c7 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-004i-0090000000-fde345db8c562ea351de | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 10V, positive | splash10-004i-0090000000-b2104d749fc73640de02 | Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-06xx-9200000000-4fdd41f0461ff5186901 | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | Spectrum |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Extracellular
- Membrane (predicted from logP)
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Biospecimen Locations | - Blood
- Cerebrospinal Fluid (CSF)
- Feces
- Saliva
- Urine
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Tissue Locations | - Adipose Tissue
- Epidermis
- Placenta
- Prostate
- Spleen
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Pathways | |
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Normal Concentrations |
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Blood | Detected and Quantified | 25.0 (8.0-70.0) uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 3.0 +/- 1.3 uM | Children (1-13 years old) | Both | Normal | | details | Blood | Detected and Quantified | 7.16 +/- 3 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Female | Normal | | details | Blood | Detected and Quantified | 9.3 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 15.464 +/- 4.024 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 2.7 +/- 1.5 uM | Adolescent (13-18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 2.1 +/- 0.9 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 1.1-3.3 uM | Adult (>18 years old) | Female | Normal | | details | Blood | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 13.137 +/- 0.438 uM | Adult (>18 years old) | Male | Normal | | details | Blood | Detected and Quantified | 13.137 +/- 4.379 uM | Adult (>18 years old) | Male | Normal | | details | Blood | Detected and Quantified | 13.137 +/- 4.379 uM | Adult (>18 years old) | Male | Normal | | details | Blood | Detected and Quantified | 13.137 +/- 4.379 uM | Adult (>18 years old) | Male | Normal | | details | Blood | Detected and Quantified | 18.610 +/- 6.919 uM | Adult (>18 years old) | Female | Normal | | details | Blood | Detected and Quantified | 90 +/- 40 uM | Adult (>18 years old) | Female | Normal | | details | Blood | Detected and Quantified | 90 +/- 20 uM | Adult (>18 years old) | Male | Normal | | details | Blood | Detected and Quantified | 6.06 +/- 0.069 uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Cerebrospinal Fluid (CSF) | Detected and Quantified | 5.0 +/- 5.0 uM | Adult (>18 years old) | Not Specified | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Infant (0-1 year old) | Not Specified | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Infant (0-1 year old) | Not Specified | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Infant (0-1 year old) | Not Available | Normal | | details | Feces | Detected and Quantified | 2.846 +/- 7.0937 nmol/g wet feces | Not Specified | Not Specified | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Not Specified | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Male | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Not Specified | Normal | | details | Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Urine | Detected and Quantified | 0.06 +/- 0.03 umol/mmol creatinine | Adult (>18 years old) | Both | Normal | | details | Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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Blood | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Oesophageal cancer | | details | Blood | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Schizophrenia | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal Cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Oral squamous cell carcinoma (OSCC) | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Oral leukoplakia (OLK) | | details | Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Bladder cancer | | details |
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Associated Disorders and Diseases |
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Disease References | Schizophrenia |
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- Yang J, Chen T, Sun L, Zhao Z, Qi X, Zhou K, Cao Y, Wang X, Qiu Y, Su M, Zhao A, Wang P, Yang P, Wu J, Feng G, He L, Jia W, Wan C: Potential metabolite markers of schizophrenia. Mol Psychiatry. 2013 Jan;18(1):67-78. doi: 10.1038/mp.2011.131. Epub 2011 Oct 25. [PubMed:22024767 ]
| Colorectal cancer |
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- Weir TL, Manter DK, Sheflin AM, Barnett BA, Heuberger AL, Ryan EP: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One. 2013 Aug 6;8(8):e70803. doi: 10.1371/journal.pone.0070803. Print 2013. [PubMed:23940645 ]
- Cheng Y, Xie G, Chen T, Qiu Y, Zou X, Zheng M, Tan B, Feng B, Dong T, He P, Zhao L, Zhao A, Xu LX, Zhang Y, Jia W: Distinct urinary metabolic profile of human colorectal cancer. J Proteome Res. 2012 Feb 3;11(2):1354-63. doi: 10.1021/pr201001a. Epub 2011 Dec 28. [PubMed:22148915 ]
- Ni Y, Xie G, Jia W: Metabonomics of human colorectal cancer: new approaches for early diagnosis and biomarker discovery. J Proteome Res. 2014 Sep 5;13(9):3857-70. doi: 10.1021/pr500443c. Epub 2014 Aug 14. [PubMed:25105552 ]
- Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
- Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
- Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
- Wang X, Wang J, Rao B, Deng L: Gut flora profiling and fecal metabolite composition of colorectal cancer patients and healthy individuals. Exp Ther Med. 2017 Jun;13(6):2848-2854. doi: 10.3892/etm.2017.4367. Epub 2017 Apr 20. [PubMed:28587349 ]
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Associated OMIM IDs | |
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External Links |
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DrugBank ID | DB08231 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB002890 |
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KNApSAcK ID | C00001228 |
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Chemspider ID | 10539 |
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KEGG Compound ID | C06424 |
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BioCyc ID | CPD-7836 |
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BiGG ID | 215851 |
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Wikipedia Link | Myristic_acid |
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METLIN ID | 196 |
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PubChem Compound | 11005 |
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PDB ID | Not Available |
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ChEBI ID | 28875 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | |
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References |
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Synthesis Reference | Greaves, W. S.; Linstead, R. P.; Shephard, B. R.; Thomas, S. L. S.; Weedon, B. C. L. Anodic syntheses. I. New syntheses of stearic, myristic, and other acids. Journal of the Chemical Society (1950), 3326-30. |
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Material Safety Data Sheet (MSDS) | Download (PDF) |
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General References | - Dabadie H, Peuchant E, Bernard M, LeRuyet P, Mendy F: Moderate intake of myristic acid in sn-2 position has beneficial lipidic effects and enhances DHA of cholesteryl esters in an interventional study. J Nutr Biochem. 2005 Jun;16(6):375-82. [PubMed:15936650 ]
- Majeti BK, Karmali PP, Madhavendra SS, Chaudhuri A: Example of fatty acid-loaded lipoplex in enhancing in vitro gene transfer efficacies of cationic amphiphile. Bioconjug Chem. 2005 May-Jun;16(3):676-84. [PubMed:15898737 ]
- Schewe T, Hiebsch C: [Action of respiratory inhibitors on the electron transport system of Escherichia coli]. Acta Biol Med Ger. 1977;36(7-8):961-6. [PubMed:347849 ]
- Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
- Curry S, Brick P, Franks NP: Fatty acid binding to human serum albumin: new insights from crystallographic studies. Biochim Biophys Acta. 1999 Nov 23;1441(2-3):131-40. [PubMed:10570241 ]
- Kageura M, Hara K, Hieda Y, Takamoto M, Fujiwara Y, Fukuma Y, Kashimura S: [Screening of drugs and chemicals by wide-bore capillary gas chromatography with flame ionization and nitrogen phosphorus detectors]. Nihon Hoigaku Zasshi. 1989 Apr;43(2):161-5. [PubMed:2810891 ]
- Zhu W, Smart EJ: Myristic acid stimulates endothelial nitric-oxide synthase in a CD36- and an AMP kinase-dependent manner. J Biol Chem. 2005 Aug 19;280(33):29543-50. Epub 2005 Jun 21. [PubMed:15970594 ]
- Bhattacharya A, Ghosal SK: Permeation kinetics of ketotifen fumarate alone and in combination with hydrophobic permeation enhancers through human cadaver epidermis. Boll Chim Farm. 2000 Jul-Aug;139(4):177-81. [PubMed:11059101 ]
- Matsubara M: [Structures and molecular recognition of MARCKS family proteins]. Seikagaku. 2005 Jan;77(1):50-5. [PubMed:15770953 ]
- Kaminskas A, Zieden B, Elving B, Kristenson M, Abaravicius A, Bergdahl B, Olsson AG, Kucinskiene Z: Adipose tissue fatty acids in men from two populations with different cardiovascular risk: the LiVicordia study. Scand J Clin Lab Invest. 1999 May;59(3):227-32. [PubMed:10400167 ]
- Hoffmann GF, Meier-Augenstein W, Stockler S, Surtees R, Rating D, Nyhan WL: Physiology and pathophysiology of organic acids in cerebrospinal fluid. J Inherit Metab Dis. 1993;16(4):648-69. [PubMed:8412012 ]
- Brod SA, Malone M, Darcan S, Papolla M, Nelson L: Ingested interferon alpha suppresses type I diabetes in non-obese diabetic mice. Diabetologia. 1998 Oct;41(10):1227-32. [PubMed:9794112 ]
- Pieterse Z, Jerling JC, Oosthuizen W, Kruger HS, Hanekom SM, Smuts CM, Schutte AE: Substitution of high monounsaturated fatty acid avocado for mixed dietary fats during an energy-restricted diet: effects on weight loss, serum lipids, fibrinogen, and vascular function. Nutrition. 2005 Jan;21(1):67-75. [PubMed:15661480 ]
- Cater NB, Denke MA: Behenic acid is a cholesterol-raising saturated fatty acid in humans. Am J Clin Nutr. 2001 Jan;73(1):41-4. [PubMed:11124748 ]
- Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
- Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
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