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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 | 2018-03-29 15:56:32 UTC |
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| HMDB ID | HMDB0000820 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Propyl alcohol |
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| Description | Propyl alcohol is a colorless liquid made by oxidation of aliphatic hydrocarbons that is used as a solvent and chemical intermediate. Propyl alcohol is a primary alcohol with the formula CH3CH2CH2OH. It is also known as propan-1-ol, 1-propanol, 1-propyl alcohol, n-propyl alcohol, or simply propanol. It is an isomer of propan-2-ol. It is used as a solvent in the pharmaceutical industry, and for resins and cellulose esters. It is formed naturally in small amounts during many fermentation processes and small amounts are produced by gut microflora. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-Hydroxypropane | ChEBI | | 1-Propanol | ChEBI | | Ethyl carbinol | ChEBI | | Ethylcarbinol | ChEBI | | N-Propan-1-ol | ChEBI | | N-Propanol | ChEBI | | N-Propyl alcohol | ChEBI | | N-Propylalkohol | ChEBI | | Optal | ChEBI | | Osmosol extra | ChEBI | | Propane-1-ol | ChEBI | | Propanol | ChEBI | | Propanol-1 | ChEBI | | UN 1274 | ChEBI | | 1-Propyl alcohol | HMDB | | Hydroxypropane | HMDB | | Propan-1-ol | HMDB | | Propanole | HMDB | | Propanolen | HMDB | | Propylan-propyl alcohol | HMDB | | Propylic alcohol | HMDB | | 1 Propanol | MeSH | | Alcohol, propyl | MeSH | | N Propanol | MeSH |
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| Chemical Formula | C3H8O |
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| Average Molecular Weight | 60.095 |
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| Monoisotopic Molecular Weight | 60.057514878 |
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| IUPAC Name | propan-1-ol |
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| Traditional Name | propanol |
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| CAS Registry Number | 71-23-8 |
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| SMILES | CCCO |
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| InChI Identifier | InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3 |
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| InChI Key | BDERNNFJNOPAEC-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | This compound belongs to the class of organic compounds known as primary alcohols. These are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Alcohols and polyols |
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| Direct Parent | Primary alcohols |
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| Alternative Parents | |
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| Substituents | - Hydrocarbon derivative
- Primary alcohol
- 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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| Disposition | Route of exposure: Source: Biological location: |
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| Process | Naturally occurring process: |
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| Role | Industrial application: |
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| Physical Properties |
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| State | Liquid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | -126.1 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 1000 mg/mL | Not Available | | LogP | 0.25 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | |
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| GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-001i-9000000000-b16d56b3c4fc95e00c56 | View in MoNA |
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| GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-001i-9000000000-425940a0b79c32c50c90 | View in MoNA |
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| GC-MS | GC-MS Spectrum - EI-B (Non-derivatized) | splash10-001i-9000000000-6013791cdd19a27be85c | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-01u3-9000000000-a356816d910101b714f8 | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-0100-9300000000-b1bb388b3a8da1a92913 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-03di-9000000000-8e60a750ac016bf5f9f7 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03dl-9000000000-17658e49fed270452ed4 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-03dl-9000000000-10c2ef6f2c375973e1a9 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-001i-9000000000-b16d56b3c4fc95e00c56 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-001i-9000000000-16b5a3548bcbe12e38bb | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-001i-9000000000-6013791cdd19a27be85c | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01ox-9000000000-06ef5e8e7805851d0737 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-03159cae015c86b655e0 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-db45d3e7d2ae1653f76e | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-9000000000-9517aa42fced76eff1d2 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-9000000000-f78c10cac4b60ad41988 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-fb6c8a2550ff427023d8 | View in MoNA |
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| MS | Mass Spectrum (Electron Ionization) | splash10-001i-9000000000-cdf3b05a292d7d658a6f | View in MoNA |
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| 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer |
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| 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | View in JSpectraViewer |
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| Biological Properties |
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| Cellular Locations | Not Available |
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| Biospecimen Locations | |
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| Tissue Location | |
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| Pathways | | Name | SMPDB/Pathwhiz | KEGG | | Sulfate/Sulfite Metabolism |    |  | | Sulfite oxidase deficiency |    | Not Available |
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| Normal Concentrations |
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| Blood | Detected and Quantified | 0.33 (0.00-0.80) uM | Adult (>18 years old) | Both | Normal | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Normal | | details | | Feces | Detected and Quantified | 532.49 nmol/g wet feces | Adult (>18 years old) | Not Specified | Normal | | details | | Feces | Detected and Quantified | 2756.746 nmol/g wet feces | Adult (>18 years old) | Not Specified | Normal | | details | | Feces | Detected and Quantified | 1730.593 nmol/g wet feces | Adult (>18 years old) | Not Specified | Normal | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Normal | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Female | Normal | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Normal | | details | | Feces | Detected and Quantified | 26790.914-984108.495 nmol/g wet feces | Children (1-13 years old) | Not Specified | Normal | | details | | Feces | Detected but not Quantified | | Newborn (0-30 days old) | Both | Normal | | details | | Saliva | Detected but not Quantified | | Adult (>18 years old) | Not Specified | Normal | | details | | Saliva | Detected but not Quantified | | Children (1-13 years old) | Both | Normal | | details |
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| Abnormal Concentrations |
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| Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Campylobacter jejuni infection | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Clostridium difficile infection | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Ulcerative Colitis | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Crohns disease | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Ulcerative colitis | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Female | Nonalcoholic fatty liver disease | | details | | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Nonalcoholic fatty liver disease (NAFLD) | | details | | Feces | Detected and Quantified | 0-2792633.885 nmol/g wet feces | Children (1-13 years old) | Not Specified | Treated celiac disease | | details | | Feces | Detected but not Quantified | | Not Specified | Not Specified | Crohn's disease | | details | | Feces | Detected but not Quantified | | Not Specified | Not Specified | Ulcerative colitis | | details | | Feces | Detected and Quantified | 0.00468 (0.000632-0.0149) nmol/g wet feces | Not Specified | Not Specified | Crohns disease | | details | | Feces | Detected and Quantified | 0.000549 (0.000067-0.00103) nmol/g wet feces | Not Specified | Not Specified | Irritable bowel syndrome | | details | | Feces | Detected and Quantified | 0.00106 (0.000116-0.0110) nmol/g wet feces | Not Specified | Not Specified | Ulcerative colitis | | details | | Saliva | Detected but not Quantified | | Children (1-13 years old) | Both | Celiac disease | | details |
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| Associated Disorders and Diseases |
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| Disease References | | Celiac disease |
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- Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
| | Crohn's disease |
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- Walton C, Fowler DP, Turner C, Jia W, Whitehead RN, Griffiths L, Dawson C, Waring RH, Ramsden DB, Cole JA, Cauchi M, Bessant C, Hunter JO: Analysis of volatile organic compounds of bacterial origin in chronic gastrointestinal diseases. Inflamm Bowel Dis. 2013 Sep;19(10):2069-78. doi: 10.1097/MIB.0b013e31829a91f6. [PubMed:23867873 ]
| | Irritable bowel syndrome |
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- Walton C, Fowler DP, Turner C, Jia W, Whitehead RN, Griffiths L, Dawson C, Waring RH, Ramsden DB, Cole JA, Cauchi M, Bessant C, Hunter JO: Analysis of volatile organic compounds of bacterial origin in chronic gastrointestinal diseases. Inflamm Bowel Dis. 2013 Sep;19(10):2069-78. doi: 10.1097/MIB.0b013e31829a91f6. [PubMed:23867873 ]
| | Ulcerative colitis |
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- Walton C, Fowler DP, Turner C, Jia W, Whitehead RN, Griffiths L, Dawson C, Waring RH, Ramsden DB, Cole JA, Cauchi M, Bessant C, Hunter JO: Analysis of volatile organic compounds of bacterial origin in chronic gastrointestinal diseases. Inflamm Bowel Dis. 2013 Sep;19(10):2069-78. doi: 10.1097/MIB.0b013e31829a91f6. [PubMed:23867873 ]
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| Associated OMIM IDs | |
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| External Links |
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| DrugBank ID | DB03175 |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | FDB008280 |
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| KNApSAcK ID | Not Available |
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| Chemspider ID | 1004 |
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| KEGG Compound ID | C05979 |
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| BioCyc ID | PROPANOL |
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| BiGG ID | Not Available |
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| Wikipedia Link | Propan-1-ol |
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| METLIN ID | 5783 |
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| PubChem Compound | 1031 |
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| PDB ID | POL |
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| ChEBI ID | 28831 |
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| References |
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| Synthesis Reference | Ito, Kenji; Katao, Masaaki. Process for manufacturing propylene oxide and propyl alcohol. Jpn. Kokai Tokkyo Koho (2003), 4 pp. |
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| Material Safety Data Sheet (MSDS) | Download (PDF) |
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| General References | - Sich B, Kirch U, Tepel M, Zidek W, Schoner W: Pulse pressure correlates in humans with a proscillaridin A immunoreactive compound. Hypertension. 1996 May;27(5):1073-8. [PubMed:8621199 ]
- Glaros EN, Kim WS, Quinn CM, Wong J, Gelissen I, Jessup W, Garner B: Glycosphingolipid accumulation inhibits cholesterol efflux via the ABCA1/apolipoprotein A-I pathway: 1-phenyl-2-decanoylamino-3-morpholino-1-propanol is a novel cholesterol efflux accelerator. J Biol Chem. 2005 Jul 1;280(26):24515-23. Epub 2005 May 11. [PubMed:15890646 ]
- Lozier J, Takahashi N, Putnam FW: Purification of cyanogen bromide fragments from beta-2-glycoprotein I by high-performance liquid chromatography. J Chromatogr. 1983 Aug 26;266:545-54. [PubMed:6630361 ]
- Liebich HM, Al-Babbili O, Zlatkis A, Kim K: Gas-chromatographic and mass-spectrometric detection of low-molecular-weight aliphatic alcohols in urine of normal individuals and patients with diabetes mellitus. Clin Chem. 1975 Aug;21(9):1294-6. [PubMed:1149234 ]
- Flick JA, Schnaar RL, Perman JA: Thin-layer chromatographic determination of urinary excretion of lactulose, simplified and applied to cystic fibrosis patients. Clin Chem. 1987 Jul;33(7):1211-2. [PubMed:3594850 ]
- Moriya F, Hashimoto Y: Endogenous ethanol production in trauma victims associated with medical treatment. Nihon Hoigaku Zasshi. 1996 Aug;50(4):263-7. [PubMed:8810749 ]
- Kuba J, Knoll P, Husak V, Charamza O, Wiedermann M, Krc I: [On the use of Hg-197 labeled bromomercury hydroxypropane in splenic scintigraphy]. Z Gesamte Inn Med. 1965 Jul 15;20(14):431-6. [PubMed:5891990 ]
- Schwartz KD, Knoll P, Hamann D, Loechel M, Potschwadek B: [Scintigraphy of the spleen with bromomercuric hydroxypropane (197Hg-BMHP)]. Fortschr Geb Rontgenstr Nuklearmed. 1965 Sep;103(3):367-76. [PubMed:5893996 ]
- Li R, Manela J, Kong Y, Ladisch S: Cellular gangliosides promote growth factor-induced proliferation of fibroblasts. J Biol Chem. 2000 Nov 3;275(44):34213-23. [PubMed:10859325 ]
- Paravidino GF, Pagliaini R: [Splenic scintigraphy using erythrocytes devitalized by mercury hydroxypropane and labelled with Hg 197 or Cr 51]. Arch Maragliano Patol Clin. 1969 Nov-Dec;25(6):459-66. [PubMed:5409093 ]
- Rej R: Effect of incubation with Mg2+ on the measurement of alkaline phosphatase activity. Clin Chem. 1977 Oct;23(10):1903-11. [PubMed:902417 ]
- van Ketel WG: Allergy to benzylamine and benzyl-1-amino-3 chloro-2 hydroxypropane. Contact Dermatitis. 1984 Sep;11(3):186. [PubMed:6238790 ]
- Dodde WI, Maring JG, Hendriks G, Wachters FM, Groen HJ, de Vries EG, Uges DR: Determination of epirubicin and its metabolite epirubicinol in saliva and plasma by HPLC. Ther Drug Monit. 2003 Aug;25(4):433-40. [PubMed:12883225 ]
- Durley RC, Grapperhaus ML, Hickory BS, Massa MA, Wang JL, Spangler DP, Mischke DA, Parnas BL, Fobian YM, Rath NP, Honda DD, Zeng M, Connolly DT, Heuvelman DM, Witherbee BJ, Melton MA, Glenn KC, Krul ES, Smith ME, Sikorski JA: Chiral N,N-disubstituted trifluoro-3-amino-2-propanols are potent inhibitors of cholesteryl ester transfer protein. J Med Chem. 2002 Aug 29;45(18):3891-904. [PubMed:12190312 ]
- Memon N, Bhanger MI, Khuhawer MY: Determination of preservatives in cosmetics and food samples by micellar liquid chromatography. J Sep Sci. 2005 May;28(7):635-8. [PubMed:15912732 ]
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