Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:45 UTC |
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Update date | 2019-11-26 02:58:58 UTC |
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Primary ID | FDB003340 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Octanedioic acid |
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Description | Isolated from the roots of Phaseolus vulgaris (kidney bean)
Suberic acid, also octanedioic acid, is a dicarboxylic acid, with formula C6H12(COOH)2. It is present in the urine of patients with Fatty Acid Oxidation Disorders (PMID 10404733); ; A metabolic breakdown product derived from oleic acid. Elevated levels of this unstaruated dicarboxylic acid are found in individuals with dicarboxylic acid and medium-chain acyl-CoA dehydrogenase deficiency (MCAD). |
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CAS Number | 505-48-6 |
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Structure | |
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Synonyms | Synonym | Source |
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1,6-Dicarboxyhexane | ChEBI | 1,6-Hexanedicarboxylic acid | ChEBI | 1,8-Octanedioic acid | ChEBI | Cork acid | ChEBI | Hexamethylenedicarboxylic acid | ChEBI | Korksaeure | ChEBI | Octane-1,8-dioic acid | ChEBI | Octanedioic acid | ChEBI | Oktandisaeure | ChEBI | Suberinsaeure | ChEBI | 1,6-Hexanedicarboxylate | Generator | 1,8-Octanedioate | Generator | Hexamethylenedicarboxylate | Generator | Octane-1,8-dioate | Generator | Octanedioate | Generator | Suberate | Generator | Suberic acid, manganese (+2) (1:1) salt | HMDB | Suberic acid, disodium salt | HMDB | Suberic acid, cadmium (1:1) salt | HMDB | Suberic acid, monosodium salt | HMDB | Suberic acid, dipotassium salt | HMDB | Suberic acid | MeSH | 1, 8-Octanedioic acid | biospider | Carboxylic acids, di-, C4-11 | biospider | Octanedioc acid | biospider | Octanedioic acid suberic acid | biospider | Suberic acid, 8CI | db_source | suberic acid, cadmium (1:1) salt | biospider | suberic acid, manganese (+2) (1:1) salt | biospider |
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Predicted Properties | |
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Chemical Formula | C8H14O4 |
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IUPAC name | octanedioic acid |
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InChI Identifier | InChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12) |
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InChI Key | TYFQFVWCELRYAO-UHFFFAOYSA-N |
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Isomeric SMILES | OC(=O)CCCCCCC(O)=O |
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Average Molecular Weight | 174.1944 |
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Monoisotopic Molecular Weight | 174.089208936 |
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Classification |
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Description | Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 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 | Medium-chain fatty acids |
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Alternative Parents | |
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Substituents | - Medium-chain fatty acid
- Dicarboxylic 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: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 55.16%; H 8.10%; O 36.74% | DFC |
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Melting Point | Mp 144° | DFC |
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Boiling Point | Bp100 279° | DFC |
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Experimental Water Solubility | 11.9 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | Not Available | |
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Experimental pKa | pKa2 5.52 (25°, 0.1M KNO3) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | Octanedioic acid, non-derivatized, GC-MS Spectrum | splash10-00kk-1910000000-952e95dc54b5db1c622b | Spectrum | GC-MS | Octanedioic acid, 2 TMS, GC-MS Spectrum | splash10-00kr-4910000000-5746b8e489013c10f927 | Spectrum | GC-MS | Octanedioic acid, non-derivatized, GC-MS Spectrum | splash10-066u-9000000000-a1f08eaef174c2d608c2 | Spectrum | GC-MS | Octanedioic acid, non-derivatized, GC-MS Spectrum | splash10-00kk-1910000000-e6b559f2a680d7643eff | Spectrum | GC-MS | Octanedioic acid, non-derivatized, GC-MS Spectrum | splash10-00kk-1910000000-952e95dc54b5db1c622b | Spectrum | GC-MS | Octanedioic acid, non-derivatized, GC-MS Spectrum | splash10-00kr-4910000000-5746b8e489013c10f927 | Spectrum | Predicted GC-MS | Octanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00dl-9500000000-ae7c5b26647d1fa9e9fc | Spectrum | Predicted GC-MS | Octanedioic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0079-9630000000-e4a77be109073df5c29d | Spectrum | Predicted GC-MS | Octanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Octanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Octanedioic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Octanedioic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Octanedioic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) | splash10-00di-0900000000-06eceea912f97922f307 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-053r-9400000000-89400a660cc11e2dbf37 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-053r-9200000000-fd72cf0bb8c1688e773e | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (Unknown) , Positive | splash10-066u-9000000000-53eb5eaccee7a26c26c9 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-00di-0900000000-844f655c35c880c5f7dd | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-03di-0900000000-a817a3858303459fad6e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-03e9-5900000000-5cd959b0437224a4617f | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-053r-9200000000-36bb7dd756513f3371f9 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-003r-9000000000-060ff759568c0e7409a3 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-0pb9-0900000000-d3f20c39439fdb1997c6 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-052b-9800000000-3c750dfd59f5f942ad1d | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-0pc0-9600000000-ac31ff4a1eb241fe7a55 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-0a5i-9100000000-f235866b0941a9c8e495 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-0a4i-9300000000-1abec6742a0a70596a3a | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-00di-0900000000-844f655c35c880c5f7dd | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03di-0900000000-a817a3858303459fad6e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03e9-5900000000-13bb8c4a5147c1290eec | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-053r-9200000000-36bb7dd756513f3371f9 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-003r-9000000000-c2d5f21cf3c5f42b1ee0 | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a6r-0900000000-0ce1109135b91db83e1a | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-056r-4900000000-497b35b2ed425bc2c1e0 | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-067l-9100000000-bb0a668a71757557492d | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-a2ea6904052f6faa706b | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05fr-1900000000-0632d4666e090256224d | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9300000000-da94304d9610cbd18197 | 2015-04-25 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 10025 |
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ChEMBL ID | CHEMBL1162491 |
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KEGG Compound ID | C08278 |
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Pubchem Compound ID | 10457 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 9300 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00893 |
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CRC / DFC (Dictionary of Food Compounds) ID | CWB58-T:CWB58-T |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001204 |
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HET ID | OCE |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Suberic acid |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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