Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:08:01 UTC |
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Update date | 2019-11-26 03:02:26 UTC |
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Primary ID | FDB008309 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Hexanedioic acid |
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Description | Constituent of beet juice, pork fat, guava fruit (Psidium guajava), papaya (Carica papaya) and raspberry (Rubus idaeus). Food acidulant
Adipic acid is a compound of the class of carboxylic acids that is derived from oxidation of various fats. It is a white crystalline powder appearing as an acid in aqueous circumstances, though it is not highly soluble (wikipedia); Adipic acid, like most carboxylic acids, is a mild skin irritant. It is mildly toxic, with LD50 of 3600 mg/kg for oral ingestion by rats.; By far the majority of the 2.5 billion kg of adipic acid produced annually is used as monomer for the production of nylon by a polycondensation reaction with hexamethylene diamine forming 6,6-nylon. Other major applications also involve polymers: it is a monomer for production of Polyurethane and its esters are plasticizers, especially in PVC. Hexanedioic acid is found in many foods, some of which are common beet, red beetroot, fats and oils, and root vegetables. |
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CAS Number | 124-04-9 |
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Structure | |
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Synonyms | Synonym | Source |
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1,4-Butanedicarboxylic acid | ChEBI | 1,6-Hexanedioic acid | ChEBI | Adipinic acid | ChEBI | Adipinsaeure | ChEBI | e 355 | ChEBI | e-355 | ChEBI | e355 | ChEBI | INS no. 355 | ChEBI | Hexanedioate | Kegg | Hexan-1,6-dicarboxylate | Kegg | 1,4-Butanedicarboxylate | Generator | 1,6-Hexanedioate | Generator | Adipinate | Generator | Hexanedioic acid | Generator | Hexan-1,6-dicarboxylic acid | Generator | Adipate | Generator | Acifloctin | HMDB | Acinetten | HMDB | Adi-pure | HMDB | Adilactetten | HMDB | Kyselina adipova | HMDB | Molten adipate | HMDB | Molten adipic acid | HMDB | Adipic acid, calcium salt | HMDB | Adipic acid, disodium salt | HMDB | Sodium adipate | HMDB | Adipic acid, cu(+2) salt | HMDB | Adipic acid, cu(+2) salt (1:1) | HMDB | Adipic acid, diammonium salt | HMDB | Adipic acid, sodium salt | HMDB | Adipic acid, cu salt | HMDB | Adipic acid, potassium salt | HMDB | Ammonium adipate | HMDB | Magnesium adipate | HMDB | Adipic acid, MG salt (1:1) | HMDB | Adipic acid, monoammonium salt | HMDB | Adipic acid, nickel salt | HMDB | Diammonium adipate | HMDB | Adipic acid | KEGG | 1, 4-Butanedicarboxylic acid | biospider | 1,6-HEXANE-DIOIC ACID | biospider | 3385-41-9 (di-ammonium salt) | biospider | 7486-38-6 (di-hydrochloride salt) | biospider | 7486-39-7 (magnesium[1:1] salt) | biospider | Adi-pure high purity adipic acid | biospider | Adi-pure lga adipic acid | biospider | Adi-pure(r) high purity adipic acid | biospider | Adi-pure(r) lga adipic acid | biospider | Butane-1,4-dicarboxylic acid | db_source | E355 | db_source | FEMA 2011 | db_source | Hexanedioc acid | biospider | Hexanedioic acid, sodium salt | biospider |
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Predicted Properties | |
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Chemical Formula | C6H10O4 |
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IUPAC name | hexanedioic acid |
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InChI Identifier | InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10) |
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InChI Key | WNLRTRBMVRJNCN-UHFFFAOYSA-N |
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Isomeric SMILES | OC(=O)CCCCC(O)=O |
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Average Molecular Weight | 146.1412 |
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Monoisotopic Molecular Weight | 146.057908808 |
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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 | Environmental role: Industrial application: 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 | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 49.31%; H 6.90%; O 43.79% | DFC |
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Melting Point | Mp 153° (149-150°) | DFC |
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Boiling Point | Bp15 216° | DFC |
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Experimental Water Solubility | 30.8 mg/mL at 34 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 0.08 | HANSCH,C ET AL. (1995) |
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Experimental pKa | Not Available | |
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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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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0f6x-9200000000-988f76bb42297a8d9d3b | 2014-09-20 | View Spectrum | GC-MS | Hexanedioic acid, non-derivatized, GC-MS Spectrum | splash10-03dj-0900000000-5378ec232b7bc8c84368 | Spectrum | GC-MS | Hexanedioic acid, 2 TMS, GC-MS Spectrum | splash10-03di-2920000000-a4bb0f67851a49bcd19c | Spectrum | GC-MS | Hexanedioic acid, non-derivatized, GC-MS Spectrum | splash10-0a6u-9000000000-36d8bc2f7d1a77a7b466 | Spectrum | GC-MS | Hexanedioic acid, non-derivatized, GC-MS Spectrum | splash10-03dm-0910000000-596aa8217b629d682b81 | Spectrum | GC-MS | Hexanedioic acid, non-derivatized, GC-MS Spectrum | splash10-03dj-0900000000-5378ec232b7bc8c84368 | Spectrum | GC-MS | Hexanedioic acid, non-derivatized, GC-MS Spectrum | splash10-03di-2920000000-a4bb0f67851a49bcd19c | Spectrum | GC-MS | Hexanedioic acid, non-derivatized, GC-MS Spectrum | splash10-03dj-0900000000-60ba84e1d479d88e3fac | Spectrum | Predicted GC-MS | Hexanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0fk9-9300000000-c0da1d9e52f67b1d7dbc | Spectrum | Predicted GC-MS | Hexanedioic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00dr-9620000000-9525dd4ed0f987b19a68 | Spectrum | Predicted GC-MS | Hexanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hexanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hexanedioic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hexanedioic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Hexanedioic 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) | splash10-000x-3900000000-1c5a6a5287f8fd7736f1 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-001i-9100000000-3e9496a6da881edd91e0 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-0uea-9500000000-edb5529010e4b88414c4 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (Unknown) , Positive | splash10-0a6u-9000000000-36d8bc2f7d1a77a7b466 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-0002-0900000000-a1852cfc66b4feae9b18 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0ue9-6900000000-90e783cc3522f0ce7880 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-001i-9200000000-b5a64d560d8bc62d8d51 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-001i-9000000000-a96d5ee9551b944e4db8 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-001i-9000000000-2e61b7d2a4dbc9867123 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0002-0900000000-a1852cfc66b4feae9b18 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0ue9-6900000000-90e783cc3522f0ce7880 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-001i-9200000000-b5a64d560d8bc62d8d51 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-001i-9000000000-a96d5ee9551b944e4db8 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-001i-9000000000-2e61b7d2a4dbc9867123 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , negative | splash10-0002-2900000000-983aa19fb3183a9bc5ab | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0ue9-8900000000-a976da84fb798bd80a34 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0n33-9100000000-8ed018879ca3f86cd379 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-9300000000-c6cf63d45cff0205c31a | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-001i-9200000000-9d33c5f6441e75071938 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004j-0900000000-ece39ae1f752cf2970f1 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0fba-5900000000-682fc79230e6f03bacfb | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9000000000-66b61bf2c65c15bb7fed | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0900000000-ec5d2c95f1dac5349608 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-002b-2900000000-27613c7de7a721350bb8 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9100000000-78804e4122c63b62ca5b | 2017-09-01 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 13C NMR Spectrum (1D, 125 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 90 MHz, DMSO-d6, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 15.08 MHz, DMSO-d6, 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, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 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, 400 MHz, H2O, experimental) | | 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 | 191 |
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ChEMBL ID | CHEMBL1157 |
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KEGG Compound ID | C06104 |
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Pubchem Compound ID | 196 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 30832 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00448 |
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CRC / DFC (Dictionary of Food Compounds) ID | DFV47-H:DFV47-H |
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EAFUS ID | 64 |
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Dr. Duke ID | ADIPIC-ACID |
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BIGG ID | Not Available |
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KNApSAcK ID | C00001178 |
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HET ID | 0L1 |
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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 | rw1001801 |
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SuperScent ID | Not Available |
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Wikipedia ID | Adipic 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 | Descriptor | ID | Definition | Reference |
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Acidulant | 64047 | A substance that increases acidity, commonly used as a food additive. Biologically, it helps maintain pH balance. Therapeutically, acidulants have applications in managing digestive issues and nutrient absorption. Key medical uses include treating conditions like gastroesophageal reflux disease (GERD) and enhancing mineral absorption, particularly in patients with malabsorption disorders. | DUKE | Irritant | | An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery. | DUKE | Perfumery | 48318 | The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties. | DUKE |
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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 | Flavor | Citations |
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odorless |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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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 | — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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