Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:09:56 UTC |
---|
Update date | 2020-09-17 15:38:36 UTC |
---|
Primary ID | FDB011983 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | (-)-2-Hydroxy-2-isopropylbutanedioic acid |
---|
Description | 2-Isopropylmalic acid, also known as (2S)-2-isopropylmalate, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Based on a literature review a significant number of articles have been published on 2-Isopropylmalic acid. |
---|
CAS Number | 3237-44-3 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
(2S)-2-Hydroxy-2-isopropylsuccinic acid | ChEBI | (2S)-2-Isopropylmalate | ChEBI | (3S)-3-Carboxy-3-hydroxy-4-methylpentanoic acid | ChEBI | (3S)-3-Carboxy-3-hydroxyisocaproic acid | ChEBI | (S)-2-Hydroxy-2-(isopropyl)succinic acid | ChEBI | 3-Carboxy-3-hydroxy-4-methylpentanoate | ChEBI | 3-Carboxy-3-hydroxyisocaproate | ChEBI | (2S)-2-Hydroxy-2-isopropylsuccinate | Generator | (2S)-2-Isopropylmalic acid | Generator | (3S)-3-Carboxy-3-hydroxy-4-methylpentanoate | Generator | (3S)-3-Carboxy-3-hydroxyisocaproate | Generator | (S)-2-Hydroxy-2-(isopropyl)succinate | Generator | 3-Carboxy-3-hydroxy-4-methylpentanoic acid | Generator | 3-Carboxy-3-hydroxyisocaproic acid | Generator | 2-Isopropylmalate | Generator | 2-Hydroxy-2-isopropylsuccinate | HMDB | 2-Hydroxy-2-isopropylsuccinic acid | HMDB | 2-Isopropyl-2-hydroxybutanedioate | HMDB | 2-Isopropyl-2-hydroxybutanedioic acid | HMDB | 2-Isopropyl-malic acid | HMDB | a-Isopropylmalate | HMDB | a-Isopropylmalic acid | HMDB | alpha-Isopropylmalate | HMDB | alpha-Isopropylmalic acid | HMDB | (2S)-2-Hydroxy-2-(1-methylethyl)butanedioic acid | HMDB | (2S)-2-Hydroxy-2-(propan-2-yl)butanedioic acid | HMDB | (S)-(+)-2-Isopropylmalic acid | HMDB | 2-Hydroxy-2-(1-methylethyl)butanedioic acid | HMDB | Α-isopropylmalate | HMDB | Α-isopropylmalic acid | HMDB | 2-Isopropylmalic acid | HMDB | (2S)-2-isopropylmalic acid | biospider | (S)-2-Isopropylmalic acid | biospider | Butanedioic acid, 2-hydroxy-2-(1-methylethyl)-, (2S)- | manual | Butanedioic acid, 2-hydroxy-2-(1-methylethyl)-, (S)- (9CI) | manual |
|
---|
Predicted Properties | |
---|
Chemical Formula | C7H12O5 |
---|
IUPAC name | (2S)-2-hydroxy-2-(propan-2-yl)butanedioic acid |
---|
InChI Identifier | InChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)/t7-/m0/s1 |
---|
InChI Key | BITYXLXUCSKTJS-ZETCQYMHSA-N |
---|
Isomeric SMILES | CC(C)[C@@](O)(CC(O)=O)C(O)=O |
---|
Average Molecular Weight | 176.1672 |
---|
Monoisotopic Molecular Weight | 176.068473494 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Fatty acids and conjugates |
---|
Direct Parent | Hydroxy fatty acids |
---|
Alternative Parents | |
---|
Substituents | - Branched fatty acid
- Methyl-branched fatty acid
- Short-chain hydroxy acid
- Hydroxy fatty acid
- Alpha-hydroxy acid
- Dicarboxylic acid or derivatives
- Hydroxy acid
- Tertiary alcohol
- Carboxylic acid
- Carboxylic acid derivative
- Alcohol
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Organooxygen compound
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Ontology | No ontology term |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Solid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 47.73%; H 6.87%; O 45.41% | DFC |
---|
Melting Point | Mp 171-173° | DFC |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | [a]20D -20 (c, 2.5 in MeOH) | DFC |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9400000000-1c869c73651e7e4e5dda | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00bl-9134000000-30fabfd0c26c38444fff | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | (-)-2-Hydroxy-2-isopropylbutanedioic acid, TBDMS_3_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated) | splash10-004i-0900000000-1bb48f5ddadbf88b8f6c | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated) | splash10-00kr-9400000000-5df8f3f29d2e8a962cac | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated) | splash10-05n0-9200000000-c62b1543d0e6a41388f1 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-014r-6900000000-983e4a8edd0725d26979 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-016r-1900000000-5aa4d41c6ff31081d9d7 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00di-9200000000-d4b84f7b5f2a53ac5800 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-c680094e514a83eea978 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-052o-9000000000-365c84abb7ec259fb43e | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-e28ea8cd657f96ff8357 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0690-1900000000-3b83300261e0daab2ef1 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9700000000-2652db028b01706ac042 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00di-9300000000-808bda4307e96bcfcc83 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-003r-2900000000-9fa33cd594a81b5d67cd | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-055r-9700000000-8ab90438d0e6c9b7d0be | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4r-9100000000-41e1c40b755f8bfaf000 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01x9-9800000000-53afadde706df1ef69ab | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-4bfe3581b4b94540fea0 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-1470f6a6a1859e452712 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-2900000000-9a718ee22b675ce18980 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00kr-8900000000-188b5287c7dbbce2559f | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-000l-9000000000-2a93d25f081bcaa86a53 | 2021-09-22 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
|
---|
External Links |
---|
ChemSpider ID | 4444155 |
---|
ChEMBL ID | Not Available |
---|
KEGG Compound ID | C02504 |
---|
Pubchem Compound ID | 5280523 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 35128 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB00402 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | HCG55-I:HCF78-M |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | Not Available |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00019690 |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Not Available |
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | show |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | |
---|