Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-24 05:52:14 UTC |
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Update Date | 2021-09-24 05:52:14 UTC |
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HMDB ID | HMDB0303944 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | (-)-jasmonoyl-L-isoleucine |
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Description | (-)-jasmonoyl-l-isoleucine belongs to isoleucine and derivatives class of compounds. Those are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (-)-jasmonoyl-l-isoleucine is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (-)-jasmonoyl-l-isoleucine can be found in a number of food items such as fruits, jerusalem artichoke, sea-buckthornberry, and borage, which makes (-)-jasmonoyl-l-isoleucine a potential biomarker for the consumption of these food products. |
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Structure | CCC=CCC1C(CC(=O)NC(C(C)CC)C([O-])=O)CCC1=O InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/p-1 |
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Synonyms | Value | Source |
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N-(1-Carboxy-2-methylbutyl)-2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]ethanecarboximidic acid | Generator |
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Chemical Formula | C18H28NO4 |
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Average Molecular Weight | 322.426 |
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Monoisotopic Molecular Weight | 322.202381966 |
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IUPAC Name | 3-methyl-2-{2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetamido}pentanoate |
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Traditional Name | 3-methyl-2-{2-[3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetamido}pentanoate |
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CAS Registry Number | Not Available |
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SMILES | CCC=CCC1C(CC(=O)NC(C(C)CC)C([O-])=O)CCC1=O |
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InChI Identifier | InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/p-1 |
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InChI Key | IBZYPBGPOGJMBF-UHFFFAOYSA-M |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Isoleucine and derivatives |
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Alternative Parents | |
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Substituents | - Isoleucine or derivatives
- N-acyl-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- Branched fatty acid
- Methyl-branched fatty acid
- Fatty acyl
- Carboxamide group
- Ketone
- Secondary carboxylic acid amide
- Cyclic ketone
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carbonyl group
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organic oxide
- Hydrocarbon derivative
- Organic anion
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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(-)-jasmonoyl-L-isoleucine,1TMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C)CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2455.5 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C)CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2421.7 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C)CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 3003.4 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C)=CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2421.0 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C)=CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2467.9 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C)=CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 3017.3 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #3 | CCC=CCC1C(=O)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2382.6 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #3 | CCC=CCC1C(=O)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2404.6 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TMS,isomer #3 | CCC=CCC1C(=O)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2934.3 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2435.8 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2476.9 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2807.6 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C)=CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2415.0 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C)=CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2482.6 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C)=CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C | 2820.1 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2686.3 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2599.6 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 3087.7 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2661.6 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 2594.6 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)NC(C(=O)[O-])C(C)CC | 3088.0 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #3 | CCC=CCC1C(=O)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2629.9 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #3 | CCC=CCC1C(=O)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2633.0 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,1TBDMS,isomer #3 | CCC=CCC1C(=O)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 3002.5 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TBDMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2903.1 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TBDMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2840.9 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TBDMS,isomer #1 | CCC=CCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2941.6 | Standard polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TBDMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2879.3 | Semi standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TBDMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2764.1 | Standard non polar | 33892256 | (-)-jasmonoyl-L-isoleucine,2TBDMS,isomer #2 | CCC=CCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)N(C(C(=O)[O-])C(C)CC)[Si](C)(C)C(C)(C)C | 2940.3 | Standard polar | 33892256 |
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