Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2006-10-25 12:07:48 UTC |
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Update Date | 2022-03-07 02:49:25 UTC |
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HMDB ID | HMDB0005084 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | N-Acetyl-leukotriene E4 |
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Description | N-Acetyl-leukotriene E4, also known as N acetyl LTE4 or N-ac-lte4, belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. Thus, N-acetyl-leukotriene E4 is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on N-Acetyl-leukotriene E4. |
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Structure | CCCCC\C=C/C\C=C/C=C/C=C/[C@H](SC[C@@H](NC(C)=O)C(O)=O)[C@H](O)CCCC(O)=O InChI=1S/C25H39NO6S/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-23(22(28)16-15-18-24(29)30)33-19-21(25(31)32)26-20(2)27/h7-8,10-14,17,21-23,28H,3-6,9,15-16,18-19H2,1-2H3,(H,26,27)(H,29,30)(H,31,32)/b8-7-,11-10-,13-12+,17-14+/t21-,22-,23+/m1/s1 |
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Synonyms | Value | Source |
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N Acetyl lte4 | HMDB | N-Ac-lte4 | HMDB | N-Acetyl-lte4 | HMDB | N-Acetylleukotriene e4 | HMDB | NAcLTE4 | HMDB | [5S-[5R*,6S*(s*),7E,9E,11Z,14Z]]-6-[[2-(acetylamino)-2-carboxyethyl]thio]-5-hydroxy-7,9,11,14-eicosatetraenoate | HMDB | [5S-[5R*,6S*(s*),7E,9E,11Z,14Z]]-6-[[2-(acetylamino)-2-carboxyethyl]thio]-5-hydroxy-7,9,11,14-eicosatetraenoic acid | HMDB |
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Chemical Formula | C25H39NO6S |
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Average Molecular Weight | 481.645 |
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Monoisotopic Molecular Weight | 481.249808675 |
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IUPAC Name | (5R,6S,7E,9E,11Z,14Z)-6-{[(2S)-2-carboxy-2-acetamidoethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid |
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Traditional Name | (5R,6S,7E,9E,11Z,14Z)-6-{[(2S)-2-carboxy-2-acetamidoethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid |
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CAS Registry Number | 80115-95-3 |
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SMILES | CCCCC\C=C/C\C=C/C=C/C=C/[C@H](SC[C@@H](NC(C)=O)C(O)=O)[C@H](O)CCCC(O)=O |
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InChI Identifier | InChI=1S/C25H39NO6S/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-23(22(28)16-15-18-24(29)30)33-19-21(25(31)32)26-20(2)27/h7-8,10-14,17,21-23,28H,3-6,9,15-16,18-19H2,1-2H3,(H,26,27)(H,29,30)(H,31,32)/b8-7-,11-10-,13-12+,17-14+/t21-,22-,23+/m1/s1 |
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InChI Key | BGGYAYMMFYBWEX-KDFQUNDDSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. |
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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 | Eicosanoids |
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Direct Parent | Leukotrienes |
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Alternative Parents | |
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Substituents | - Leukotriene
- Hydroxyeicosatetraenoic acid
- Long-chain fatty acid
- N-acyl-alpha amino acid or derivatives
- N-acyl-alpha-amino acid
- Cysteine or derivatives
- S-alkyl-l-cysteine
- Alpha-amino acid or derivatives
- Thia fatty acid
- Hydroxy fatty acid
- Dicarboxylic acid or derivatives
- Fatty acid
- Unsaturated fatty acid
- Acetamide
- Carboxamide group
- Secondary alcohol
- Secondary carboxylic acid amide
- Carboxylic acid derivative
- Carboxylic acid
- Dialkylthioether
- Sulfenyl compound
- Thioether
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Organosulfur compound
- Organonitrogen compound
- Organooxygen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Not Available | Not Available |
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Physical Properties |
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State | Solid |
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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 | 3.698 | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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N-Acetyl-leukotriene E4,1TMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C)[C@H](O)CCCC(=O)O | 3944.7 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,1TMS,isomer #2 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O)[C@@H](CCCC(=O)O)O[Si](C)(C)C | 3996.6 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,1TMS,isomer #3 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O)[C@H](O)CCCC(=O)O[Si](C)(C)C | 3967.4 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,1TMS,isomer #4 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C)[C@H](O)CCCC(=O)O | 3934.5 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C)[C@@H](CCCC(=O)O)O[Si](C)(C)C | 3957.4 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TMS,isomer #2 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C)[C@H](O)CCCC(=O)O[Si](C)(C)C | 3926.2 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TMS,isomer #3 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C)[C@H](O)CCCC(=O)O | 3882.6 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TMS,isomer #4 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O)[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3978.5 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TMS,isomer #5 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C)[C@@H](CCCC(=O)O)O[Si](C)(C)C | 3936.5 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TMS,isomer #6 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C)[C@H](O)CCCC(=O)O[Si](C)(C)C | 3881.5 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3935.1 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TMS,isomer #2 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C)[C@@H](CCCC(=O)O)O[Si](C)(C)C | 3882.0 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TMS,isomer #3 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C)[C@H](O)CCCC(=O)O[Si](C)(C)C | 3824.8 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TMS,isomer #4 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3879.5 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,4TMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3822.7 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,4TMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 3642.3 | Standard non polar | 33892256 | N-Acetyl-leukotriene E4,4TMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 4206.5 | Standard polar | 33892256 | N-Acetyl-leukotriene E4,1TBDMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)CCCC(=O)O | 4187.8 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,1TBDMS,isomer #2 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O)[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 4244.3 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,1TBDMS,isomer #3 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O)[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C | 4221.8 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,1TBDMS,isomer #4 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@H](O)CCCC(=O)O | 4155.9 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TBDMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 4448.5 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TBDMS,isomer #2 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C | 4408.6 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TBDMS,isomer #3 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@H](O)CCCC(=O)O | 4338.3 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TBDMS,isomer #4 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O)[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 4485.6 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TBDMS,isomer #5 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 4401.6 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,2TBDMS,isomer #6 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C | 4366.2 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TBDMS,isomer #1 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@@H](NC(C)=O)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 4648.9 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TBDMS,isomer #2 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C | 4560.9 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TBDMS,isomer #3 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C | 4512.6 | Semi standard non polar | 33892256 | N-Acetyl-leukotriene E4,3TBDMS,isomer #4 | CCCCC/C=C\C/C=C\C=C\C=C\[C@H](SC[C@H](C(=O)O)N(C(C)=O)[Si](C)(C)C(C)(C)C)[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 4590.9 | Semi standard non polar | 33892256 |
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