Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:52 UTC |
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Update Date | 2022-03-07 02:52:01 UTC |
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HMDB ID | HMDB0015535 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Cilastatin |
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Description | Cilastatin, also known as cilastatin sodium, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. The thioether resulting from the formal oxidative coupling of the thiol group of L-cysteine with the 7-position of (2Z)-2-({carbonyl}amino)hept-2-enoic acid. Cilastatin is a very strong basic compound (based on its pKa). Cilastatin also acts as a leukotriene D4 dipeptidase inhibitor, preventing the metabolism of leukotriene D4 to leukotriene E4. It is an inhibitor of dehydropeptidase I (membrane dipeptidase, 3.4.13.19), an enzyme found in the brush border of renal tubes and responsible for degrading the antibiotic imipenem. Cilastatin is therefore administered (as the sodium salt) with imipenem to prolong the antibacterial effect of the latter by preventing its renal metabolism to inactive and potentially nephrotoxic products. |
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Structure | N[C@@H](CSCCCC\C=C(/NC(=O)[C@H]1CC1(C)C)C(=O)O)C(=O)O InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1 |
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Synonyms | Value | Source |
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(L)-7-(2-Amino-2-carboxy-ethylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid | ChEBI | (Z)-(S)-6-Carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-enyl-L-cysteine | ChEBI | (Z)-7-((R)-2-Amino-2-carboxy-ethylsulfanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid | ChEBI | Cilastatina | ChEBI | Cilastatine | ChEBI | Cilastatinum | ChEBI | (L)-7-(2-Amino-2-carboxy-ethylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoate | Generator | (L)-7-(2-Amino-2-carboxy-ethylsulphanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoate | Generator | (L)-7-(2-Amino-2-carboxy-ethylsulphanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid | Generator | (Z)-7-((R)-2-Amino-2-carboxy-ethylsulfanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoate | Generator | (Z)-7-((R)-2-Amino-2-carboxy-ethylsulphanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoate | Generator | (Z)-7-((R)-2-Amino-2-carboxy-ethylsulphanyl)-2-[((S)-2,2-dimethyl-cyclopropanecarbonyl)-amino]-hept-2-enoic acid | Generator | Cilastatin sodium | HMDB | Monosodium salt, cilastatin | HMDB | Salt, cilastatin monosodium | HMDB | Cilastatin monosodium salt | HMDB | Sodium, cilastatin | HMDB |
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Chemical Formula | C16H26N2O5S |
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Average Molecular Weight | 358.453 |
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Monoisotopic Molecular Weight | 358.156242642 |
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IUPAC Name | (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-{[(1S)-2,2-dimethylcyclopropyl]formamido}hept-2-enoic acid |
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Traditional Name | cilastatin |
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CAS Registry Number | 82009-34-5 |
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SMILES | N[C@@H](CSCCCC\C=C(/NC(=O)[C@H]1CC1(C)C)C(=O)O)C(=O)O |
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InChI Identifier | InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1 |
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InChI Key | DHSUYTOATWAVLW-WFVMDLQDSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. |
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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 | N-acyl-alpha amino acids |
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Alternative Parents | |
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Substituents | - N-acyl-alpha-amino acid
- L-cysteine-s-conjugate
- Cysteine or derivatives
- Alpha-amino acid
- L-alpha-amino acid
- Medium-chain fatty acid
- Cyclopropanecarboxylic acid or derivatives
- Dicarboxylic acid or derivatives
- Unsaturated fatty acid
- Fatty acid
- Fatty acyl
- Amino acid
- Carboxamide group
- Secondary carboxylic acid amide
- Dialkylthioether
- Sulfenyl compound
- Carboxylic acid
- Thioether
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Primary aliphatic amine
- Organic nitrogen compound
- Organic oxide
- Carbonyl group
- Primary amine
- Organopnictogen compound
- Hydrocarbon derivative
- Amine
- 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 | 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 | 0.1 g/L | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Cilastatin,1TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C | 2929.8 | Semi standard non polar | 33892256 | Cilastatin,1TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O | 2928.6 | Semi standard non polar | 33892256 | Cilastatin,1TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O | 2977.7 | Semi standard non polar | 33892256 | Cilastatin,1TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C | 2874.6 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2877.9 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C | 2943.5 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2777.8 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O | 2932.5 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2812.2 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O)[Si](C)(C)C | 2853.5 | Semi standard non polar | 33892256 | Cilastatin,2TMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O | 3041.8 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2890.9 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2859.0 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 3841.4 | Standard polar | 33892256 | Cilastatin,3TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2734.1 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2740.4 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 3922.1 | Standard polar | 33892256 | Cilastatin,3TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2802.9 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2804.5 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 3665.9 | Standard polar | 33892256 | Cilastatin,3TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 3000.9 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2964.3 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 3934.3 | Standard polar | 33892256 | Cilastatin,3TMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2807.9 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2841.8 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 3636.8 | Standard polar | 33892256 | Cilastatin,3TMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O | 2979.6 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O | 2980.1 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O | 3945.3 | Standard polar | 33892256 | Cilastatin,3TMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2891.7 | Semi standard non polar | 33892256 | Cilastatin,3TMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2946.7 | Standard non polar | 33892256 | Cilastatin,3TMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 3767.6 | Standard polar | 33892256 | Cilastatin,4TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2771.6 | Semi standard non polar | 33892256 | Cilastatin,4TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2823.9 | Standard non polar | 33892256 | Cilastatin,4TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 3238.3 | Standard polar | 33892256 | Cilastatin,4TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2956.1 | Semi standard non polar | 33892256 | Cilastatin,4TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2966.4 | Standard non polar | 33892256 | Cilastatin,4TMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 3572.6 | Standard polar | 33892256 | Cilastatin,4TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2899.6 | Semi standard non polar | 33892256 | Cilastatin,4TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2934.0 | Standard non polar | 33892256 | Cilastatin,4TMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 3377.5 | Standard polar | 33892256 | Cilastatin,4TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2877.0 | Semi standard non polar | 33892256 | Cilastatin,4TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 2954.7 | Standard non polar | 33892256 | Cilastatin,4TMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C | 3407.6 | Standard polar | 33892256 | Cilastatin,5TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2893.1 | Semi standard non polar | 33892256 | Cilastatin,5TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 2935.5 | Standard non polar | 33892256 | Cilastatin,5TMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C | 3071.2 | Standard polar | 33892256 | Cilastatin,1TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C | 3195.1 | Semi standard non polar | 33892256 | Cilastatin,1TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O | 3180.6 | Semi standard non polar | 33892256 | Cilastatin,1TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O | 3200.2 | Semi standard non polar | 33892256 | Cilastatin,1TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C | 3097.4 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3339.4 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C | 3390.7 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3266.2 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O | 3390.0 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3268.0 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C | 3308.6 | Semi standard non polar | 33892256 | Cilastatin,2TBDMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O | 3520.6 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3559.4 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3331.7 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3892.9 | Standard polar | 33892256 | Cilastatin,3TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3429.5 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3199.3 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3962.1 | Standard polar | 33892256 | Cilastatin,3TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3485.6 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3250.0 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3753.9 | Standard polar | 33892256 | Cilastatin,3TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3737.4 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3417.8 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3956.9 | Standard polar | 33892256 | Cilastatin,3TBDMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3489.7 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3299.8 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #5 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3747.7 | Standard polar | 33892256 | Cilastatin,3TBDMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O | 3720.7 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O | 3471.8 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #6 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O | 3969.3 | Standard polar | 33892256 | Cilastatin,3TBDMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3618.4 | Semi standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3397.5 | Standard non polar | 33892256 | Cilastatin,3TBDMS,isomer #7 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3824.0 | Standard polar | 33892256 | Cilastatin,4TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3624.4 | Semi standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3398.8 | Standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #1 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3537.9 | Standard polar | 33892256 | Cilastatin,4TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3913.4 | Semi standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3549.0 | Standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #2 | CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3750.8 | Standard polar | 33892256 | Cilastatin,4TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3823.1 | Semi standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3481.2 | Standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #3 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3586.4 | Standard polar | 33892256 | Cilastatin,4TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3808.0 | Semi standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3530.6 | Standard non polar | 33892256 | Cilastatin,4TBDMS,isomer #4 | CC1(C)C[C@@H]1C(=O)N(/C(=C\CCCCSC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C | 3627.1 | Standard polar | 33892256 |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Cilastatin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0007-9143000000-9267c830716476e05220 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Cilastatin GC-MS (2 TMS) - 70eV, Positive | splash10-000j-9634300000-05e8bb2de2e0d6d642d3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Cilastatin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-QTOF , negative-QTOF | splash10-0a4i-0009000000-ef2198c6225f95e6b765 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-QTOF , negative-QTOF | splash10-004i-0092000000-f0483d6314128c99a866 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-03fr-0089000000-e23865517b151264287c | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-0a4i-0009000000-f94440db25517ee87789 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-004i-0193000000-9c52bb64f789ddf44d03 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-01t9-0890000000-a16bc40171fdaad5d00f | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-01q9-0900000000-7f6fb4bc2c8d8b74669a | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-001i-0900000000-f7395a558e6db43df825 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-0a4i-0009000000-65b5dae5f837cb16f232 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-004i-0093000000-f41454497f85c6c231e3 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-004i-0890000000-2d4e1ce343461b9c33ff | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-001i-0900000000-f7395a558e6db43df825 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , negative-QTOF | splash10-03fr-0079000000-f5a7ea868a31218529fb | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-QTOF , positive-QTOF | splash10-0a4i-0009000000-afc7a1706de335756516 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-QTOF , positive-QTOF | splash10-0uxr-0292000000-fc9fdc71c26de516aa47 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-QTOF , positive-QTOF | splash10-0f89-0980000000-c7e9f3733dc9d5876f69 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-QTOF , positive-QTOF | splash10-0f89-0940000000-5e461031ed3e8be30dce | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , positive-QTOF | splash10-0udl-0197000000-ed9524572e0f6a20cf73 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Cilastatin LC-ESI-ITFT , positive-QTOF | splash10-0a4i-0009000000-92adcd25c03169bce114 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cilastatin 10V, Positive-QTOF | splash10-08g3-3149000000-1697f40afdac95d9f1fb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cilastatin 20V, Positive-QTOF | splash10-00ds-9262000000-2d286749c8bad80aca6c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cilastatin 40V, Positive-QTOF | splash10-014i-9120000000-103a1c4913411a99597e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cilastatin 10V, Negative-QTOF | splash10-0ab9-2359000000-4af9c04e6559117f7de8 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cilastatin 20V, Negative-QTOF | splash10-00di-4493000000-902790a448dc5b5275ab | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cilastatin 40V, Negative-QTOF | splash10-000i-9210000000-68ca7d233d4d1846c27c | 2016-08-04 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB01597 | | details | Urine | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB01597 | | details |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | DB01597 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 4940183 |
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KEGG Compound ID | C01675 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Cilastatin |
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METLIN ID | Not Available |
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PubChem Compound | 6435415 |
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PDB ID | Not Available |
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ChEBI ID | 3697 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Keynan S, Hooper NM, Felici A, Amicosante G, Turner AJ: The renal membrane dipeptidase (dehydropeptidase I) inhibitor, cilastatin, inhibits the bacterial metallo-beta-lactamase enzyme CphA. Antimicrob Agents Chemother. 1995 Jul;39(7):1629-31. [PubMed:7492120 ]
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