Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 20:20:43 UTC |
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Update Date | 2022-03-07 02:54:29 UTC |
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HMDB ID | HMDB0035367 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Cytochalasin Npho |
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Description | Cytochalasin Npho belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K. Based on a literature review very few articles have been published on Cytochalasin Npho. |
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Structure | CC1C\C=C\C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C23C(OC(C)=O)\C=C/C(C)(O)C1 InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18,23-27,33,35H,10,16-17H2,1-5H3,(H,31,34)/b13-9+,15-14- |
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Synonyms | Value | Source |
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Cytochalasin n? | HMDB | 3-Benzyl-1,6,12-trihydroxy-4,5,10,12-tetramethyl-3H,6H,6ah,9H,10H,11H,12H,15H,15BH-cycloundeca[e]isoindol-15-yl acetic acid | Generator |
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Chemical Formula | C30H39NO5 |
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Average Molecular Weight | 493.6344 |
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Monoisotopic Molecular Weight | 493.282823363 |
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IUPAC Name | 3-benzyl-6,12-dihydroxy-4,5,10,12-tetramethyl-1-oxo-1H,2H,3H,6H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-15-yl acetate |
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Traditional Name | 3-benzyl-6,12-dihydroxy-4,5,10,12-tetramethyl-1-oxo-2H,3H,6H,6aH,9H,10H,11H,15H,15bH-cycloundeca[e]isoindol-15-yl acetate |
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CAS Registry Number | 108050-28-8 |
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SMILES | CC1C\C=C\C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C23C(OC(C)=O)\C=C/C(C)(O)C1 |
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InChI Identifier | InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18,23-27,33,35H,10,16-17H2,1-5H3,(H,31,34)/b13-9+,15-14- |
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InChI Key | WFSYATBEJTUDQA-WISUYLHISA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K. |
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Kingdom | Organic compounds |
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Super Class | Alkaloids and derivatives |
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Class | Cytochalasans |
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Sub Class | Not Available |
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Direct Parent | Cytochalasans |
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Alternative Parents | |
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Substituents | - Carbocyclic cytochalasan skeleton
- Cytochalasan
- Isoindolone
- Isoindoline
- Isoindole
- Isoindole or derivatives
- Monocyclic benzene moiety
- Benzenoid
- Pyrrolidone
- 2-pyrrolidone
- Pyrrolidine
- Tertiary alcohol
- Secondary alcohol
- Secondary carboxylic acid amide
- Carboxamide group
- Carboxylic acid ester
- Lactam
- Organoheterocyclic compound
- Azacycle
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Organonitrogen compound
- Organooxygen compound
- Alcohol
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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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 | |
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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 | 253 - 254 °C | 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 | |
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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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Cytochalasin Npho,1TMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O)CC(C)C/C=C/C2C(O[Si](C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C123 | 3643.5 | Semi standard non polar | 33892256 | Cytochalasin Npho,1TMS,isomer #2 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C)CC(C)C/C=C/C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C123 | 3704.1 | Semi standard non polar | 33892256 | Cytochalasin Npho,1TMS,isomer #3 | CC(=O)OC1/C=C\C(C)(O)CC(C)C/C=C/C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C)C(=O)C123 | 3606.6 | Semi standard non polar | 33892256 | Cytochalasin Npho,2TMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C)CC(C)C/C=C/C2C(O[Si](C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C123 | 3590.3 | Semi standard non polar | 33892256 | Cytochalasin Npho,2TMS,isomer #2 | CC(=O)OC1/C=C\C(C)(O)CC(C)C/C=C/C2C(O[Si](C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C)C(=O)C123 | 3537.0 | Semi standard non polar | 33892256 | Cytochalasin Npho,2TMS,isomer #3 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C)CC(C)C/C=C/C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C)C(=O)C123 | 3568.6 | Semi standard non polar | 33892256 | Cytochalasin Npho,3TMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C)CC(C)C/C=C/C2C(O[Si](C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C)C(=O)C123 | 3530.7 | Semi standard non polar | 33892256 | Cytochalasin Npho,3TMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C)CC(C)C/C=C/C2C(O[Si](C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C)C(=O)C123 | 3520.7 | Standard non polar | 33892256 | Cytochalasin Npho,1TBDMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O)CC(C)C/C=C/C2C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C123 | 3864.8 | Semi standard non polar | 33892256 | Cytochalasin Npho,1TBDMS,isomer #2 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C(C)(C)C)CC(C)C/C=C/C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C123 | 3940.6 | Semi standard non polar | 33892256 | Cytochalasin Npho,1TBDMS,isomer #3 | CC(=O)OC1/C=C\C(C)(O)CC(C)C/C=C/C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C(C)(C)C)C(=O)C123 | 3855.5 | Semi standard non polar | 33892256 | Cytochalasin Npho,2TBDMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C(C)(C)C)CC(C)C/C=C/C2C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)NC(=O)C123 | 4036.8 | Semi standard non polar | 33892256 | Cytochalasin Npho,2TBDMS,isomer #2 | CC(=O)OC1/C=C\C(C)(O)CC(C)C/C=C/C2C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C(C)(C)C)C(=O)C123 | 3993.6 | Semi standard non polar | 33892256 | Cytochalasin Npho,2TBDMS,isomer #3 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C(C)(C)C)CC(C)C/C=C/C2C(O)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C(C)(C)C)C(=O)C123 | 4046.8 | Semi standard non polar | 33892256 | Cytochalasin Npho,3TBDMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C(C)(C)C)CC(C)C/C=C/C2C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C(C)(C)C)C(=O)C123 | 4203.2 | Semi standard non polar | 33892256 | Cytochalasin Npho,3TBDMS,isomer #1 | CC(=O)OC1/C=C\C(C)(O[Si](C)(C)C(C)(C)C)CC(C)C/C=C/C2C(O[Si](C)(C)C(C)(C)C)C(C)=C(C)C3C(CC4=CC=CC=C4)N([Si](C)(C)C(C)(C)C)C(=O)C123 | 4031.7 | Standard non polar | 33892256 |
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