Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 02:00:28 UTC |
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Update Date | 2022-03-07 02:56:36 UTC |
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HMDB ID | HMDB0040465 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Perilloside B |
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Description | Perilloside B belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review a small amount of articles have been published on Perilloside B. |
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Structure | CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O InChI=1S/C16H24O7/c1-8(2)9-3-5-10(6-4-9)15(21)23-16-14(20)13(19)12(18)11(7-17)22-16/h5,9,11-14,16-20H,1,3-4,6-7H2,2H3 |
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Synonyms | Value | Source |
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3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid | HMDB |
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Chemical Formula | C16H24O7 |
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Average Molecular Weight | 328.3576 |
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Monoisotopic Molecular Weight | 328.152203122 |
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IUPAC Name | 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate |
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Traditional Name | 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate |
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CAS Registry Number | Not Available |
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SMILES | CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O |
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InChI Identifier | InChI=1S/C16H24O7/c1-8(2)9-3-5-10(6-4-9)15(21)23-16-14(20)13(19)12(18)11(7-17)22-16/h5,9,11-14,16-20H,1,3-4,6-7H2,2H3 |
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InChI Key | CDSQRAACZGXZNE-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Terpene glycosides |
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Direct Parent | Terpene glycosides |
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Alternative Parents | |
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Substituents | - Terpene glycoside
- Hexose monosaccharide
- Monocyclic monoterpenoid
- Monoterpenoid
- P-menthane monoterpenoid
- Monosaccharide
- Oxane
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Secondary alcohol
- Carboxylic acid ester
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Acetal
- Polyol
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Primary alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | |
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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 | 154 - 155 °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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Perilloside B,1TMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1 | 2684.2 | Semi standard non polar | 33892256 | Perilloside B,1TMS,isomer #2 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1 | 2662.1 | Semi standard non polar | 33892256 | Perilloside B,1TMS,isomer #3 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1 | 2659.7 | Semi standard non polar | 33892256 | Perilloside B,1TMS,isomer #4 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1 | 2680.1 | Semi standard non polar | 33892256 | Perilloside B,2TMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1 | 2683.8 | Semi standard non polar | 33892256 | Perilloside B,2TMS,isomer #2 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1 | 2697.1 | Semi standard non polar | 33892256 | Perilloside B,2TMS,isomer #3 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1 | 2684.7 | Semi standard non polar | 33892256 | Perilloside B,2TMS,isomer #4 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1 | 2674.0 | Semi standard non polar | 33892256 | Perilloside B,2TMS,isomer #5 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1 | 2686.1 | Semi standard non polar | 33892256 | Perilloside B,2TMS,isomer #6 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1 | 2689.4 | Semi standard non polar | 33892256 | Perilloside B,3TMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1 | 2727.7 | Semi standard non polar | 33892256 | Perilloside B,3TMS,isomer #2 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1 | 2733.3 | Semi standard non polar | 33892256 | Perilloside B,3TMS,isomer #3 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1 | 2718.9 | Semi standard non polar | 33892256 | Perilloside B,3TMS,isomer #4 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1 | 2707.3 | Semi standard non polar | 33892256 | Perilloside B,4TMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1 | 2763.0 | Semi standard non polar | 33892256 | Perilloside B,1TBDMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1 | 2918.3 | Semi standard non polar | 33892256 | Perilloside B,1TBDMS,isomer #2 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1 | 2911.9 | Semi standard non polar | 33892256 | Perilloside B,1TBDMS,isomer #3 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1 | 2901.8 | Semi standard non polar | 33892256 | Perilloside B,1TBDMS,isomer #4 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1 | 2935.4 | Semi standard non polar | 33892256 | Perilloside B,2TBDMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1 | 3133.2 | Semi standard non polar | 33892256 | Perilloside B,2TBDMS,isomer #2 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1 | 3126.2 | Semi standard non polar | 33892256 | Perilloside B,2TBDMS,isomer #3 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1 | 3140.1 | Semi standard non polar | 33892256 | Perilloside B,2TBDMS,isomer #4 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1 | 3139.4 | Semi standard non polar | 33892256 | Perilloside B,2TBDMS,isomer #5 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1 | 3151.1 | Semi standard non polar | 33892256 | Perilloside B,2TBDMS,isomer #6 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1 | 3150.9 | Semi standard non polar | 33892256 | Perilloside B,3TBDMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1 | 3401.5 | Semi standard non polar | 33892256 | Perilloside B,3TBDMS,isomer #2 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1 | 3414.1 | Semi standard non polar | 33892256 | Perilloside B,3TBDMS,isomer #3 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1 | 3391.4 | Semi standard non polar | 33892256 | Perilloside B,3TBDMS,isomer #4 | C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1 | 3394.5 | Semi standard non polar | 33892256 | Perilloside B,4TBDMS,isomer #1 | C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1 | 3630.4 | Semi standard non polar | 33892256 |
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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 - Perilloside B GC-MS (Non-derivatized) - 70eV, Positive | splash10-074j-9421000000-3f73722ba79e80726cb4 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Perilloside B GC-MS (4 TMS) - 70eV, Positive | splash10-0udi-4511139000-c093ed348fdf3080901a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Perilloside B 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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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 10V, Positive-QTOF | splash10-02vj-0902000000-fe27afbe3953366d9d42 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 20V, Positive-QTOF | splash10-0002-1900000000-0968a1c1827b02d31d1f | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 40V, Positive-QTOF | splash10-0002-9600000000-38981a40edd5f6e93f71 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 10V, Negative-QTOF | splash10-016s-0904000000-8250e98c55b0a63991ac | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 20V, Negative-QTOF | splash10-01b9-2900000000-b84d3e50e72f3ee66287 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 40V, Negative-QTOF | splash10-01bc-6900000000-4674d9509c0692fd2fae | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 10V, Negative-QTOF | splash10-004i-0409000000-771003ff7b6e2cb3c146 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 20V, Negative-QTOF | splash10-004i-3839000000-3dca148c97336bf032c2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 40V, Negative-QTOF | splash10-0600-3900000000-5c9ce3d2dd813bfadd9e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 10V, Positive-QTOF | splash10-002b-1903000000-80193a947a095c9a7ce3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 20V, Positive-QTOF | splash10-0a4l-4901000000-e7e9e6a79daa8cef642d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Perilloside B 40V, Positive-QTOF | splash10-0603-9700000000-7d2b95ac6809c257bbf1 | 2021-09-22 | 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) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
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