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 03:02:45 UTC |
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Update Date | 2022-03-07 02:56:59 UTC |
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HMDB ID | HMDB0041367 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 25-Cinnamoyl-vulgaroside |
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Description | 25-Cinnamoyl-vulgaroside belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position. Based on a literature review a small amount of articles have been published on 25-Cinnamoyl-vulgaroside. |
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Structure | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)\C=C\C3=CC=CC=C3)C(O)(CO)CCC21 InChI=1S/C34H46O7/c1-31(2)15-8-16-32(3)25(31)13-17-33(4)26(32)14-18-34(39,21-35)27(33)20-24(36)23-19-29(38)41-30(23)40-28(37)12-11-22-9-6-5-7-10-22/h5-7,9-12,19,24-27,30,35-36,39H,8,13-18,20-21H2,1-4H3/b12-11+ |
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Synonyms | Value | Source |
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3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl (2E)-3-phenylprop-2-enoic acid | HMDB |
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Chemical Formula | C34H46O7 |
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Average Molecular Weight | 566.7248 |
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Monoisotopic Molecular Weight | 566.324353826 |
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IUPAC Name | 3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl (2E)-3-phenylprop-2-enoate |
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Traditional Name | 3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-decahydrophenanthren-1-yl]ethyl}-5-oxo-2H-furan-2-yl (2E)-3-phenylprop-2-enoate |
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CAS Registry Number | 172616-90-9 |
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SMILES | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)\C=C\C3=CC=CC=C3)C(O)(CO)CCC21 |
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InChI Identifier | InChI=1S/C34H46O7/c1-31(2)15-8-16-32(3)25(31)13-17-33(4)26(32)14-18-34(39,21-35)27(33)20-24(36)23-19-29(38)41-30(23)40-28(37)12-11-22-9-6-5-7-10-22/h5-7,9-12,19,24-27,30,35-36,39H,8,13-18,20-21H2,1-4H3/b12-11+ |
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InChI Key | SXPHINZZVYORPV-VAWYXSNFSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position. |
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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 | Sesterterpenoids |
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Direct Parent | Cheilanthane sesterterpenoids |
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Alternative Parents | |
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Substituents | - Cheilanthane sesterterpenoid
- 18-hydroxysteroid
- 13-hydroxysteroid
- Hydroxysteroid
- 16-hydroxysteroid
- 17-hydroxysteroid
- Steroid
- Hydrophenanthrene
- Phenanthrene
- Cinnamic acid or derivatives
- Cinnamic acid ester
- Styrene
- Acylal
- Fatty acid ester
- Benzenoid
- Fatty acyl
- Monocyclic benzene moiety
- 2-furanone
- Dicarboxylic acid or derivatives
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tertiary alcohol
- Cyclic alcohol
- Dihydrofuran
- Secondary alcohol
- Carboxylic acid ester
- Lactone
- Acetal
- Organoheterocyclic compound
- Carboxylic acid derivative
- Oxacycle
- Organooxygen compound
- Organic oxygen compound
- Carbonyl group
- Primary alcohol
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- 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 | |
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Role | |
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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 | |
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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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25-Cinnamoyl-vulgaroside,1TMS,isomer #1 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(O)(CO)CCC21 | 4682.2 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,1TMS,isomer #2 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO)(O[Si](C)(C)C)CCC21 | 4636.2 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,1TMS,isomer #3 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(O)(CO[Si](C)(C)C)CCC21 | 4638.9 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,2TMS,isomer #1 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO)(O[Si](C)(C)C)CCC21 | 4566.1 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,2TMS,isomer #2 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(O)(CO[Si](C)(C)C)CCC21 | 4561.3 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,2TMS,isomer #3 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO[Si](C)(C)C)(O[Si](C)(C)C)CCC21 | 4551.4 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,3TMS,isomer #1 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO[Si](C)(C)C)(O[Si](C)(C)C)CCC21 | 4484.4 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,1TBDMS,isomer #1 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C(C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(O)(CO)CCC21 | 4905.6 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,1TBDMS,isomer #2 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO)(O[Si](C)(C)C(C)(C)C)CCC21 | 4854.1 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,1TBDMS,isomer #3 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(O)(CO[Si](C)(C)C(C)(C)C)CCC21 | 4856.7 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,2TBDMS,isomer #1 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C(C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO)(O[Si](C)(C)C(C)(C)C)CCC21 | 4995.6 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,2TBDMS,isomer #2 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O[Si](C)(C)C(C)(C)C)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(O)(CO[Si](C)(C)C(C)(C)C)CCC21 | 4993.0 | Semi standard non polar | 33892256 | 25-Cinnamoyl-vulgaroside,2TBDMS,isomer #3 | CC1(C)CCCC2(C)C1CCC1(C)C(CC(O)C3=CC(=O)OC3OC(=O)/C=C/C3=CC=CC=C3)C(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CCC21 | 4980.2 | 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 - 25-Cinnamoyl-vulgaroside GC-MS (Non-derivatized) - 70eV, Positive | splash10-001r-0622190000-1fea89fa870efd1d5329 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (1 TMS) - 70eV, Positive | splash10-05gi-2830219000-b3d289a752edad64cf68 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS ("25-Cinnamoyl-vulgaroside,1TMS,#1" TMS) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TMS_3_1) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-10-15 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 25-Cinnamoyl-vulgaroside GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-10-15 | 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 - 25-Cinnamoyl-vulgaroside 10V, Positive-QTOF | splash10-00ls-1501390000-c0d996156f467393f52b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 20V, Positive-QTOF | splash10-001i-0912430000-930c2fccfc8d50c0311c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 40V, Positive-QTOF | splash10-0uys-4947610000-ab6528ee2c4ba85b6e46 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 10V, Negative-QTOF | splash10-004i-0900160000-33d47e05d3f2bdb6ee03 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 20V, Negative-QTOF | splash10-004r-5749730000-1aa7a7e77db6a6344ff8 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 40V, Negative-QTOF | splash10-056u-5906200000-b54c4761cc871fc3d359 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 10V, Negative-QTOF | splash10-014i-0200590000-da930405bde3bc5f5ae0 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 20V, Negative-QTOF | splash10-014i-0501190000-9ebaead4d187b1d562b1 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 40V, Negative-QTOF | splash10-0fb9-9710110000-d8c9b4d73857b318bc5f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 10V, Positive-QTOF | splash10-014i-0400490000-6a05c75d5e34c12cc5d6 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 20V, Positive-QTOF | splash10-0ue9-0900010000-00fd7c688402f2f414c5 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 25-Cinnamoyl-vulgaroside 40V, Positive-QTOF | splash10-0udi-3900110000-20b66abbafc183743c67 | 2021-09-25 | Wishart Lab | View Spectrum |
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