Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 21:03:55 UTC |
---|
Update Date | 2022-03-07 02:54:44 UTC |
---|
HMDB ID | HMDB0036001 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Epoxyganoderiol A |
---|
Description | Epoxyganoderiol A belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Epoxyganoderiol A is an extremely weak basic (essentially neutral) compound (based on its pKa). |
---|
Structure | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O InChI=1S/C30H48O4/c1-18(8-9-24-30(7,17-31)34-24)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,21-22,24,31-32H,8-17H2,1-7H3 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C30H48O4 |
---|
Average Molecular Weight | 472.6997 |
---|
Monoisotopic Molecular Weight | 472.355260024 |
---|
IUPAC Name | 9-hydroxy-14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one |
---|
Traditional Name | 9-hydroxy-14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one |
---|
CAS Registry Number | 114020-56-3 |
---|
SMILES | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O |
---|
InChI Identifier | InChI=1S/C30H48O4/c1-18(8-9-24-30(7,17-31)34-24)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,21-22,24,31-32H,8-17H2,1-7H3 |
---|
InChI Key | XRLVMZVXPMYCSF-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Triterpenoids |
---|
Direct Parent | Triterpenoids |
---|
Alternative Parents | Not Available |
---|
Substituents | Not Available |
---|
Molecular Framework | Aliphatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Epoxyganoderiol A,1TMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O | 3813.1 | Semi standard non polar | 33892256 | Epoxyganoderiol A,1TMS,isomer #2 | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O[Si](C)(C)C | 3829.3 | Semi standard non polar | 33892256 | Epoxyganoderiol A,1TMS,isomer #3 | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C)C(C)(C)C1CC3O | 3748.2 | Semi standard non polar | 33892256 | Epoxyganoderiol A,2TMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O[Si](C)(C)C | 3819.2 | Semi standard non polar | 33892256 | Epoxyganoderiol A,2TMS,isomer #2 | CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C)C(C)(C)C1CC3O | 3789.7 | Semi standard non polar | 33892256 | Epoxyganoderiol A,2TMS,isomer #3 | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C)C(C)(C)C1CC3O[Si](C)(C)C | 3705.5 | Semi standard non polar | 33892256 | Epoxyganoderiol A,3TMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C)C(C)(C)C1CC3O[Si](C)(C)C | 3713.2 | Semi standard non polar | 33892256 | Epoxyganoderiol A,3TMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C)C(C)(C)C1CC3O[Si](C)(C)C | 3458.6 | Standard non polar | 33892256 | Epoxyganoderiol A,1TBDMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O | 4047.9 | Semi standard non polar | 33892256 | Epoxyganoderiol A,1TBDMS,isomer #2 | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O[Si](C)(C)C(C)(C)C | 4039.3 | Semi standard non polar | 33892256 | Epoxyganoderiol A,1TBDMS,isomer #3 | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC3O | 3979.2 | Semi standard non polar | 33892256 | Epoxyganoderiol A,2TBDMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O[Si](C)(C)C(C)(C)C | 4253.5 | Semi standard non polar | 33892256 | Epoxyganoderiol A,2TBDMS,isomer #2 | CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC3O | 4241.0 | Semi standard non polar | 33892256 | Epoxyganoderiol A,2TBDMS,isomer #3 | CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC3O[Si](C)(C)C(C)(C)C | 4127.7 | Semi standard non polar | 33892256 | Epoxyganoderiol A,3TBDMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC3O[Si](C)(C)C(C)(C)C | 4359.3 | Semi standard non polar | 33892256 | Epoxyganoderiol A,3TBDMS,isomer #1 | CC(CCC1OC1(C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=C(CCC12C)C1(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC3O[Si](C)(C)C(C)(C)C | 3964.1 | Standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Epoxyganoderiol A GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4l-1225900000-305c68bb0b200b5dbf36 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epoxyganoderiol A GC-MS (2 TMS) - 70eV, Positive | splash10-0udi-3401349000-8ba641406ae630174674 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epoxyganoderiol A 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 |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 10V, Positive-QTOF | splash10-0ab9-0002900000-4e8d7df91ab86403faa0 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 20V, Positive-QTOF | splash10-052s-1128900000-34bdaea117805411faed | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 40V, Positive-QTOF | splash10-0api-2049300000-83d1e16c1e0ddecd7f0b | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 10V, Negative-QTOF | splash10-00di-0000900000-1a146d5f3bf6c700cad9 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 20V, Negative-QTOF | splash10-0fk9-1000900000-2a6e59fc3875ceb54334 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 40V, Negative-QTOF | splash10-0a4i-9000500000-2395f2a1dc7b44a268e1 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 10V, Negative-QTOF | splash10-0fk9-0000900000-52c2ab4785bc4b7e2d34 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 20V, Negative-QTOF | splash10-00di-1001900000-71d261212d4248859072 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 40V, Negative-QTOF | splash10-0002-0009800000-a11bbe6b05369b28795f | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 10V, Positive-QTOF | splash10-05fs-0105900000-80f2a159672173bd3f3a | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 20V, Positive-QTOF | splash10-002b-0409800000-5db21fcb7ecdd72d53cb | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epoxyganoderiol A 40V, Positive-QTOF | splash10-0zp0-4589100000-760011d4874d741e30da | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|
General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
|
---|