Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 18:47:34 UTC |
---|
Update Date | 2022-03-07 02:53:57 UTC |
---|
HMDB ID | HMDB0034018 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Rolliacocin |
---|
Description | Rolliacocin belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on Rolliacocin. |
---|
Structure | CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCC(O)CCCCCCC(O)CC1=CC(C)OC1=O InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-16-21-31(38)33-23-24-34(42-33)32(39)22-17-20-29(36)18-14-12-13-15-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3 |
---|
Synonyms | Value | Source |
---|
Rolliacocin | MeSH |
|
---|
Chemical Formula | C35H64O7 |
---|
Average Molecular Weight | 596.8785 |
---|
Monoisotopic Molecular Weight | 596.465204402 |
---|
IUPAC Name | 5-methyl-3-{2,9,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-2,5-dihydrofuran-2-one |
---|
Traditional Name | 5-methyl-3-{2,9,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5H-furan-2-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCC(O)CCCCCCC(O)CC1=CC(C)OC1=O |
---|
InChI Identifier | InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-16-21-31(38)33-23-24-34(42-33)32(39)22-17-20-29(36)18-14-12-13-15-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3 |
---|
InChI Key | RWCQAHGQURURKQ-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Fatty alcohols |
---|
Direct Parent | Annonaceous acetogenins |
---|
Alternative Parents | |
---|
Substituents | - Annonaceae acetogenin skeleton
- Long chain fatty alcohol
- 2-furanone
- Dihydrofuran
- Tetrahydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Lactone
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Oxacycle
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Polyol
- Organoheterocyclic compound
- Organooxygen compound
- Hydrocarbon derivative
- Alcohol
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Aliphatic heteromonocyclic compound
|
---|
Molecular Framework | Aliphatic heteromonocyclic 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 |
---|
Rolliacocin,1TMS,isomer #1 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCC(O)CCCCCCC(O)CC2=CC(C)OC2=O)O1 | 4665.4 | Semi standard non polar | 33892256 | Rolliacocin,1TMS,isomer #2 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(O)CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4675.9 | Semi standard non polar | 33892256 | Rolliacocin,1TMS,isomer #3 | CCCCCCCCCCCCC(O)C1CCC(C(O)CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4699.8 | Semi standard non polar | 33892256 | Rolliacocin,1TMS,isomer #4 | CCCCCCCCCCCCC(O)C1CCC(C(O)CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4685.4 | Semi standard non polar | 33892256 | Rolliacocin,2TMS,isomer #1 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCC(O)CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4646.8 | Semi standard non polar | 33892256 | Rolliacocin,2TMS,isomer #2 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4640.5 | Semi standard non polar | 33892256 | Rolliacocin,2TMS,isomer #3 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1 | 4626.2 | Semi standard non polar | 33892256 | Rolliacocin,2TMS,isomer #4 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4639.1 | Semi standard non polar | 33892256 | Rolliacocin,2TMS,isomer #5 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4635.6 | Semi standard non polar | 33892256 | Rolliacocin,2TMS,isomer #6 | CCCCCCCCCCCCC(O)C1CCC(C(O)CCCC(CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4638.4 | Semi standard non polar | 33892256 | Rolliacocin,3TMS,isomer #1 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4575.6 | Semi standard non polar | 33892256 | Rolliacocin,3TMS,isomer #2 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4563.0 | Semi standard non polar | 33892256 | Rolliacocin,3TMS,isomer #3 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCC(CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4548.1 | Semi standard non polar | 33892256 | Rolliacocin,3TMS,isomer #4 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4545.7 | Semi standard non polar | 33892256 | Rolliacocin,4TMS,isomer #1 | CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCC(CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1 | 4464.9 | Semi standard non polar | 33892256 | Rolliacocin,1TBDMS,isomer #1 | CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCC(O)CCCCCCC(O)CC2=CC(C)OC2=O)O1 | 4884.4 | Semi standard non polar | 33892256 | Rolliacocin,1TBDMS,isomer #2 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(O)CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 4894.4 | Semi standard non polar | 33892256 | Rolliacocin,1TBDMS,isomer #3 | CCCCCCCCCCCCC(O)C1CCC(C(O)CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 4913.2 | Semi standard non polar | 33892256 | Rolliacocin,1TBDMS,isomer #4 | CCCCCCCCCCCCC(O)C1CCC(C(O)CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 4904.9 | Semi standard non polar | 33892256 | Rolliacocin,2TBDMS,isomer #1 | CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCCC(O)CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 5078.8 | Semi standard non polar | 33892256 | Rolliacocin,2TBDMS,isomer #2 | CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 5081.6 | Semi standard non polar | 33892256 | Rolliacocin,2TBDMS,isomer #3 | CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1 | 5072.5 | Semi standard non polar | 33892256 | Rolliacocin,2TBDMS,isomer #4 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(CCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1 | 5081.0 | Semi standard non polar | 33892256 | Rolliacocin,2TBDMS,isomer #5 | CCCCCCCCCCCCC(O)C1CCC(C(CCCC(O)CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1 | 5080.9 | Semi standard non polar | 33892256 | Rolliacocin,2TBDMS,isomer #6 | CCCCCCCCCCCCC(O)C1CCC(C(O)CCCC(CCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1 | 5104.6 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (Non-derivatized) - 70eV, Positive | splash10-01di-0359240000-0a451a29fbe9e642425f | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (1 TMS) - 70eV, Positive | splash10-0fdo-4039315000-3890a495e800aaf4c22a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_2_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_2_5) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_2_6) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_3_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_3_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_3_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_3_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TMS_4_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_1_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_2_4) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Rolliacocin GC-MS (TBDMS_2_5) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 10V, Positive-QTOF | splash10-01t9-0000090000-3acdde40f72cf72f2086 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 20V, Positive-QTOF | splash10-040r-2951560000-dd9e2deb8cb6fc721167 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 40V, Positive-QTOF | splash10-02t9-6953240000-955d0e0b3e2770a3610d | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 10V, Negative-QTOF | splash10-0002-0000090000-c08a64912cc50ea1c9c1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 20V, Negative-QTOF | splash10-0002-9321250000-84bb563b738e56501d19 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 40V, Negative-QTOF | splash10-002g-5395320000-91b1426da0a339a6db09 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 10V, Negative-QTOF | splash10-0002-2100090000-71059ddbe6a524753112 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 20V, Negative-QTOF | splash10-00kb-1334590000-5bd4fd9610d07da334f1 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 40V, Negative-QTOF | splash10-0ar0-6329110000-39ad7df36e8213ef3962 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 10V, Positive-QTOF | splash10-03di-1001290000-4966316e50a3bc474d26 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 20V, Positive-QTOF | splash10-03fr-2002190000-72673b1785e0c0e06ab1 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Rolliacocin 40V, Positive-QTOF | splash10-052f-9411000000-33ae927477ac6b8e29b1 | 2021-09-23 | Wishart Lab | View Spectrum |
|
---|