Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2021-09-23 05:48:35 UTC |
---|
Update Date | 2021-09-23 05:48:35 UTC |
---|
HMDB ID | HMDB0302026 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | Apo-13-zeaxanthinone |
---|
Description | Apo-13-zeaxanthinone is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Apo-13-zeaxanthinone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Apo-13-zeaxanthinone can be found in a number of food items such as red bell pepper, italian sweet red pepper, pepper (c. annuum), and orange bell pepper, which makes apo-13-zeaxanthinone a potential biomarker for the consumption of these food products. |
---|
Structure | O[C@@H]1CC(C)=C(\C=C\C(\C)=C\C=C\C(C)=O)C(C)(C)C1 InChI=1S/C18H26O2/c1-13(7-6-8-15(3)19)9-10-17-14(2)11-16(20)12-18(17,4)5/h6-10,16,20H,11-12H2,1-5H3/b8-6+,10-9+,13-7+/t16-/m1/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C18H26O2 |
---|
Average Molecular Weight | 274.3978 |
---|
Monoisotopic Molecular Weight | 274.193280076 |
---|
IUPAC Name | (3E,5E,7E)-8-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-6-methylocta-3,5,7-trien-2-one |
---|
Traditional Name | (3E,5E,7E)-8-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-6-methylocta-3,5,7-trien-2-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | O[C@@H]1CC(C)=C(\C=C\C(\C)=C\C=C\C(C)=O)C(C)(C)C1 |
---|
InChI Identifier | InChI=1S/C18H26O2/c1-13(7-6-8-15(3)19)9-10-17-14(2)11-16(20)12-18(17,4)5/h6-10,16,20H,11-12H2,1-5H3/b8-6+,10-9+,13-7+/t16-/m1/s1 |
---|
InChI Key | JLNMEHQAHDSEEE-YSAUQHOWSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Sesquiterpenoids |
---|
Direct Parent | Sesquiterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Cyclofarsesane sesquiterpenoid
- Sesquiterpenoid
- Alpha,beta-unsaturated ketone
- Enone
- Acryloyl-group
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homomonocyclic compound
|
---|
Molecular Framework | Aliphatic homomonocyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
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 IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Apo-13-zeaxanthinone,2TMS,isomer #1 | C=C(/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C | 2480.2 | Semi standard non polar | 33892256 | Apo-13-zeaxanthinone,2TMS,isomer #1 | C=C(/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C | 2492.4 | Standard non polar | 33892256 | Apo-13-zeaxanthinone,2TMS,isomer #1 | C=C(/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C | 2487.6 | Standard polar | 33892256 | Apo-13-zeaxanthinone,2TBDMS,isomer #1 | C=C(/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C | 2926.9 | Semi standard non polar | 33892256 | Apo-13-zeaxanthinone,2TBDMS,isomer #1 | C=C(/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C | 2980.0 | Standard non polar | 33892256 | Apo-13-zeaxanthinone,2TBDMS,isomer #1 | C=C(/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C | 2697.3 | Standard polar | 33892256 |
|
---|
| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 10V, Positive-QTOF | splash10-0a6r-0190000000-506e3f41ebe174898f1c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 20V, Positive-QTOF | splash10-0pbi-1970000000-dc581aff4ec8aa2a5179 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 40V, Positive-QTOF | splash10-0pb9-7910000000-d6c222e5e578cfb3f091 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 10V, Negative-QTOF | splash10-00di-0090000000-ec132398821939c56a98 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 20V, Negative-QTOF | splash10-05fr-0090000000-be9a95d20347013d13b0 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 40V, Negative-QTOF | splash10-0a4l-2490000000-79643309565d460a7108 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 10V, Positive-QTOF | splash10-05rc-3490000000-e5b9c98ba79c8b23c5a2 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 20V, Positive-QTOF | splash10-0079-3950000000-15109db717daaaea30a3 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 40V, Positive-QTOF | splash10-0007-9700000000-b2df25f02f070b79d8a1 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 10V, Negative-QTOF | splash10-00di-0090000000-7ffc806ec17f932c3ea6 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 20V, Negative-QTOF | splash10-05fr-1590000000-dfaba96bb9a2bbf383c7 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Apo-13-zeaxanthinone 40V, Negative-QTOF | splash10-0gb9-5950000000-1e81cda2abc74f1eb33c | 2021-10-21 | Wishart Lab | View Spectrum |
|
---|