Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2021-09-23 06:58:54 UTC |
---|
Update Date | 2021-09-23 06:58:54 UTC |
---|
HMDB ID | HMDB0302142 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | Thesinine |
---|
Description | Thesinine is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Thesinine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Thesinine can be found in borage, which makes thesinine a potential biomarker for the consumption of this food product. Thesinine is a pyrrolizidine alkaloid first isolated from Thesium minkwitzianum from which it derives its name. It is also found in the flowers and seeds of borage . |
---|
Structure | OC1=CC=C(\C=C\C(=O)OCC2CCN3CCCC23)C=C1 InChI=1S/C17H21NO3/c19-15-6-3-13(4-7-15)5-8-17(20)21-12-14-9-11-18-10-1-2-16(14)18/h3-8,14,16,19H,1-2,9-12H2/b8-5+ |
---|
Synonyms | Value | Source |
---|
(Hexahydro-1H-pyrrolizin-1-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid | Generator |
|
---|
Chemical Formula | C17H21NO3 |
---|
Average Molecular Weight | 287.3535 |
---|
Monoisotopic Molecular Weight | 287.152143543 |
---|
IUPAC Name | hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate |
---|
Traditional Name | hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate |
---|
CAS Registry Number | Not Available |
---|
SMILES | OC1=CC=C(\C=C\C(=O)OCC2CCN3CCCC23)C=C1 |
---|
InChI Identifier | InChI=1S/C17H21NO3/c19-15-6-3-13(4-7-15)5-8-17(20)21-12-14-9-11-18-10-1-2-16(14)18/h3-8,14,16,19H,1-2,9-12H2/b8-5+ |
---|
InChI Key | FQVNMXZPGWLUFZ-VMPITWQZSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Cinnamic acids and derivatives |
---|
Sub Class | Hydroxycinnamic acids and derivatives |
---|
Direct Parent | Coumaric acid esters |
---|
Alternative Parents | |
---|
Substituents | - Coumaric acid ester
- Coumaric acid or derivatives
- Cinnamic acid ester
- Pyrrolizidine
- Styrene
- 1-hydroxy-2-unsubstituted benzenoid
- Fatty acid ester
- Phenol
- Monocyclic benzene moiety
- Fatty acyl
- Benzenoid
- N-alkylpyrrolidine
- Alpha,beta-unsaturated carboxylic ester
- Pyrrolidine
- Enoate ester
- Tertiary amine
- Amino acid or derivatives
- Tertiary aliphatic amine
- Carboxylic acid ester
- Carboxylic acid derivative
- Azacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Organonitrogen compound
- Organooxygen compound
- Organic nitrogen compound
- Organopnictogen compound
- Organic oxide
- Carbonyl group
- Hydrocarbon derivative
- Amine
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic 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 IndicesNot Available |
---|
| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 10V, Positive-QTOF | splash10-00dr-0940000000-254dca32e857942b46f1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 20V, Positive-QTOF | splash10-00di-0900000000-eede8e8499508f414ea9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 40V, Positive-QTOF | splash10-05fr-9600000000-443a4593099d78042b63 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 10V, Negative-QTOF | splash10-000j-0960000000-29b0edc846eb9121b650 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 20V, Negative-QTOF | splash10-01ot-0910000000-3f24287fde35461081e7 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 40V, Negative-QTOF | splash10-01ow-3900000000-e6cd141a24057c71a163 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 10V, Positive-QTOF | splash10-000i-0190000000-0bfdc44514ba65ac2fed | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 20V, Positive-QTOF | splash10-000i-0490000000-0df5748bed91e3211e83 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 40V, Positive-QTOF | splash10-00di-4900000000-37c9ac93823c7e473802 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 10V, Negative-QTOF | splash10-000i-0090000000-32affc6af32f5da1d257 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 20V, Negative-QTOF | splash10-000i-0980000000-5459e338276539a05669 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Thesinine 40V, Negative-QTOF | splash10-014i-0900000000-b2fc4172c009211bd09d | 2021-10-21 | Wishart Lab | View Spectrum |
|
---|