Names | |
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Preferred IUPAC name
[(7aS)-5,6,7,7a-Tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate | |
Identifiers | |
3D model (
JSmol)
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ChEBI | |
ChemSpider | |
KEGG | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
|
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Properties | |
C15H25NO4 | |
Molar mass | 283.368 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Amabiline is a pyrrolizidine alkaloid first isolated in 1967 from Cynoglossum amabile. [1] It is also found in the seeds and flowers of borage (Borago officinalis) [2] and in borage seed oil. [3] [4]
Chemically, it is the ester derived from viridifloric acid and supinidine. [5]
Amabiline is hepatotoxic and may contribute to the potential liver damage caused by consumption of borage and its seed oil. [6]
Names | |
---|---|
Preferred IUPAC name
[(7aS)-5,6,7,7a-Tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C15H25NO4 | |
Molar mass | 283.368 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Amabiline is a pyrrolizidine alkaloid first isolated in 1967 from Cynoglossum amabile. [1] It is also found in the seeds and flowers of borage (Borago officinalis) [2] and in borage seed oil. [3] [4]
Chemically, it is the ester derived from viridifloric acid and supinidine. [5]
Amabiline is hepatotoxic and may contribute to the potential liver damage caused by consumption of borage and its seed oil. [6]