Chemistry:Caperatic acid
From HandWiki
Caperatic acid is a naturally occurring organic compound classified as a microbial metabolite. The compound has been reported in certain actinobacteria through fermentation and has also been identified in lichens.[1]
 Structure of caperatic acid
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| Names | |
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| IUPAC name
2-hydroxy-2-(2-methoxy-2-oxoethyl)-3-tetradecylbutanedioic acid
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| Preferred IUPAC name
Caperatic acid | |
| Systematic IUPAC name
2-Hydroxy-1,2,3-heptadecanetricarboxylic acid monomethyl ester | |
Other names
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
PubChem CID
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| Properties | |
| C21H38O7 | |
| Molar mass | 402.528 g·mol−1 |
| Melting point | 132–133.5 °C (269.6–272.3 °F; 405.1–406.6 K) |
| Boiling point | 549.3 °C (1,020.7 °F; 822.4 K) (predicted) |
| 1.017 mg/L (predicted) | |
| log P | 5.7 |
| Structure | |
| Flexible chain with carboxyl groups | |
| Hazards | |
| Main hazards | No significant hazards identified |
| Flash point | 180 °C (estimated) |
| Related compounds | |
Related compounds
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Other lichen-derived depsides and acids |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
Properties
Caperatic acid is a crystalline organic compound. Computational models predict a boiling point of 549.3 ± 50 °C, but the compound is expected to decompose before reaching this temperature under laboratory conditions. The predicted density is 1.10 g/cm³. [2]
Occurrence
Scientists have identified caperatic acid in lichens, particularly Platismatia glauca, which grows across Europe and North America.[3]
References
- ↑ "Caperatic acid (CHEBI:144132)". EMBL-EBI. https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:144132.
- ↑ "Caperatic acid". https://www.chemspider.com/Chemical-Structure.167583.html.
- ↑ Ren, M.; Jiang, S.J.S.; Wang, Y.; Pan, X.P.; Pan, F.F.; Wei, X. (2023). "Discovery and excavation of lichen bioactive natural products". Frontiers in Microbiology 14: 112345. doi:10.3389/fmicb.2023.1177123. PMID 37138611.
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