Bourgeanic acid

Bourgeanic acid
Names
	IUPAC name (2S,3S,4R,6R)-3-[(2S,3S,4R,6R)-3-hydroxy-2,4,6-trimethyloctanoyl]oxy-2,4,6-trimethyloctanoic acid
	Other names (+)-bourgeanic acid
Identifiers
CAS Number	43043-17-0 ;
3D model (JSmol)	Interactive image ;
ChEBI	CHEBI:144204 ;
ChemSpider	9080413 ;
PubChem CID	10905154 ;
	InChI InChI=1S/C22H42O5/c1-9-13(3)11-15(5)19(23)17(7)22(26)27-20(18(8)21(24)25)16(6)12-14(4)10-2/h13-20,23H,9-12H2,1-8H3,(H,24,25)/t13-,14-,15-,16-,17+,18+,19+,20+/m1/s1 Key: ZQEUMOKDJCSNHB-IHRHECOVSA-N;
	SMILES CC[C@@H](C)C[C@@H](C)[C@@H]([C@H](C)C(=O)O[C@@H]([C@H](C)C[C@H](C)CC)[C@H](C)C(=O)O)O;
Properties
Chemical formula	C22H42O5
Molar mass	386.573 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Last updated June 08, 2025

Bourgeanic acid is a fatty acid with the molecular formula C₂₂H₄₂O₅.^[2]^[3]^[1] Bourgeanic acid is a lichen metabolite.^[3]^[2]

References

1 2 "Bourgeanic acid". Pubchem.ncbi.NLM.nih.gov.
1 2 Brodo, Irwin M.; Sharnoff, Sylvia Duran; Sharnoff, Stephen; Nature, Canadian Museum of (1 January 2001). Lichens of North America. Yale University Press. p. 247. ISBN 978-0-300-08249-4.
1 2 Majumdar, Krishna C.; Chattopadhyay, Shital K. (15 June 2011). Heterocycles in Natural Product Synthesis. John Wiley & Sons. p. 32. ISBN 978-3-527-63489-7.

Johnson, Alan Thomas (1990). Total Synthesis of (+)-bourgeanic Acid and Conformational Analysis of Its Dilactone. Oregon State University.
Yadav, Jhillu; Rao, Tenneti; Yadav, Nagendra; Rao, Kovvuru; Reddy, Basi; Al Khazim Al Ghamdi, Ahmad (March 2012). "Chemoenzymatic Approach to the Total Synthesis of (+)-Bourgeanic Acid". Synthesis. 44 (5): 788–792. doi:10.1055/s-0031-1289699.

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[Bourgeanic-acid-1] 1 2 "Bourgeanic acid". Pubchem.ncbi.NLM.nih.gov.

[Bourgeanic-acid3-2] 1 2 Brodo, Irwin M.; Sharnoff, Sylvia Duran; Sharnoff, Stephen; Nature, Canadian Museum of (1 January 2001). Lichens of North America. Yale University Press. p. 247. ISBN 978-0-300-08249-4.

[Bourgeanic-acid2-3] 1 2 Majumdar, Krishna C.; Chattopadhyay, Shital K. (15 June 2011). Heterocycles in Natural Product Synthesis. John Wiley & Sons. p. 32. ISBN 978-3-527-63489-7.

[1]

[2]

[3]

Names

IUPAC name (2S,3S,4R,6R)-3-[(2S,3S,4R,6R)-3-hydroxy-2,4,6-trimethyloctanoyl]oxy-2,4,6-trimethyloctanoic acid^[1]
Other names (+)-bourgeanic acid
Identifiers
CAS Number	43043-17-0 ^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:144204
ChemSpider	9080413
PubChem CID	10905154
InChI InChI=1S/C22H42O5/c1-9-13(3)11-15(5)19(23)17(7)22(26)27-20(18(8)21(24)25)16(6)12-14(4)10-2/h13-20,23H,9-12H2,1-8H3,(H,24,25)/t13-,14-,15-,16-,17+,18+,19+,20+/m1/s1 Key: ZQEUMOKDJCSNHB-IHRHECOVSA-N
SMILES CC[C@@H](C)C[C@@H](C)[C@@H]([C@H](C)C(=O)O[C@@H]([C@H](C)C[C@H](C)CC)[C@H](C)C(=O)O)O
Properties
Chemical formula	C₂₂H₄₂O₅
Molar mass	386.573 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bourgeanic acid

References

Further reading