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Cryptostictic acid

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Cryptostictic acid
Names
IUPAC name 13,17-Dihydroxy-4-(hydroxymethyl)-5-methoxy-7,12-dimethyl-2,10,16-trioxatetracyclooctadeca-1(11),3(8),4,6,12,14(18)-hexaene-9,15-dione
Identifiers
3D model (JSmol)
PubChem CID
InChI
  • InChI=1S/C19H16O9/c1-6-4-9(25-3)8(5-20)15-10(6)17(22)27-14-7(2)13(21)11-12(16(14)26-15)19(24)28-18(11)23/h4,19-21,24H,5H2,1-3H3Key: RXSMOJAAXFOGKM-UHFFFAOYSA-N
SMILES
  • CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C4=C(C(=C3C)O)C(=O)OC4O)CO)OC
Properties
Chemical formula C19H16O9
Molar mass 388.328 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Cryptostictic acid is a chemical compound of the depsidone class. It has the molecular formula C19H16O9 and is a secondary metabolite of various lichens. It was first reported in 1980 as a constituent of Lobaria oregana. It has since been identified in lichens in the genera Ramalina, Oxneriaria, and Usnea, among others.

References

  1. Shimada (Née Miyoshi), Sachiko; Saitoh, Tamotsu; Sankawa, Ushio; Shibata, Shoji (1980). "New depsidones from Lobaria oregana". Phytochemistry. 19 (2): 328–330. Bibcode:1980PChem..19..328S. doi:10.1016/S0031-9422(00)81987-1.
  2. Parrot, Delphine; Jan, Saleem; Baert, Nicolas; Guyot, Sylvain; Tomasi, Sophie (2013). "Comparative metabolite profiling and chemical study of Ramalina siliquosa complex using LC–ESI-MS/MS approach". Phytochemistry. 89: 114–124. Bibcode:2013PChem..89..114P. doi:10.1016/j.phytochem.2013.02.002. PMID 23489575.
  3. Zulfiqar, Rizwana; Asghar, Hafiza Simab; Habib, Kamran; Khalid, Abdul Nasir (2023). "Two new species of the genus Oxneriaria (Lichenized Ascomycota: Megasporaceae) from Pakistan". Plant Systematics and Evolution. 309 (1): 2. Bibcode:2023PSyEv.309....2Z. doi:10.1007/s00606-022-01836-w.
  4. Lohézic-Le Dévéhat, Françoise; Tomasi, Sophie; Elix, John A.; Bernard, Aurélie; Rouaud, Isabelle; Uriac, Philippe; Boustie, Joël (2007). "Stictic Acid Derivatives from the Lichen Usnea articulata and Their Antioxidant Activities". Journal of Natural Products. 70 (7): 1218–1220. doi:10.1021/np070145k.
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