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Adipostatin A

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(Redirected from Cardol)
Adipostatin A
Chemical structure of adipostatin A
Names
Preferred IUPAC name 5-Pentadecylbenzene-1,3-diol
Other names Cardol
5-n- pentadecylcatechol Pentadecylresorcinol
5-Pentadecylresorcinol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.636 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3Key: KVVSCMOUFCNCGX-UHFFFAOYSA-N
  • InChI=1/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3Key: KVVSCMOUFCNCGX-UHFFFAOYAU
SMILES
  • CCCCCCCCCCCCCCCC1=CC(=CC(=C1)O)O
Properties
Chemical formula C21H36O2
Molar mass 320.517 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Adipostatin A is an alkylresorcinol, a type of phenolic lipids composed of long aliphatic chains and phenolic rings. Chemically, it is similar in structure to urushiol, the irritant found in poison ivy.

Adipostatin A can be found in Ginkgo biloba fruits as well as in Streptomyces cyaneus. It is also found in cashew nutshell liquid (Anacardium occidentale), in Anacardium othonianum and in Ardisia elliptica.

It is an inhibitor of glycerol-3-phosphate dehydrogenase.

References

  1. Tanaka, A; Arai, Y; Kim, SN; Ham, J; Usuki, T (2011). "Synthesis and biological evaluation of bilobol and adipostatin A". Journal of Asian Natural Products Research. 13 (4): 290–6. doi:10.1080/10286020.2011.554828. PMID 21462031. S2CID 25305504.
  2. Koh Hwee Ling, Chua Tung Kian, and Tan Chay Hoon. "A Guide to Medicinal Plants: An Illustrated, Scientific and Medicinal Approach", p. 14. World Scientific Publishing 2009, ISBN 981-283-709-4. Preview available at Google Books
  3. Tsuge, N; Mizokami, M; Imai, S; Shimazu, A; Seto, H (1992). "Adipostatins a and B, new inhibitors of glycerol-3-phosphate dehydrogenase". The Journal of Antibiotics. 45 (6): 886–91. doi:10.7164/antibiotics.45.886. PMID 1500355.


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