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Corosolic acid

From Wikipedia, the free encyclopedia
Corosolic acid
Chemical structure of corosolic acid
Names
IUPAC name
2α,3β-Dihydroxyurs-12-en-28-oic acid
Systematic IUPAC name
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-Dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid
Other names
Glucosol; Corsolic acid; Colosic acid; 2α-Hydroxyursolic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.125.730 Edit this at Wikidata
UNII
  • InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
    Key: HFGSQOYIOKBQOW-ZSDYHTTISA-N
  • InChI=1/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
    Key: HFGSQOYIOKBQOW-ZSDYHTTIBC
  • O=C(O)[C@@]54[C@H](/C3=C/C[C@H]1[C@](CC[C@@H]2[C@]1(C)C[C@@H](O)[C@H](O)C2(C)C)(C)[C@]3(C)CC4)[C@@H](C)[C@H](C)CC5
Properties
C30H48O4
Molar mass 472.710 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Corosolic acid is a pentacyclic triterpene acid found in Lagerstroemia speciosa. It is similar in structure to ursolic acid, differing only in the fact that it has a 2-alpha-hydroxy group.[1]

ursolic acid

References

[edit]
  1. Baba, Kosuke; Hiramatsu, Reiko; Suradej, Benjamart; Tanigaki, Riho; Koeda, Sayaka; Waku, Tomonori; Kataoka, Takao (2018). "Asiatic Acid, Corosolic Acid, and Maslinic Acid Interfere with Intracellular Trafficking and N-Linked Glycosylation of Intercellular Adhesion Molecule-1". Biological and Pharmaceutical Bulletin. 41 (12): 1757–1768. doi:10.1248/bpb.b18-00276. PMID 30504678.