Corosolic acid

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
CAS Number	4547-24-4  Y
3D model (JSmol)	Interactive image
ChemSpider	5293965
ECHA InfoCard	100.125.730
PubChem CID	6918774
UNII	AMX2I57A98  Y
CompTox Dashboard (EPA)	DTXSID70904142
InChI 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
SMILES 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
Chemical formula	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). Infobox references

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

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.