Tormentic acid

Last updated
Tormentic acid
Tormentic acid.svg
Names
IUPAC name
2α,3β,19-Trihydroxyurs-12-en-28-oic acid
Systematic IUPAC name
(1R,2R,4aS,6aS,7bR,8aR,10R,11R,12aR,12bR,14bS)-1,10,11-Trihydroxy-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
Jacarandic acid, euscaphic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1
    Key: OXVUXGFZHDKYLS-BLIWDXROSA-N
  • C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O
Properties
C30H48O5
Molar mass 488.709 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tormentic acid is a chemical compound isolated from Luehea divaricata and Agrimonia eupatoria . Tormentic acid derivatives have been synthesized and studied. [1]

References

  1. Csuk, R.; Siewert, B.; Dressel, C.; Schäfer, R. (2012). "Tormentic acid derivatives: Synthesis and apoptotic activity". European Journal of Medicinal Chemistry. 56: 237–245. doi:10.1016/j.ejmech.2012.08.032. PMID   22995818.