Description
Uvaol, also called urs-12-ene-3β,28-diol is a natural triterpenoid found in the herbs of Callicarpa bodinieri Levl. Urs-12-ene-3β,28-diol exhibits the activity of anti-inflammatory. Urs-12-ene-3β,28-diol also has has anti-proliferative activity,inhibits the angiotensin II-induced proliferation in a PPAR-γ-dependent manner, while at high doses they activate pathways of programmed cell death that are dependent on JNK and PPAR-γ.
Synonyms
Urs-12-ene-3β,28-diol
Molecular Formula
C30H50O2
Canonical SMILES
CC1(C)[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@](CO)5CC[C@](C)4[C@@](C)3CC[C@@]12[H]
InChI
1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1
InChIKey
XUARCIYIVXVTAE-ZAPOICBTSA-N
Boiling Point
523.7±50.0 °C(Predicted)
Melting Point
223-225 °C (lit.)
Solubility
Chloroform (Slightly), Ethyl Acetate (Slightly)
Application
anti-inflammatory; anti-proliferative
Definition
ChEBI: A natural product found in Rhododendron ferrugineum.
pKa
15.09±0.10(Predicted)
Uses
Uvaol can attenuate pleuritis and eosinophillic inflammation in mice that is induced by ovalbumin. It is an essential reagent in the synthesis of aminopropoxytriterpenoids that have anticancer activity.