Ursolic-acid

Anti-Infective Agents, Antineoplastic Agents, Phytogenic, Cyclooxygenase Inhibitor. Alkaloid purified from Origanum majorana L. Natural product found in Campanula persicifolia, Cuphea carthagenensis, and other organisms. It can rearrange to the isomer, oleanolic acid

General

Type : Not A\/B H target, Natural, Terpenoid

Chemical_Nomenclature : 3Beta-Hydroxy-12-ursen-28-oic Acid\; 3beta-Hydroxyurs-12-en-28-oic acid

Canonical SMILES : CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O

InChI : InChI=1S\/C30H48O3\/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7\/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)

InChIKey : WCGUUGGRBIKTOS-UHFFFAOYSA-N

Other name(s) : Malol, Prunol, Urson, .beta.-Ursolic acid, NSC167406, Urs-12-en-28-oic acid, 3.beta.-hydroxy-, Urs-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-, 77-52-1


MW : 456.7

Formula : C30H48O3

CAS_number : 77-52-1

PubChem : 220774

UniChem : WCGUUGGRBIKTOS-UHFFFAOYSA-N

Wikipedia : Ursolic_acid

Target

Families : Ursolic-acid ligand of proteins in family
ACHE ABHD12-PHARC

Protein :
human-ABHD12

References (9)

Title : Discovery of triterpenoids as potent dual inhibitors of pancreatic lipase and human carboxylesterase 1 - Zhang_2022_J.Enzyme.Inhib.Med.Chem_37_629
Author(s) : Zhang J , Pan QS , Qian XK , Zhou XL , Wang YJ , He RJ , Wang LT , Li YR , Huo H , Sun CG , Sun L , Zou LW , Yang L
Ref : J Enzyme Inhib Med Chem , 37 :629 , 2022
PubMedID: 35100926

Title : Terpenes and Phenylpropanoids as Acetyl- and Butyrylcholinesterase Inhibitors: A Comparative Study - Szwajgier_2019_Curr.Alzheimer.Res_16_963
Author(s) : Szwajgier D , Baranowska-Wojcik E
Ref : Curr Alzheimer Res , 16 :963 , 2019
PubMedID: 31660828

Title : Ursolic and oleanolic acid derivatives with cholinesterase inhibiting potential - Loesche_2018_Bioorg.Chem_85_23
Author(s) : Loesche A , Kowitsch A , Lucas SD , Al-Halabi Z , Sippl W , Al-Harrasi A , Csuk R
Ref : Bioorg Chem , 85 :23 , 2018
PubMedID: 30599410

Title : Neurologically Potent Molecules from Crataegus oxyacantha\; Isolation, Anticholinesterase Inhibition, and Molecular Docking - Ali_2017_Front.Pharmacol_8_327
Author(s) : Ali M , Muhammad S , Shah MR , Khan A , Rashid U , Farooq U , Ullah F , Sadiq A , Ayaz M , Ahmad M , Latif A
Ref : Front Pharmacol , 8 :327 , 2017
PubMedID: 28638340

Title : Discovery of Triterpenoids as Reversible Inhibitors of alpha\/beta-hydrolase Domain Containing 12 (ABHD12) - Parkkari_2014_PLoS.One_9_e98286
Author(s) : Parkkari T , Haavikko R , Laitinen T , Navia-Paldanius D , Rytilahti R , Vaara M , Lehtonen M , Alakurtti S , Yli-Kauhaluoma J , Nevalainen T , Savinainen JR , Laitinen JT
Ref : PLoS ONE , 9 :e98286 , 2014
PubMedID: 24879289
Gene_locus related to this paper: human-ABHD12

Title : Bioactive constituents of Salvia chrysophylla Stapf - Culhaoglu_2013_Nat.Prod.Res_27_438
Author(s) : Culhaoglu B , Yapar G , Dirmenci T , Topcu G
Ref : Nat Prod Res , 27 :438 , 2013
PubMedID: 23126495

Title : Three new cholinesterase-inhibiting cis-clerodane diterpenoids from Otostegia limbata - Ahmad_2005_Chem.Pharm.Bull.(Tokyo)_53_378
Author(s) : Ahmad VU , Khan A , Farooq U , Kousar F , Khan SS , Nawaz SA , Abbasi MA , Choudhary MI
Ref : Chem Pharm Bull (Tokyo) , 53 :378 , 2005
PubMedID: 15802835

Title : Screening for acetylcholinesterase inhibitors from Amaryllidaceae using silica gel thin-layer chromatography in combination with bioactivity staining - Rhee_2001_J.Chromatogr.A_915_217
Author(s) : Rhee IK , van de Meent M , Ingkaninan K , Verpoorte R
Ref : Journal of Chromatography A , 915 :217 , 2001
PubMedID: 11358251

Title : Inhibitory effect of ursolic acid purified from Origanum majorana L on the acetylcholinesterase - Chung_2001_Mol.Cells_11_137
Author(s) : Chung YK , Heo HJ , Kim EK , Kim HK , Huh TL , Lim Y , Kim SK , Shin DH
Ref : Mol Cells , 11 :137 , 2001
PubMedID: 11355692