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 AlphaBeta Hydrolase 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 |
| Abstract : |
| PubMedSearch : Zhang_2022_J.Enzyme.Inhib.Med.Chem_37_629 |
| 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 |
| Abstract : |
| PubMedSearch : Szwajgier_2019_Curr.Alzheimer.Res_16_963 |
| 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 |
| Abstract : |
| PubMedSearch : Loesche_2018_Bioorg.Chem_85_23 |
| 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 |
| Abstract : |
| PubMedSearch : Ali_2017_Front.Pharmacol_8_327 |
| 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 |
| Abstract : |
| PubMedSearch : Parkkari_2014_PLoS.One_9_e98286 |
| 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 |
| Abstract : |
| PubMedSearch : Culhaoglu_2013_Nat.Prod.Res_27_438 |
| 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 |
| Abstract : |
| PubMedSearch : Ahmad_2005_Chem.Pharm.Bull.(Tokyo)_53_378 |
| 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 |
| Abstract : |
| PubMedSearch : Rhee_2001_J.Chromatogr.A_915_217 |
| 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 |
| Abstract : |
| PubMedSearch : Chung_2001_Mol.Cells_11_137 |
| PubMedID: 11355692 |