Natural Product (NP) Details

General Information of the NP (ID: NP0812)
Name
Oleanolic acid
Synonyms
OLEANOLIC ACID; 508-02-1; Oleanic acid; Caryophyllin; Astrantiagenin C; Giganteumgenin C; Virgaureagenin B; 3beta-Hydroxyolean-12-en-28-oic acid; 3-beta-Hydroxyolean-12-en-28-oic acid; UNII-6SMK8R7TGJ; (3-beta)-3-Hydroxyolean-12-en-28-oic acid; MFCD00064914; NSC114945; 6SMK8R7TGJ; (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid; NSC-114945; CHEBI:37659; oleonolic acid; Oleanolic acid, 97%; NSC 114945; Olean-12-en-28-oic acid, 3-hydroxy-, (3beta)-; (2S,5S,10S,18S,1R,14R,15R,20R)-18-hydroxy-1,2,8,8,15,19,19-heptamethylpentacyc lo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-5-carboxylic acid; (4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid; 3-Beta-Hydroxy-Olean-12-En-28-Oicaci; SMR000445561; CCRIS 6493; OLEANOLIC_ACID; CHEMBL168; EINECS 208-081-6; oleanolic acids; oleanolic-acid; OleanolsA currencyure; Oleanoic Acid Hydrate; Olean-12-en-28-oic acid, 3.beta.-hydroxy-; Oleanolic acid anhydrous; Oleanolic acid, >=97%; SCHEMBL71070; MLS000697656; MLS002207133; Olean-12-en-28-oic acid, 3-hydroxy-, (3-beta)-; GTPL3306; AOB5588; DTXSID50858790; HMS2232D15; Oleanolic acid (OA)(Compound 1); Oleanolic acid, analytical standard; EX-A1991; HY-N0156; ZINC3785416; BDBM50346601; 3-beta-Hydroxyolean-12-en-28-oate; 3beta-hydroxy-Olean-12-en-28-oate; AKOS015951416; AC-8026; CCG-208530; CS-3800; LMPR0106150004; VA11435; 3.beta.-hydroxy-Olean-12-en-28-oate; 3 -hydroxy-Olean-12-en-28-oic acid; 3beta-hydroxy-Olean-12-en-28-oic acid; (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,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; AS-35338; BP-25410; ST057162; (3-beta)-3-Hydroxyolean-12-en-28-oate; (3?)-3-Hydroxyolean-12-en-28-oic acid; 3.beta.-hydroxy-Olean-12-en-28-oic acid; N1826; (3.beta.)-3-hydroxy-Olean-12-en-28-oate; C17148; (3.beta.)-3-hydroxy-Olean-12-en-28-oic acid; (3.beta.)-3-beta-hydroxy-Olean-12-en-28-oate; 508O021; Q418628; Olean-12-en-28-oic acid, 3-beta-hydroxy- (8CI); Olean-12-en-28-oic acid, 3beta-hydroxy- (8CI); Q-100572; (3.beta.)-3-beta-hydroxy-Olean-12-en-28-oic acid; Oleanolic acid, primary pharmaceutical reference standard; C7EE6ACC-7175-4947-B524-FF8479525DA1; Oleanolic acid, European Pharmacopoeia (EP) Reference Standard; Oleanolic acid, United States Pharmacopeia (USP) Reference Standard
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Species Origin Olea europaea ...     Click to Show/Hide
Olea europaea
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Lamiales
Family: Oleaceae
Genus: Olea
Species: Olea europaea
Disease Breast cancer [ICD-11: 2C60] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C30H48O3
PubChem CID
10494
Canonical SMILES
CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C
InChI
1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1
InChIKey
MIJYXULNPSFWEK-GTOFXWBISA-N
CAS Number
CAS 508-02-1
ChEBI ID
CHEBI:37659
Herb ID
HBIN037940
SymMap ID
SMIT00024
TCMSP ID
MOL000263
TTD Drug ID
D0SJ2Q
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Isoniazid + Rifampicin + Ethambutol     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model Vero CVCL_0059 Healthy Chlorocebus sabaeus
                    Experimental
                    Result(s)		 Oleanolic acid and combination displayed either a synergistic interaction or did not show any interaction against two drug-sensitive strains.
Target and Pathway
Target(s) Herpes simplex virus DNA polymerase UL30 (HSV UL30)  Molecule Info  [3]
Myophosphorylase (PYGM)  Molecule Info  [4]
References
Reference 1 Semi-synthesis of nitrogen derivatives of oleanolic acid and effect on breast carcinoma MCF-7 cells. Anticancer Res. 2014 Aug;34(8):4135-9.
Reference 2 In vitro synergistic interactions of oleanolic acid in combination with isoniazid, rifampicin or ethambutol against Mycobacterium tuberculosis. J Med Microbiol. 2010 May;59(Pt 5):567-572.
Reference 3 DNA polymerase beta inhibitors from Baeckea gunniana. J Nat Prod. 1999 Dec;62(12):1624-6.
Reference 4 Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystal... J Med Chem. 2008 Jun 26;51(12):3540-54.
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