(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

• ChemBase ID: 128714
• Molecular Formular: C30H48O3
• Molecular Mass: 456.70032
• Monoisotopic Mass: 456.3603454
• SMILES: O=C(O)[C@]12[C@H](C3=CC[C@H]4[C@](CC[C@@H]5[C@]4(C)CC[C@H](O)C5(C)C)(C)[C@]3(C)CC1)CC(C)(C)CC2
• Canonical SMILES: O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
• IUPAC Traditional name: oleanolic acid
• Synonyms: Oleanolic acid; Oleanic acid; Oleanolic acid; 齐墩果酸

Database IDs

• CAS Number: 508-02-1
• EC Number: 208-081-6
• MDL Number: MFCD00064914
• PubChem SID: 162223020
• PubChem CID: 10494
• CHEBI ID: 37659
• CHEMBL: 168
• Chemspider ID: 10062
• Wikipedia Title: Oleanolic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.7442603
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.7696033
• LogD (pH = 7.4): 3.992649
• Log P: 6.5948334
• Molar Refractivity: 133.6245 cm^3
• Polarizability: 53.23124 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder; White
• Melting Point: >300 °C; >300 °C(lit.); 300°C

Safety Information

• RTECS: RK0177965
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60; R
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 97%; 98.5
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C30H48O3

DETAILS

Sigma Aldrich - 42515

Biochem/physiol Actions
Triterpenoid isolated from medicinal plants. Antitumor and hepatoprotective agent. Oleanolic acid has therapeutic potential for neurodegenerative diseases.