(4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-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: 128218
• Molecular Formular: C30H48O4
• Molecular Mass: 472.69972
• Monoisotopic Mass: 472.35526002
• SMILES: CC1(C)[C@@H](O)[C@H](O)C[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC=C2[C@@]1(C)CC[C@]1(C(=O)O)[C@H]2CC(C)(C)CC1
• Canonical SMILES: O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1O)(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
• InChI: InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1
• InChIKey: MDZKJHQSJHYOHJ-LLICELPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-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: maslinic acid
• Synonyms: Maslinic acid; 2α,3β-Dihydroxyolean-12-en-28-oic acid; 2α-Hydroxyoleanolic acid; Maslinic acid; Maslinic acid; Crategolic acid

Database IDs

• CAS Number: 4373-41-5
• MDL Number: MFCD00049293
• PubChem SID: 162222527
• PubChem CID: 73659
• CHEMBL: 201515
• Wikipedia Title: Maslinic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.7442594
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.6947
• LogD (pH = 7.4): 2.917745
• Log P: 5.51993
• Molar Refractivity: 134.986 cm^3
• Polarizability: 53.8447 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C30H48O4

DETAILS

Sigma Aldrich - 68594

Biochem/physiol Actions
Predominant triterpenoid found in olives. Anti-proliferative. Promising chemopreventive agent.