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

• ChemBase ID: 157576
• Molecular Formular: C32H50O4
• Molecular Mass: 498.737
• Monoisotopic Mass: 498.37091008
• SMILES: CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(CC1)(C)C)C)C)C)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C
• InChI: InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(5)23-10-9-21-22-19-27(2,3)15-16-28(22,4)17-18-30(21,6)31(23,7)14-11-24(29)32(25,8)26(34)35/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23+,24+,25+,28+,29+,30+,31+,32+/m0/s1
• InChIKey: IAWGZKRQDHPFCZ-OBHGTAHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid
• IUPAC Traditional name: (3R,4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• Synonyms: (3α,4β)-3-(Acetyloxy)olean-12-en-23-oic acid; 3α-(Acetyloxy)olean-12-en-24-oic acid; 3-O-Acetyl-α-boswellic acid

Database IDs

• CAS Number: 89913-60-0
• MDL Number: MFCD03788772
• PubChem SID: 162251713
• PubChem CID: 15181201

CALCULATED PROPERTIES

• Acid pKa: 4.4672966
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.966118
• LogD (pH = 7.4): 4.200723
• Log P: 7.035959
• Molar Refractivity: 142.776 cm^3
• Polarizability: 57.05475 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C32H50O4