(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-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: 157577
• Molecular Formular: C32H50O4
• Molecular Mass: 498.737
• Monoisotopic Mass: 498.37091008
• SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]3[C@@]4(CC[C@H]([C@]3(C)C(=O)O)OC(=O)C)C)C)[C@@H]2[C@H]1C)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]2[C@@H](C)[C@H](C)CC1)C)C)C
• InChI: InChI=1S/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23-,24-,25-,26+,28-,29-,30-,31-,32-/m1/s1
• InChIKey: YJBVHJIKNLBFDX-MQURJEHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-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,11R,12S,12aR,14aR,14bR)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid
• Synonyms: (3α,4β)-3-(Acetyloxy)urs-12-en-23-oic acid; 3α-Hydroxyurs-12-en-24-oic acid acetate; 3-O-Acetyl-β-boswellic acid

Database IDs

• CAS Number: 5968-70-7
• MDL Number: MFCD03788773
• PubChem SID: 162251714
• PubChem CID: 11386458

CALCULATED PROPERTIES

• Acid pKa: 4.4672966
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.9530897
• LogD (pH = 7.4): 4.187695
• Log P: 7.0229306
• Molar Refractivity: 142.8495 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