(1R,2S,5R,8R,9R,10R,13R,14R,17R,19R)-17-hydroxy-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosane-2-carboxylic acid

• ChemBase ID: 157581
• Molecular Formular: C30H48O3
• Molecular Mass: 456.70032
• Monoisotopic Mass: 456.3603454
• SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@@H]3[C@]4(CC[C@H](C([C@@H]4CC[C@]3([C@@]1(CC2)C(=O)O)C)(C)C)O)C)C
• Canonical SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@@]1(CC2)C(=O)O)(C)CC[C@@H]1[C@]3(C)CC[C@H](C1(C)C)O)C
• InChI: InChI=1S/C30H48O3/c1-18(2)19-10-13-27(5)16-17-30(25(32)33)20(24(19)27)8-9-22-28(6)14-12-23(31)26(3,4)21(28)11-15-29(22,30)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23+,24+,27+,28-,29+,30+/m0/s1
• InChIKey: CLOUCVRNYSHRCF-CHVGUTEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5R,8R,9R,10R,13R,14R,17R,19R)-17-hydroxy-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-2-carboxylic acid
• IUPAC Traditional name: (1R,2S,5R,8R,9R,10R,13R,14R,17R,19R)-17-hydroxy-1,5,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-2-carboxylic acid
• Synonyms: Bacosine; (3α)-3-Hydroxylup-20(29)-en-27-oic acid

Database IDs

• CAS Number: 198014-94-7
• MDL Number: MFCD20527279
• PubChem SID: 162251718
• PubChem CID: 71312547

CALCULATED PROPERTIES

• Acid pKa: 4.857195
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.908436
• LogD (pH = 7.4): 4.138313
• Log P: 6.639739
• Molar Refractivity: 132.6255 cm^3
• Polarizability: 53.23124 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥95% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C30H48O3