(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosan-17-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

• ChemBase ID: 304829
• Molecular Formular: C39H56O4
• Molecular Mass: 588.85954
• Monoisotopic Mass: 588.41786027
• SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2([C@H](CC1)[C@@H]1[C@](CC2)(CO)CC[C@H]1C(=C)C)C)C)C)(C)C)OC(=O)/C=C/c1ccc(cc1)O
• Canonical SMILES: OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)OC(=O)/C=C/c1ccc(cc1)O)C(=C)C
• InChI: InChI=1S/C39H56O4/c1-25(2)28-16-21-39(24-40)23-22-37(6)29(34(28)39)13-14-31-36(5)19-18-32(35(3,4)30(36)17-20-38(31,37)7)43-33(42)15-10-26-8-11-27(41)12-9-26/h8-12,15,28-32,34,40-41H,1,13-14,16-24H2,2-7H3/b15-10+/t28-,29+,30-,31+,32-,34+,36-,37+,38+,39+/m0/s1
• InChIKey: FKTQBZHKUPHHSC-LNVBJZNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosan-17-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
• IUPAC Traditional name: (1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosan-17-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
• Synonyms: 3-O-(E)-p-Coumaroylbetulin

Database IDs

• CAS Number: 144424-80-6

CALCULATED PROPERTIES

• Acid pKa: 9.398614
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 8.897547
• LogD (pH = 7.4): 8.893291
• Log P: 8.897601
• Molar Refractivity: 174.2316 cm^3
• Polarizability: 69.05679 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder