(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-14-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.02,7.011,15]heptadecane-5,8,16-triol

• ChemBase ID: 129151
• Molecular Formular: C30H52O4
• Molecular Mass: 476.73148
• Monoisotopic Mass: 476.38656014
• SMILES: CC(=CCCC(C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]1[C@]2(C[C@@H]([C@@H]2[C@@]1(CC[C@@H](C2(C)C)O)C)O)C)O)C)O)C
• Canonical SMILES: CC(=CCCC([C@H]1CC[C@@]2([C@@H]1[C@H](O)C[C@H]1[C@@]2(C)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)O)C)(O)C)C
• InChI: InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30+/m0/s1
• InChIKey: SHCBCKBYTHZQGZ-DLHMIPLTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-14-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,8,16-triol
• IUPAC Traditional name: protopanaxatriol
• Synonyms: (20R)-Dammar-24-ene-3β,6α,12β,20-tetrol; Protopanaxatriol

Database IDs

• CAS Number: 1453-93-6
• PubChem SID: 162223448
• PubChem CID: 9847853
• Wikipedia Title: Protopanaxatriol

CALCULATED PROPERTIES

• Acid pKa: 14.207891
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 4.223173
• LogD (pH = 7.4): 4.223173
• Log P: 4.223173
• Molar Refractivity: 138.8284 cm^3
• Polarizability: 55.30444 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true