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

• ChemBase ID: 129150
• Molecular Formular: C30H52O3
• Molecular Mass: 460.73208
• Monoisotopic Mass: 460.39164552
• SMILES: CC(=CCCC(C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]1[C@]2(CC[C@@H]2[C@@]1(CC[C@@H](C2(C)C)O)C)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)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)(O)C)C
• InChI: InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30-/m0/s1
• InChIKey: PYXFVCFISTUSOO-HKUCOEKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,7R,10R,11R,14S,15R,16R)-14-[(2S)-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-5,16-diol
• IUPAC Traditional name: protopanaxadiol
• Synonyms: Dammar-24-ene-3β,12β,20-triol; Protopanaxadiol; Protopanaxadiol

Database IDs

• CAS Number: 7755-01-3
• MDL Number: MFCD12032048
• PubChem SID: 162223447
• PubChem CID: 11213350
• Wikipedia Title: Protopanaxadiol

CALCULATED PROPERTIES

• Acid pKa: 14.5303955
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.5319376
• LogD (pH = 7.4): 5.5319376
• Log P: 5.5319376
• Molar Refractivity: 137.2359 cm^3
• Polarizability: 54.697117 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: methanol: soluble5 mg/mL, clear, colorless
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C30H52O3

DETAILS

Sigma Aldrich - P0031

General description
A ginsenoside metabolite that has been linked to endothelial cell function via the glucocortoid receptor (GR) and the oestrogen receptor (ER).1