(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

• ChemBase ID: 154865
• Molecular Formular: C21H34O4
• Molecular Mass: 350.49226
• Monoisotopic Mass: 350.24570957
• SMILES: CCCCCCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O
• Canonical SMILES: CCCCCCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O
• InChI: InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1
• InChIKey: AIULWNKTYPZYAN-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
• IUPAC Traditional name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
• Synonyms: (S)- 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone; 10-Gingerol; [10]-Gingerol

Database IDs

• CAS Number: 23513-15-7
• MDL Number: MFCD01682694
• PubChem SID: 162249003
• PubChem CID: 168115

CALCULATED PROPERTIES

• Acid pKa: 9.945873
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.394779
• LogD (pH = 7.4): 5.3935685
• Log P: 5.3947945
• Molar Refractivity: 101.5132 cm^3
• Polarizability: 39.922348 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: methanol: soluble5 mg/mL, clear, colorless
• Apperance: white powder
• Flash Point: 166 °C; 330.8 °F

Safety Information

• RTECS: XB8720000
• German water hazard class: 3
• GHS Hazard statements: H413
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥94.0% (HPLC); ≥95% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C21H34O4

DETAILS

Sigma Aldrich - G5798

Biochem/physiol Actions
[10]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.1

Sigma Aldrich - 42630

Biochem/physiol Actions
[10]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.1