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

• ChemBase ID: 154695
• Molecular Formular: C19H30O4
• Molecular Mass: 322.4391
• Monoisotopic Mass: 322.21440944
• SMILES: CCCCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O
• Canonical SMILES: CCCCCCC[C@@H](CC(=O)CCc1ccc(c(c1)OC)O)O
• InChI: InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1
• InChIKey: BCIWKKMTBRYQJU-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
• IUPAC Traditional name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
• Synonyms: (S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone; 8-Gingerol; [8]-Gingerol; 8-姜辣醇; 8-姜酮醇; 8-姜酚

Database IDs

• CAS Number: 23513-08-8
• MDL Number: MFCD00877794
• Beilstein Number: 2059802
• PubChem SID: 162248833
• PubChem CID: 168114

CALCULATED PROPERTIES

• Acid pKa: 9.945873
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.5056415
• LogD (pH = 7.4): 4.5044312
• Log P: 4.505657
• Molar Refractivity: 92.3112 cm^3
• Polarizability: 36.23875 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble1 mg/mL, clear, colorless
• Apperance: white to light yellow powder

Safety Information

• RTECS: JR4362000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H413
• GHS Precautionary statements: P280
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC); ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C19H30O4

DETAILS

Sigma Aldrich - G5923

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

Sigma Aldrich - 01514

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