4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol

• ChemBase ID: 58448
• Molecular Formular: C16H16O3
• Molecular Mass: 256.29644
• Monoisotopic Mass: 256.10994437
• SMILES: c1c(cc(cc1OC)/C=C/c1ccc(cc1)O)OC
• Canonical SMILES: COc1cc(/C=C/c2ccc(cc2)O)cc(c1)OC
• InChI: InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
• InChIKey: VLEUZFDZJKSGMX-ONEGZZNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol; 4-[2-(3,5-dimethoxyphenyl)ethenyl]phenol
• IUPAC Traditional name: pterostilbene; 3',5'-dimethoxy-4-stilbenol
• Synonyms: 4-[(E)-2-(3,5-Dimethoxyphenyl)vinyl]phenol; 3',5'-Dimethoxy-4-stilbenol; 3,5-Dimethoxy-4'-hydroxy-E-stilbene; Pterostilbene; 3,5-Dimethoxy-4′-hydroxystilbene; 4-[(1E)-2-(3,5-Dimethoxyphenyl)ethenyl]phenol; Pterocarpus marsupium; Pterostilbene; 4-(3,5-Dimethoxystyryl)phenol

Database IDs

• CAS Number: 537-42-8
• MDL Number: MFCD00238710
• PubChem SID: 162063211; 24724573
• PubChem CID: 5281727
• CHEBI ID: 8630
• CHEMBL: 83527
• Chemspider ID: 4445042
• Wikipedia Title: Pterostilbene

CALCULATED PROPERTIES

• Acid pKa: 9.496138
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.6941354
• LogD (pH = 7.4): 3.6907325
• Log P: 3.694179
• Molar Refractivity: 76.4201 cm^3
• Polarizability: 29.155113 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• Storage Condition: protect from light
• Storage Warning: IRRITANT
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 41-51/53
• Safety Statements: 26-39-61; R
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H318-H411
• GHS Precautionary statements: P273-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (HPLC); 95+%
• Empirical Formula (Hill Notation): C16H16O3

DETAILS

Sigma Aldrich - P1499

Biochem/physiol Actions
Antioxidant, antiproliferative, apoptosis inducer, antihyperglycemic, antidiabetic.
Caution
Air-sensitive