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Merck

P1499

Pterostilbene

≥97% (HPLC), apoptosis inducer, solid

Synonyme(s) :

Pterocarpus marsupium, 3,5-Dimethoxy-4′-hydroxystilbene, 4-[(1E)-2-(3,5-Dimethoxyphenyl)ethenyl]phenol

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A propos de cet article

Formule empirique (notation de Hill) :
C16H16O3
Numéro CAS:
Poids moléculaire :
256.30
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
Storage condition:
protect from light
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Nom du produit

Pterostilbene, ≥97% (HPLC), solid

Quality Level

assay

≥97% (HPLC)

form

solid

storage condition

protect from light

solubility

DMSO: >20 mg/mL, H2O: insoluble

storage temp.

2-8°C

SMILES string

COc1cc(OC)cc(\C=C\c2ccc(O)cc2)c1

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+

InChI key

VLEUZFDZJKSGMX-ONEGZZNKSA-N

General description

Pterostilbene (trans-3,5-dimethoxy-4-hydroxystilbene), an antioxidant is an analogue of resveratrol. It is present in blueberries, tree wood and some types of grapes.

Application

Pterostilbene has been used:
  • to investigate its anti-oxidative stress activities and the involvement of the nuclear factor (erythroid-derived 2)-like 2 (Nrf2)-antioxidant response element (ARE) signaling pathway
  • to determine its effects on transcriptional activation of estrogen receptor-α (ERα) in hormone resistant breast cancer cells)
  • to study its effects on the cytotoxicity of 2-chloroethyl ethyl sulphide (CEES) in human epidermoid carcinoma cells (A-431) through MTT (3-[4,5-dimethylthiazol-2-yl]-2,5 diphenyl tetrazolium bromide)viability assay

Biochem/physiol Actions

Antioxidant, antiproliferative, apoptosis inducer, antihyperglycemic, antidiabetic.
Pterostilbene exhibits antineoplastic properties in some of the malignancies, hence it is considered as an active anticancer agent. It has the ability to stimulate apoptosis and block the viability of cell in estrogen-receptor positive and negative breast cancer cell lines.

Disclaimer

Air-sensitive


pictograms

CorrosionEnvironment

signalword

Danger

hcodes

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Ebselen analogues reduce 2-chloroethyl ethyl sulphide toxicity in A-431 cells
Pino M A, et al.
Arhiv za Higijenu Rada i Toksikologiju, 64(1), 77-86 (2013)
Victor Chia-Hsiang Lin et al.
Journal of agricultural and food chemistry, 60(25), 6399-6407 (2012-06-08)
Prostate cancer is one of the leading causes of cancer death in men in Western countries. Epidemiological studies have linked the consumption of fruits and vegetables to a reduced risk of prostate cancer, and small fruits are particularly rich sources
Wasamon Nutakul et al.
Journal of agricultural and food chemistry, 59(20), 10964-10970 (2011-09-23)
The effects of resveratrol and pterostilbene (two structurally related stilbene compounds) on three human colon cancer cells were systematically compared. Cell viability tests indicated that IC(50) values of pterostilbene were 2-5-fold lower than those of resveratrol in all three cancer



Numéro d'article de commerce international

RéférenceGTIN
P1499-10MG04061834355113