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P1499

Sigma-Aldrich

Pterostilbene

≥97% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C16H16O3
Numéro CAS:
537-42-8
Poids moléculaire :
256.30
Numéro MDL:
MFCD00238710
Code UNSPSC :
12352200
ID de substance PubChem :
24724573
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥97% (HPLC)

Forme

solid

Conditions de stockage

protect from light

Solubilité

DMSO: >20 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

VLEUZFDZJKSGMX-ONEGZZNKSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.
Antioxidant, antiproliferative, apoptosis inducer, antihyperglycemic, antidiabetic.

Attention

Air-sensitive

Pictogrammes

CorrosionEnvironment
GHS05,GHS09

Mention d'avertissement

Danger

Mentions de danger

H318,H411

Classification des risques

Aquatic Chronic 2 - Eye Dam. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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A novel combinatorial epigenetic therapy using resveratrol and pterostilbene for restoring estrogen receptor-alpha (ER alpha) expression in ER alpha-negative breast cancer cells
Kala R and Tollefsbol T O
PLoS ONE, 11(5), e0155057-e0155057 (2016)
Keitaro Hagiwara et al.
Scientific reports, 2, 314-314 (2012-03-17)
It is well known that natural products are a rich source of compounds for applications in medicine, pharmacy, and biology. However, the exact molecular mechanisms of natural agents in human health have not been clearly defined. Here, we demonstrate for
Wei Wen et al.
Scientific reports, 7(1), 12754-12754 (2017-10-08)
Endometrial cancer is the most common gynecologic cancer in the United States and its incidence and mortality has been rising over the past decade. Few treatment options are available for patients with advanced and recurring endometrial cancers. Novel therapies, which
Rei Wakimoto et al.
Anticancer research, 37(11), 6153-6159 (2017-10-25)
Although pterostilbene, a natural analog of resveratrol, has potent antitumor activity against several human cancer types, the possible inhibitory mechanisms against subtypes of human breast cancer with different hormone receptor and human epidermal growth factor receptor 2 (HER2) status remain
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
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