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P1499

Sigma-Aldrich

Pterostilbene

≥97% (HPLC), solid

Synonym(s):

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

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10 MG
2.410,00 kr.

2.410,00 kr.

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10 MG
2.410,00 kr.

About This Item

Empirical Formula (Hill Notation):
C16H16O3
CAS Number:
537-42-8
Molecular Weight:
256.30
MDL number:
MFCD00238710
UNSPSC Code:
12352200
PubChem Substance ID:
24724573
NACRES:
NA.77

2.410,00 kr.

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Request a Bulk Order

Quality Level

100

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

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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.[1]

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[2]
  • to determine its effects on transcriptional activation of estrogen receptor-α (ERα) in hormone resistant breast cancer cells)[3]
  • 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[4]

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.[1]

Caution

Air-sensitive

Pictograms

CorrosionEnvironment
GHS05,GHS09

Signal Word

Danger

Hazard Statements

H318,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000237847
0000186194
036M4706V
015M4754V
101M4752V

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Shih-Chun Yang et al.
Frontiers in microbiology, 8, 1103-1103 (2017-07-01)
Pterostilbene is a methoxylated derivative of resveratrol originated from natural sources. We investigated the antibacterial activity of pterostilbene against drug-resistant
Hee Jeong Shin et al.
Molecules (Basel, Switzerland), 25(1) (2020-01-16)
Increasing studies have reported that cancer stem cells (CSCs) play critical roles in therapeutic resistance, recurrence, and metastasis of tumors, including cervical cancer. Pterostilbene, a dimethylated derivative of resveratrol, is a plant polyphenol compound with potential chemopreventive activity. However, the
Jaewon Chang et al.
Neurobiology of aging, 33(9), 2062-2071 (2011-10-11)
Recent studies have implicated resveratrol and pterostilbene, a resveratrol derivative, in the protection against age-related diseases including Alzheimer's disease (AD). However, the mechanism for the favorable effects of resveratrol in the brain remains unclear and information about direct cross-comparisons between
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
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