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Details

Stereochemistry ACHIRAL
Molecular Formula C16H16O3
Molecular Weight 256.2964
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PTEROSTILBENE, (Z)-

SMILES

COC1=CC(\C=C/C2=CC=C(O)C=C2)=CC(OC)=C1

InChI

InChIKey=VLEUZFDZJKSGMX-ARJAWSKDSA-N
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-

HIDE SMILES / InChI
Pterostilbene is a naturally derived compound found primarily in blueberries and Pterocarpus marsupium heartwood. The multiple benefits of pterostilbene in the treatment and prevention of human disease have been attributed to its antioxidant, anti-inflammatory, and anti-carcinogenic properties leading to improved function of normal cells and inhibition of malignant cells. The antioxidant activity of pterostilbene has been implicated in anti-carcinogenesis, modulation of neurological disease, anti-inflammation, attenuation of vascular disease, and amelioration of diabetes. Pterostilbene increases LDL and reduces blood pressure in adults. Low doses of pterostilbene seem to hold some benefit for cognition.

Originator

Sources: DOI: 10.1016/S0031-9422(00)88430-7

Approval Year

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Pterostilbene, a new agonist for the peroxisome proliferator-activated receptor alpha-isoform, lowers plasma lipoproteins and cholesterol in hypercholesterolemic hamsters.
2005 May 4
Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.
2010 Dec 5
Pterostilbene is more potent than resveratrol in preventing azoxymethane (AOM)-induced colon tumorigenesis via activation of the NF-E2-related factor 2 (Nrf2)-mediated antioxidant signaling pathway.
2011 Mar 23
Resveratrol increases the expression and activity of the low density lipoprotein receptor in hepatocytes by the proteolytic activation of the sterol regulatory element-binding proteins.
2012 Feb
Genomic analysis of pterostilbene predicts its antiproliferative effects against pancreatic cancer in vitro and in vivo.
2012 Jun
Stilbenes and anthocyanins reduce stress signaling in BV-2 mouse microglia.
2013 Jun 26
Involvement of the Nrf2 pathway in the regulation of pterostilbene-induced apoptosis in HeLa cells via ER stress.
2014
In vitro and in vivo activities of pterostilbene against Candida albicans biofilms.
2014
Pterostilbene, a dimethyl ether derivative of resveratrol, reduces fat accumulation in rats fed an obesogenic diet.
2014 Aug 20
The stilbenes resveratrol, pterostilbene and piceid affect growth and stress resistance in mammalian cells via a mechanism requiring estrogen receptor beta and the induction of Mn-superoxide dismutase.
2014 Feb
A combination of pterostilbene with autophagy inhibitors exerts efficient apoptotic characteristics in both chemosensitive and chemoresistant lung cancer cells.
2014 Jan
Proteomic identification of pterostilbene-mediated anticancer activities in HepG2 cells.
2014 Jul 21
The berry constituents quercetin, kaempferol, and pterostilbene synergistically attenuate reactive oxygen species: involvement of the Nrf2-ARE signaling pathway.
2014 Oct
Pterostilbene Ameliorates Streptozotocin-Induced Diabetes through Enhancing Antioxidant Signaling Pathways Mediated by Nrf2.
2016 Jan 19
Patents

Sample Use Guides

50 mg or 125 mg twice daily for 6-8 weeks
Route of Administration: Oral
Pterostilbene inhibited the growth of normal fibroblasts in a dose-dependent manner similar to resveratrol (IC50 60 uM for both), and pterostilbene also caused cell cycle imbalance in a manner similar to that of resveratrol.
Name Type Language
PTEROSTILBENE, (Z)-
Common Name English
PHENOL, 4-((1Z)-2-(3,5-DIMETHOXYPHENYL)ETHENYL)-
Systematic Name English
CIS-PTEROSTILBENE
Common Name English
4-((1Z)-2-(3,5-DIMETHOXYPHENYL)ETHENYL)PHENOL
Systematic Name English
Code System Code Type Description
PUBCHEM
5320791
Created by admin on Sat Dec 16 01:55:58 GMT 2023 , Edited by admin on Sat Dec 16 01:55:58 GMT 2023
PRIMARY
CAS
441351-32-2
Created by admin on Sat Dec 16 01:55:58 GMT 2023 , Edited by admin on Sat Dec 16 01:55:58 GMT 2023
PRIMARY
FDA UNII
FBS8JQ0T3V
Created by admin on Sat Dec 16 01:55:58 GMT 2023 , Edited by admin on Sat Dec 16 01:55:58 GMT 2023
PRIMARY