PTEROSTILBENE

Investigational

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 Search

SMILES

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

InChI

InChIKey=VLEUZFDZJKSGMX-ONEGZZNKSA-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

Molecular Formula	C16H16O3
Molecular Weight	256.2964
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23691264 | https://www.ncbi.nlm.nih.gov/pubmed/25057276 | https://examine.com/supplements/pterostilbene/

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.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Cyclooxygenase-1 131 Target ID: CHEMBL2649 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12033810	Inhibitor 8504	19.8 µM [IC50]
Cyclooxygenase-2 201 Target ID: CHEMBL4321 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12033810	Inhibitor 8504	83.9 µM [IC50]
Oxidative Stress 162 Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12033810 \| https://www.ncbi.nlm.nih.gov/pubmed/23691264	Inhibitor 8504
p38 MAPK Signaling Pathway 5 Target ID: WP400 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19549798	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Hypertension 575 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25057276	Primary	Phase III 665	Unknown Approved Use Unknown
Colon cancer 66 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25745778 https://www.ncbi.nlm.nih.gov/pubmed/21936500 https://www.ncbi.nlm.nih.gov/pubmed/20061362 https://www.ncbi.nlm.nih.gov/pubmed/19549798 https://www.ncbi.nlm.nih.gov/pubmed/17200374	Preventing	Preclinical	Unknown Approved Use Unknown
Pancreatic cancer 98 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22450950 https://www.ncbi.nlm.nih.gov/pubmed/20140535 https://www.ncbi.nlm.nih.gov/pubmed/22583593	Primary	Preclinical	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P00IA1G	https://www.1pchem.com/search?query=1P00IA1G
A2B Chem	AI52020	http://a2bchem.com/prod/AI52020
AA Blocks	AA00I9I0	http://aablocks.com/goods/Goods/detail?id=AA00I9I0
AK Scientific	J10149	https://aksci.com/item_detail.php?cat=J10149
AK Scientific	J92513	https://aksci.com/item_detail.php?cat=J92513
AK Scientific	X0056	https://aksci.com/item_detail.php?cat=X0056
Alfa Chemistry	ACM18259159	http://www.alfa-chemistry.com/search.aspx?q=ACM18259159
Alfa Chemistry	ACM537428	http://www.alfa-chemistry.com/search.aspx?q=ACM537428
Alinda	ALBB-013778	http://alinda.ru/finechem_en_.html?i=ALBB-013778
Ambeed	A181866	http://www.ambeed.com/search/Search.html?keyword=A181866
ApexBio Technology	N2126	https://www.apexbt.com/catalogsearch/result/?q=N2126
Apollo Scientific	BIP1700	http://www.apolloscientific.co.uk/chemical_results.php?qstext=BIP1700&product_group=%25&search_fieldname=header_search
AstaTech	40030	http://astatechinc.com/CPSResult.php?CRNO=40030
Biopurify Phytochemicals	BP1175	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1175&searchhtmp=simplesearch&t=1
BioSynth	W-203025	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/W-203025
BOC Sciences	537-42-8	http://www.bocsci.com/description.asp?cas=537-42-8
Cayman Chemical	13000	http://www.caymanchem.com/app/template/Product.vm/catalog/13000
Chem Scene	CS-W008773	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-W008773
ChemDiv	BB55-7324	http://chemistryondemand.com:8080/eShop/search_results.jsp?idnumber=BB55-7324
Chemodex	P0234	http://www.chemodex.com/products/P0234
ChemShuttle	120029	https://www.chemshuttle.com/catalogsearch/result/?q=120029
Combi-Blocks	QB-9140	http://www.combi-blocks.com/cgi-bin/find.cgi?QB-9140
Debye Scientific	DB-030291	https://www.debyesci.com/index.php?id=product&ext[cno]=DB-030291
eMolecules	105346334	https://orderbb.emolecules.com/search/#?query=105346334
eMolecules	206845142	https://orderbb.emolecules.com/search/#?query=206845142
eMolecules	593240	https://orderbb.emolecules.com/search/#?query=593240
eNovation Chemicals	D378132	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D378132&searchbtn.x=0&searchbtn.y=0
Hairui	HR114733	http://www.hairuichem.com/en/product/search.do?q=HR114733
Hairui	HR143116	http://www.hairuichem.com/en/product/search.do?q=HR143116
KeyOrganics	AS-13710	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-13710
Lab Network	LN00162837	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00162837
Lab Seeker	SC-19955	http://www.labseeker.com/search.php?keywords=SC-19955&category=0
LabSeeker	SC-19955	http://www.labseeker.com/search.php?keywords=SC-19955&category=0
Matrix Scientific	63629	http://www.matrixscientific.com/063629.html
mcule	MCULE-6197289487	https://mcule.com/MCULE-6197289487/
mcule	MCULE-9355292115	https://mcule.com/MCULE-9355292115/
MedChem Express	HY-N0828	https://www.medchemexpress.com/search.html?q=HY-N0828&ft=&fa=&fp=
Molnova	M14912	https://www.molnova.com/en/serch-list.html?keywords=M14912
MolPort	MolPort-000-881-877	https://www.molport.com/shop/molecule-link/MolPort-000-881-877
MuseChem	R026603	https://www.musechem.com/product/R026603.html
Oakwood	93412	http://www.oakwoodchemical.com/ProductsList.aspx?txtSearch=093412
PI Chemicals	PI-18656	http://www.pipharm.com/catalog_products/PI-18656.html
Ryan Scientific	LY310762	https://ryansci.com/products?q=LY310762&list_q=&search_type=exact
ShangHai Biochempartner	BCP22675	http://www.biochempartner.com/search_BCP22675
TargetMol	BBP03906	https://www.targetmol.com/search?keyword=BBP03906
TargetMol	T2888	https://www.targetmol.com/search?keyword=T2888
Tetrahedron	TS22731	http://www.thsci.com/search.do?q=TS22731
Tetrahedron	TS39985	http://www.thsci.com/search.do?q=TS39985
W&J PharmaChem	50C455753	http://wjpharmachem.com/new/searcht.php?keyword=50C455753
Wonderchem	WD06B0K	http://www.wonder-chem.com/search.html?text=WD06B0K

PubMed

Title	Date	PubMed
Pterostilbene Ameliorates Streptozotocin-Induced Diabetes through Enhancing Antioxidant Signaling Pathways Mediated by Nrf2.	2016-01-19	26700463
The berry constituents quercetin, kaempferol, and pterostilbene synergistically attenuate reactive oxygen species: involvement of the Nrf2-ARE signaling pathway.	2014-10	25111660
Pterostilbene, a dimethyl ether derivative of resveratrol, reduces fat accumulation in rats fed an obesogenic diet.	2014-08-20	25083823
Proteomic identification of pterostilbene-mediated anticancer activities in HepG2 cells.	2014-07-21	24936659
Synergistic induction of human cathelicidin antimicrobial peptide gene expression by vitamin D and stilbenoids.	2014-03	24039193
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.	2014-02	24361291
A combination of pterostilbene with autophagy inhibitors exerts efficient apoptotic characteristics in both chemosensitive and chemoresistant lung cancer cells.	2014-01	24154491
Involvement of the Nrf2 pathway in the regulation of pterostilbene-induced apoptosis in HeLa cells via ER stress.	2014	25341683
In vitro and in vivo activities of pterostilbene against Candida albicans biofilms.	2014	24514088
Differences in the glucuronidation of resveratrol and pterostilbene: altered enzyme specificity and potential gender differences.	2014	23965644
3,5,4'-Trimethoxystilbene, a natural methoxylated analog of resveratrol, inhibits breast cancer cell invasiveness by downregulation of PI3K/Akt and Wnt/β-catenin signaling cascades and reversal of epithelial-mesenchymal transition.	2013-11-01	23921149
The molecular basis for the inhibition of phosphodiesterase-4D by three natural resveratrol analogs. Isolation, molecular docking, molecular dynamics simulations, binding free energy, and bioassay.	2013-10	23871879
Stilbenes and anthocyanins reduce stress signaling in BV-2 mouse microglia.	2013-06-26	23731018
Pterostilbene induces mitochondrially derived apoptosis in breast cancer cells in vitro.	2013-04	22572619
Pterostilbene exerts antitumor activity against human osteosarcoma cells by inhibiting the JAK2/STAT3 signaling pathway.	2013-02-08	23313376
Pterostilbene, a natural analogue of resveratrol, potently inhibits 7,12-dimethylbenz[a]anthracene (DMBA)/12-O-tetradecanoylphorbol-13-acetate (TPA)-induced mouse skin carcinogenesis.	2012-11	22842666
Inhibition of nitric oxide and inflammatory cytokines in LPS-stimulated murine macrophages by resveratrol, a potent proteasome inhibitor.	2012-07-10	22698256
Genomic analysis of pterostilbene predicts its antiproliferative effects against pancreatic cancer in vitro and in vivo.	2012-06	22450950
3,5-dibenzyloxy-4'-hydroxystilbene induces early caspase-9 activation during apoptosis in human K562 chronic myelogenous leukemia cells.	2012-02	22293408
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.	2012-02	22153697
Resveratrol modulates MED28 (Magicin/EG-1) expression and inhibits epidermal growth factor (EGF)-induced migration in MDA-MB-231 human breast cancer cells.	2011-11-09	21942447
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.	2011-03-23	21355597
Suppression of Heregulin-β1/HER2-Modulated Invasive and Aggressive Phenotype of Breast Carcinoma by Pterostilbene via Inhibition of Matrix Metalloproteinase-9, p38 Kinase Cascade and Akt Activation.	2011	19617202
Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.	2010-12-05	20869355
Pterostilbene inhibits colorectal aberrant crypt foci (ACF) and colon carcinogenesis via suppression of multiple signal transduction pathways in azoxymethane-treated mice.	2010-08-11	20681671
In vitro evaluation of the cytotoxic, anti-proliferative and anti-oxidant properties of pterostilbene isolated from Pterocarpus marsupium.	2010-06	20152895
Pterostilbene, a natural dimethylated analog of resveratrol, inhibits rat aortic vascular smooth muscle cell proliferation by blocking Akt-dependent pathway.	2009-10-06	20398797
Anti-inflammatory action of pterostilbene is mediated through the p38 mitogen-activated protein kinase pathway in colon cancer cells.	2009-07	19549798
Pterostilbene inhibited tumor invasion via suppressing multiple signal transduction pathways in human hepatocellular carcinoma cells.	2009-07	19447859
Natural polyphenols facilitate elimination of HT-29 colorectal cancer xenografts by chemoradiotherapy: a Bcl-2- and superoxide dismutase 2-dependent mechanism.	2008-10	18852136
Pterostilbene is equally potent as resveratrol in inhibiting 12-O-tetradecanoylphorbol-13-acetate activated NFkappaB, AP-1, COX-2, and iNOS in mouse epidermis.	2008-06	18551458
Nitric oxide mediates natural polyphenol-induced Bcl-2 down-regulation and activation of cell death in metastatic B16 melanoma.	2007-02-02	17135264
Effect of natural analogues of trans-resveratrol on cytochromes P4501A2 and 2E1 catalytic activities.	2006-04	16684708
Pterostilbene, a new agonist for the peroxisome proliferator-activated receptor alpha-isoform, lowers plasma lipoproteins and cholesterol in hypercholesterolemic hamsters.	2005-05-04	15853379

Patents

Sample Use Guides

In Vivo Use Guide

50 mg or 125 mg twice daily for 6-8 weeks

Route of Administration: Oral

In Vitro Use Guide

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:01:08 GMT 2025` Edited by `admin` on `Mon Mar 31 22:01:08 GMT 2025`
Record UNII	26R60S6A5I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PTEROSTILBENE, (E)-

Preferred Name

English

PTEROSTILBENE

Common Name

English

PHENOL, 4-((1E)-2-(3,5-DIMETHOXYPHENYL)ETHENYL)-

Systematic Name

English

Pterostilbene [WHO-DD]

Common Name

English

3,5-DIMETHOXY-4'-HYDROXY-TRANS-STILBENE

Systematic Name

English

EH-301 COMPONENT PTEROSTILBENE

Common Name

English

TRANS-PTEROSTILBENE

Common Name

English

4-((1E)-2-(3,5-DIMETHOXYPHENYL)ETHENYL)PHENOL

Systematic Name

English

TRANS-3,5-DIMETHOXY-4'-HYDROXYSTILBENE

Systematic Name

English

Classification Tree Code System Code

DSLD

1717 (Number of products:177)