Home Other Building Blocks 22139-77-1
22139-77-1,MFCD00210544
Catalog No.:AA00360L

22139-77-1 | Pinosylvin

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$53.00   $37.00
- +
5mg
97.0% (HPLC)
in stock  
$104.00   $73.00
- +
10mg
97.0% (HPLC)
in stock  
$134.00   $94.00
- +
25mg
97.0% (HPLC)
in stock  
$216.00   $152.00
- +
50mg
97.0% (HPLC)
in stock  
$322.00   $225.00
- +
100mg
97.0% (HPLC)
in stock  
$497.00   $348.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00360L
Chemical Name:
Pinosylvin
CAS Number:
22139-77-1
Molecular Formula:
C14H12O2
Molecular Weight:
212.2439
MDL Number:
MFCD00210544
SMILES:
Oc1cc(/C=C/c2ccccc2)cc(c1)O
NSC Number:
362430
Properties
Properties
 
BP:
412.491°C at 760 mmHg  
Form:
Solid  
MP:
155.5-156°  
Refractive Index:
1.6000 (estimate)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
221  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
3.5  

Downstream Synthesis Route

[1]Lindstedt[ActaChemicaScandinavica(1947),1949,vol.3,p.912]

[1]Erdtman[JustusLiebigsAnnalenderChemie,1939,vol.539,p.116,125]

[1]Erdtman[JustusLiebigsAnnalenderChemie,1939,vol.539,p.116,125]

[1]Ali;Kondo;Tsuda[ChemicalandPharmaceuticalBulletin,1992,vol.40,#5,p.1130-1136]

[1]Eräsalo,Heikki;Hämäläinen,Mari;Leppänen,Tiina;Mäki-Opas,Ilari;Laavola,Mirka;Haavikko,Raisa;Yli-Kauhaluoma,Jari;Moilanen,Eeva[JournalofNaturalProducts,2018,vol.81,#5,p.1131-1142]

[2]Ali;Kondo;Tsuda[ChemicalandPharmaceuticalBulletin,1992,vol.40,#5,p.1130-1136]

Literature

Title: Suppression of Src/ERK and GSK-3/β-catenin signaling by pinosylvin inhibits the growth of human colorectal cancer cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20130501

Title: The natural stilbenoid pinosylvin and activated neutrophils: effects on oxidative burst, protein kinase C, apoptosis and efficiency in adjuvant arthritis.

Journal: Acta pharmacologica Sinica 20121001

Title: Antimetastatic activity of pinosylvin, a natural stilbenoid, is associated with the suppression of matrix metalloproteinases.

Journal: The Journal of nutritional biochemistry 20120801

Title: Resveratrol as a kcat type inhibitor for tyrosinase: potentiated melanogenesis inhibitor.

Journal: Bioorganic & medicinal chemistry 20120115

Title: Bioactivity guided isolation of anticancer constituents from leaves of Alnus sieboldiana (Betulaceae).

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110415

Title: Biological activity of peanut (Arachis hypogaea) phytoalexins and selected natural and synthetic Stilbenoids.

Journal: Journal of agricultural and food chemistry 20110309

Title: Methoxylation of resveratrol: effects on induction of NAD(P)H quinone-oxidoreductase 1 (NQO1) activity and growth inhibitory properties.

Journal: Bioorganic & medicinal chemistry letters 20110201

Title: Pinosylvin suppresses LPS-stimulated inducible nitric oxide synthase expression via the MyD88-independent, but TRIF-dependent downregulation of IRF-3 signaling pathway in mouse macrophage cells.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20110101

Title: Nuclear factor E2-related factor 2-mediated induction of NAD(P)H:quinone oxidoreductase 1 by 3,5-dimethoxy-trans-stilbene.

Journal: Journal of pharmacological sciences 20110101

Title: [Synthesis and HIV-1 inhibitory activity of natural products isolated from Gnetum parvifolium and their analogues].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20101201

Title: In vivo effect of pinosylvin and pterostilbene in the animal model of adjuvant arthritis.

Journal: Neuro endocrinology letters 20100101

Title: Formation of reactive oxygen and nitrogen species in the presence of pinosylvin - an analogue of resveratrol.

Journal: Neuro endocrinology letters 20100101

Title: Complexation of pinosylvin, an analogue of resveratrol with high antifungal and antimicrobial activity, by different types of cyclodextrins.

Journal: Journal of agricultural and food chemistry 20091111

Title: Antioxidant-based lead discovery for cancer chemoprevention: the case of resveratrol.

Journal: Journal of medicinal chemistry 20090409

Title: Wounding response in xylem of Scots pine seedlings shows wide genetic variation and connection with the constitutive defence of heartwood.

Journal: Tree physiology 20090101

Title: Structure-efficiency relationship in derivatives of stilbene. Comparison of resveratrol, pinosylvin and pterostilbene.

Journal: Neuro endocrinology letters 20081001

Title: Isolation and identification of cytotoxic compounds from the wood of Pinus resinosa.

Journal: Phytotherapy research : PTR 20080701

Title: [Studies on chemical constituents of rhizome of Matteuccia struthiopteris].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080701

Title: Interaction of stilbene compounds with human and rainbow trout estrogen receptors.

Journal: Environmental toxicology and chemistry 20080201

Title: Vibrational spectroscopy of resveratrol.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071101

Title: Quinone reductase induction activity of methoxylated analogues of resveratrol.

Journal: European journal of medicinal chemistry 20070601

Title: High-performance liquid chromatographic analysis of pterostilbene in biological fluids using fluorescence detection.

Journal: Journal of pharmaceutical and biomedical analysis 20070104

Title: Pharmacokinetics of selected stilbenes: rhapontigenin, piceatannol and pinosylvin in rats.

Journal: The Journal of pharmacy and pharmacology 20061101

Title: Involvement of nuclear factor-kappaB in the inhibition of pro-inflammatory mediators by pinosylvin.

Journal: Planta medica 20060701

Title: Screening analyses of pinosylvin stilbenes, resin acids and lignans in Norwegian conifers.

Journal: Molecules (Basel, Switzerland) 20060131

Title: Pharmacometrics of stilbenes: seguing towards the clinic.

Journal: Current clinical pharmacology 20060101

Title: Determination and assay validation of pinosylvin in rat serum: application to drug metabolism and pharmacokinetics.

Journal: Journal of pharmaceutical and biomedical analysis 20050601

Title: Antibacterial and antifungal activity of pinosylvin, a constituent of pine.

Journal: Fitoterapia 20050301

Title: Inhibition of leukotriene biosynthesis by stilbenoids from Stemona species.

Journal: Journal of natural products 20050101

Title: Synthesis and inhibitory effects of pinosylvin derivatives on prostaglandin E2 production in lipopolysaccharide-induced mouse macrophage cells.

Journal: Bioorganic & medicinal chemistry letters 20041206

Title: A UV resonance Raman (UVRR) spectroscopic study on the extractable compounds in Scots pine (Pinus sylvestris) wood. Part II. Hydrophilic compounds.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20041101

Title: New stilbene derivatives from Calligonum leucocladum.

Journal: Journal of natural products 20040601

Title: Antifungal activity of stilbenes in in vitro bioassays and in transgenic Populus expressing a gene encoding pinosylvin synthase.

Journal: Plant cell reports 20040301

Title: Taxonomic significance of flavonoid variation in temperate species of Nothofagus.

Journal: Phytochemistry 20030401

Title: Antifungal stilbenoids from Stemona collinsae.

Journal: Journal of natural products 20020601

Title: Induction of discolored wood in Scots pine (Pinus sylvestris).

Journal: Tree physiology 20020401

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:22139-77-1 Molecular Formula|22139-77-1 MDL|22139-77-1 SMILES|22139-77-1 Pinosylvin