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pinostrobin
4H-1-benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (S)-

Supplier Sponsors

Name:(2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
CAS Number: 480-37-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-548-1
FDA UNII: SZD9LZS694
Nikkaji Web:J196.197G
Beilstein Number:270230
MDL:MFCD06858342
XlogP3-AA:3.10 (est)
Molecular Weight:270.28438000
Formula:C16 H14 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 494.00 to 495.00 °C. @ 760.00 mm Hg (est)
Flash Point: 372.00 °F. TCC ( 188.80 °C. ) (est)
logP (o/w): 3.591 (est)
Soluble in:
 water, 52.42 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Pinostrobin 98%
BOC Sciences
For experimental / research use only.
Pinostrobin >98%
Odor: characteristic
Use: Pinostrobin, which can be extracted from the herbs of Cajanus cajan, may be responsible for the anti-hemorrhagic and analgesic activity (peripheral analgesic activity) of Renealmia alpinia. It leads to depolarisation of the cell potential of endothelial Anti-hemorrhagic/analgesic
Coompo
For experimental / research use only.
Pinostrobin from Plants ≥99%
ExtraSynthese
For experimental / research use only.
Pinocembrin-7-methylether (HPLC) ≥90%
Santa Cruz Biotechnology
For experimental / research use only.
Pinostrobin ≥98%
Sigma-Aldrich
For experimental / research use only.
Pinostrobin ≥99.0% (TLC)
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for pinostrobin usage levels up to:
 not for fragrance use.
 
Recommendation for pinostrobin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :73201
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
Chemidplus:0000480375
 
References:
 (2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):73201
Pubchem (sid):135030423
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C16419
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
4H-1-benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (2S)-
4H-1-benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (S)-
(S)-2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyrone
(S)-2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one
(2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
(S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
(2S)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
5-hydroxy-7-methoxyflavanone
 pinocembrin-7-methyl ether
 pinocembrin-7-methylether
(-)-pinostrobin
 

Articles:

PubMed:Anti-staphylococcal activity of C-methyl flavanones from propolis of Australian stingless bees (Tetragonula carbonaria) and fruit resins of Corymbia torelliana (Myrtaceae).
PubMed:Pinostrobin and Cajanus lactone isolated from Cajanus cajan (L.) leaves inhibits TNF-α and IL-1β production: In vitro and in vivo experimentation.
PubMed:Probing the interaction of a therapeutic flavonoid, pinostrobin with human serum albumin: multiple spectroscopic and molecular modeling investigations.
PubMed:Flavonoids from the leaves of Carya cathayensis Sarg. inhibit vascular endothelial growth factor-induced angiogenesis.
PubMed:Variation in contents of main active components and antioxidant activity in leaves of different pigeon pea cultivars during growth.
PubMed:Quantification of three chiral flavonoids with reported bioactivity in selected licensed Canadian natural health products and US marketed dietary supplements.
PubMed:The antiproliferative effect of pinostrobin on human umbilical vein endothelial cells (HUVEC).
PubMed:Evaluation of biological activities of Alpinia mutica Roxb. and its chemical constituents.
PubMed:Rational discovery of dengue type 2 non-competitive inhibitors.
PubMed:Stereospecific analytical method development and preliminary in vivo pharmacokinetic characterization of pinostrobin in the rat.
PubMed:HPLC determination of the major active flavonoids and GC-MS analysis of volatile components of Dysphania graveolens (Amaranthaceae).
PubMed:Protective effects of pinostrobin on β-amyloid-induced neurotoxicity in PC12 cells.
PubMed:Cytotoxicity and antimicrobial activity of the methanol extract and compounds from Polygonum limbatum.
PubMed:[Chemical constituents of Carya cathayensis and their antitumor bioactivity].
PubMed:Antitumor constituents from the leaves of Carya cathayensis.
PubMed:A new hydrochalcone from Miliusa sinensis.
PubMed:¹H-NMR simultaneous identification of health-relevant compounds in propolis extracts.
PubMed:Determination of pinostrobin in rat plasma by LC-MS/MS: application to pharmacokinetics.
PubMed:The methanolic extract of Boesenbergia rotunda (L.) Mansf. and its major compound pinostrobin induces anti-ulcerogenic property in vivo: possible involvement of indirect antioxidant action.
PubMed:Highly enantioselective and efficient synthesis of flavanones including pinostrobin through the rhodium-catalyzed asymmetric 1,4-addition.
PubMed:[Determination of 5-hydroxy-7-methoxyflavan in Daemonorops draco by HPLC].
PubMed:Phytochemical and cytotoxic investigations of Alpinia mutica rhizomes.
PubMed:[Chemical constituents from seeds of Alpinia katsumadai, inhibition on NF-kappaB activation and anti-tumor effect].
PubMed:Activity investigation of pinostrobin towards herpes simplex virus-1 as determined by atomic force microscopy.
PubMed:Chemical composition of the SFE-CO extracts from Cajanus cajan (L.) Huth and their antimicrobial activity in vitro and in vivo.
PubMed:Pinostrobin from Cajanus cajan (L.) Millsp. inhibits sodium channel-activated depolarization of mouse brain synaptoneurosomes.
PubMed:Efficient microwave-assisted prenylation of pinostrobin and biological evaluation of its derivatives as antitumor agents.
PubMed:Ethnobotanical survey and cytotoxicity testing of plants of South-western Nigeria used to treat cancer, with isolation of cytotoxic constituents from Cajanus cajan Millsp. leaves.
PubMed:Bioactivity of flavonoids isolated from Lychnophora markgravii against Leishmania amazonensis amastigotes.
PubMed:Pinostrobin from Boesenbergia pandurata is an inhibitor of Ca2+-signal-mediated cell-cycle regulation in the yeast Saccharomyces cerevisiae.
PubMed:Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves.
PubMed:[Studies on chemical constituents and antibacterial activity from n-butanol extract of Sarcandra glabra].
PubMed:Negative ion 'chip-based' nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae).
PubMed:Docking of noncompetitive inhibitors into dengue virus type 2 protease: understanding the interactions with allosteric binding sites.
PubMed:Efficacy of extracting solvents to chemical components of kava (Piper methysticum) roots.
PubMed:Induction of apoptosis by ginger in HEp-2 cell line is mediated by reactive oxygen species.
PubMed:An unusual homoisoflavanone and a structurally-related dihydrochalcone from Polygonum ferrugineum (Polygonaceae).
PubMed:Inhibitory activity of cyclohexenyl chalcone derivatives and flavonoids of fingerroot, Boesenbergia rotunda (L.), towards dengue-2 virus NS3 protease.
PubMed:Pinostrobin--an anti-leukemic flavonoid from Polygonum lapathifolium L. ssp. nodosum (Pers.) Dans.
PubMed:DPPH free radical scavenger components from the fruits of Alpinia rafflesiana Wall. ex. Bak. (Zingiberaceae).
PubMed:Antiplasmodial constituents of Cajanus cajan.
PubMed:Trypanocidal activity of Lychnophora staavioides Mart. (Vernonieae, Asteraceae).
PubMed:Antiprotozoal activity of the constituents of Teloxys graveolens.
PubMed:Separation of some chiral flavanones by micellar electrokinetic chromatography.
PubMed:Pinostrobin from honey and Thai ginger (Boesenbergia pandurata): a potent flavonoid inducer of mammalian phase 2 chemoprotective and antioxidant enzymes.
PubMed:[Flavonoids from Beijing propolis].
PubMed:Novel compounds from Piper methysticum Forst (Kava Kava) roots and their effect on cyclooxygenase enzyme.
PubMed:Anti-inflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata.
PubMed:Structural analysis of a novel antimutagenic compound, 4-Hydroxypanduratin A, and the antimutagenic activity of flavonoids in a Thai spice, fingerroot (Boesenbergia pandurata Schult.) against mutagenic heterocyclic amines.
PubMed:Cytotoxic mechanism of flavonoid from Temu Kunci (Kaempferia pandurata) in cell culture of human mammary carcinoma.
PubMed:Effects of pinostrobin on estrogen metabolism and estrogen receptor transactivation.
PubMed:The effects of chrysin and pinostrobin, two flavonoids isolated from Teloxys graveolens leaves, on isolated guinea-pig ileum.
PubMed:Methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate, major insecticidal principle from Piper guanacastensis.
PubMed:Smooth muscle relaxing flavonoids and terpenoids from Conyza filaginoides.
PubMed:Redox intermediates of flavonoids and caffeic acid esters from propolis: an EPR spectroscopy and cyclic voltammetry study.
PubMed:[Flavonoids of Artemisia campestris, ssp. glutinosa].
PubMed:On the local anaesthetic action of propolis and some of its constituents.
 
Notes:
None found
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