EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

pectolinarigenin
flavone, 5,7-dihydroxy-4',6-dimethoxy- (8CI)

Supplier Sponsors

Name:5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
CAS Number: 520-12-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-286-0
FDA UNII: 4U3UZ1K35N
Nikkaji Web:J6.599D
XlogP3:2.00 (est)
Molecular Weight:314.29378000
Formula:C17 H14 O6
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
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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
Melting Point: 221.00 °C. @ 760.00 mm Hg
Boiling Point: 565.50 °C. @ 760.00 mm Hg (est)
Flash Point: 414.00 °F. TCC ( 212.30 °C. ) (est)
logP (o/w): 2.640 (est)
Soluble in:
 water, 17.64 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Pectolinarigenin
Coompo
For experimental / research use only.
Pectolinarigenin from Plants ≥96%
Odor: characteristic
Use: Pectolinarin and pectolinarigenin also increased activity levels of glutathione (GSH), glutathione reductase (GR), gamma-glutamylcysteine synthetase (GCS) and glutathione S-transferase (GST), as well as superoxide dismutase (SOD). The significant effect was only seen in SOD activity. This suggests that the two components exhibit hepatoprotective activity mainly via SOD antioxidant mechanism. Pectolinarigenin strongly inhibited cyclooxygenase-2 (COX-2)-mediated prostaglandin E2 (PGE2) and 5-lipoxygenase (5-LOX)-mediated leukotriene (LT) production at >1 microM, indicating that it is a dual inhibitor of COX-2/5-LOX. However, pectolinarigenin did not affect COX-2 expression or nuclear transcription factor (NF-kappaB) activation. In addition, in vivo studies demonstrated that oral administration of these two compounds at 20-100 mg/kg resulted in similar inhibitory activities against several animal models of inflammation/allergy: arachidonic acid-induced mouse ear edema, carrageenan-induced mouse paw edema and passive cutaneous anaphylaxis. All of these results suggest that pectolinarigenin and pectolinarin possess anti-inflammatory activity and that they may inhibit eicosanoid formation in inflammatory lesions. These activities certainly contribute to the anti-inflammatory mechanism of C. chanroenicum.
 
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 pectolinarigenin usage levels up to:
 not for fragrance use.
 
Recommendation for pectolinarigenin 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 :5320438
National Institute of Allergy and Infectious Diseases:Data
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
Chemidplus:0000520127
 
References:
 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5320438
Pubchem (sid):135025511
 
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):C17784
HMDB (The Human Metabolome Database):Search
FooDB:FDB005736
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
 cirsium japonicum
Search Trop Picture
 sunflower plant
Search Trop Picture
 tarragon plant
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-
5,7-dihydroxy-4',6-dimethoxyflavone
4,5-dihydroxy-6-methoxy-2-(4-methoxy-phenyl)-chromen-7-one
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
5,7-dihydroxy-6,4'-dimethoxyflavone
 flavone, 5,7-dihydroxy-4',6-dimethoxy-
 flavone, 5,7-dihydroxy-4',6-dimethoxy- (8CI)
6-methoxyacacetin
 pectolinarin
 pectolinaringenin
 

Articles:

PubMed:Flavonoids of Dikamali: A phytochemical reinvestigation.
PubMed:Simultaneous quantification and validation of caffeoylquinic acids and flavonoids in Hemistepta lyrata and peroxynitrite-scavenging activity.
PubMed:Antioxidant and anti-cholinesterase activity of Globularia meridionalis extracts and isolated constituents.
PubMed:Anti-inflammatory activities of eleven Centaurea species occurring in the Carpathian Basin.
PubMed:Larvicidal activity of pectolinaringenin from Clerodendrum phlomidis L. against Culex quinquefasciatus Say and Aedes aegypti L. (Diptera: Culicidae).
PubMed:Three new flavonoid glycosides, byzantionoside B 6'-O-sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula.
PubMed:Anti-leishmanial effects of purified compounds from aerial parts of Baccharis uncinella C. DC. (Asteraceae).
PubMed:Anti-inflammatory activity of pectolinarigenin and pectolinarin isolated from Cirsium chanroenicum.
PubMed:In vitro biological evaluation of novel 7-O-dialkylaminoalkyl cytotoxic pectolinarigenin derivatives against a panel of human cancer cell lines.
PubMed:Anti-inflammatory and immunosuppressive effect of flavones isolated from Artemisia vestita.
PubMed:Pectolinarin and Pectolinarigenin of Cirsium setidens Prevent the Hepatic Injury in Rats Caused by D-Galactosamine via an Antioxidant Mechanism.
PubMed:Insect antifeedant compounds from Nothofagus dombeyi and N. pumilio.
PubMed:Iridoids from Globularia dumulosa.
PubMed:Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship.
PubMed:Spasmolytic effects of baccharis conferta and some of its constituents.
PubMed:New eudesmane sesquiterpene and other constituents from Artemisia mongolica.
PubMed:Determination of the structure for polysubstituted flavonoid and 6-C-glucosyl flavonoids using 13C-1H long range couplings.
PubMed:A chalcone glycoside from Clerodendron phlomidis.
PubMed:New Flavonoid Glycosides from Arnicae Flos DAB 91.
PubMed:Methylated Flavonoids from Arnica montana and Arnica chamissonis.
 
Notes:
from cirsium japonicum d. c..
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