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

ginkgetin
ginkgetin 7''-O-b-D-glucopyranoside

Supplier Sponsors

CAS Number: 481-46-9Picture of molecule3D/inchi
FDA UNII: HY5EZW8269
Nikkaji Web:J92.485G
XlogP3-AA:5.70 (est)
Molecular Weight:566.51934000
Formula:C32 H22 O10
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
Boiling Point: 863.70 °C. @ 760.00 mm Hg (est)
Flash Point: 549.00 °F. TCC ( 287.20 °C. ) (est)
logP (o/w): 4.450 (est)
Soluble in:
 water, 0.002419 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.
Ginkgetin 98%
BOC Sciences
For experimental / research use only.
Ginkgetin >98%
Odor: characteristic
Use: Ginkgetin is a natural biflavonoid isolated from leaves of Ginkgo biloba L. According to reports, it has anti-inflammatory and anti-cancer effects.
Coompo
For experimental / research use only.
Ginkgetin from Plants ≥96%
Odor: characteristic
Use: Shows CAMP-phosphodiesterase inhibitory activity. Ginkgetin was previously reported to be a phospholipase A(2) inhibitor and this compound showed the potent antiarthritic activity in rat adjuvant-induced arthritis as well as analgesic activity. Ginkgetin inhibits COX-2 dependent phases of prostaglandin D(2) (PGD(2)) generation in bone marrow-derived mast cells (BMMC) in a concentration-dependent manner with IC(50) values of 0.75 microM. Western blotting probed with specific anti-COX-2 antibodies showed that the decrease in quantity of the PGD(2) product was accompanied by a decrease in the COX-2 protein level. Ginkgetin has a dual cyclooxygenase-2/5-lipoxygenase inhibitory activity. Furthermore, this compound also inhibited degranulation reaction in a dose dependent manner, with an IC(50) value of 6.52 microM. Therefore, this compound might provide a basis for novel anti-inflammatory agents. A dose-dependent inhibition was observed with ginkgetin on the growth of OVCAR-3 (human ovarian adenocarcinoma) cells with 50% inhibition occurring at 1.8 µg/mL.
 
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 ginkgetin usage levels up to:
 not for fragrance use.
 
Recommendation for ginkgetin 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 :5271805
National Institute of Allergy and Infectious Diseases:Data
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)chromen-4-one
Chemidplus:0000481469
 
References:
 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)chromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5271805
Pubchem (sid):135023453
 
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):C10048
HMDB (The Human Metabolome Database):HMDB33762
FooDB:FDB011902
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
 ginkgo biloba
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one, 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-
3''',8-biflavone, 4',5,5'',7-tetrahydroxy-4''',7''-dimethoxy-
5,7-dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl)-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-4H-chromen-4-one
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)chromen-4-one
7,4'-dimethyl amentoflavone
7,4'-dimethylamentoflavone
 ginkgetin 7''-O-b-D-glucopyranoside
 

Articles:

PubMed:Neuroprotective biflavonoids of Chamaecyparis obtusa leaves against glutamate-induced oxidative stress in HT22 hippocampal cells.
PubMed:Ginkgetin induces apoptosis via activation of caspase and inhibition of survival genes in PC-3 prostate cancer cells.
PubMed:Two new nonacosanetriols from Ginkgo biloba sarcotesta.
PubMed:Biflavonoids from Caper (Capparis spinosa L.) fruits and their effects in inhibiting NF-kappa B activation.
PubMed:Target-guided isolation and purification of antioxidants from Selaginella sinensis by offline coupling of DPPH-HPLC and HSCCC experiments.
PubMed:A new dilactone from the seeds of Gaultheria yunnanensis.
PubMed:[Structrue identification of biflavones and determination of Taxol from Taxus Madia].
PubMed:Inhibition of arachidonate release from rat peritoneal macrophage by biflavonoids.
PubMed:Biochemical pharmacology of biflavonoids: implications for anti-inflammatory action.
PubMed:Seco-terpenoids and other constituents from Elateriospermum tapos.
PubMed:Anti-inflammatory activity of the synthetic C-C biflavonoids.
PubMed:Anti-influenza virus activity of biflavonoids.
PubMed:Effects of anti-inflammatory biflavonoid, ginkgetin, on chronic skin inflammation.
PubMed:Biflavonoids inhibited phosphatase of regenerating liver-3 (PRL-3).
PubMed:Osteoblast differentiation stimulating activity of biflavonoids from Cephalotaxus koreana.
PubMed:Inhibition of cGMP-phosphodiesterase-5 by biflavones of Ginkgo biloba.
PubMed:Comparative antiplasmodial, leishmanicidal and antitrypanosomal activities of several biflavonoids.
PubMed:Ginkgetin, a Biflavone from Ginko biloba leaves, inhibits cyclooxygenases-2 and 5-lipoxygenase in mouse bone marrow-derived mast cells.
PubMed:Biflavones from Chamaecyparis obtusa.
PubMed:Biflavonoids from Brazilian pine Araucaria angustifolia as potentials protective agents against DNA damage and lipoperoxidation.
PubMed:Biflavone glucosides from Ginkgo biloba yellow leaves.
PubMed:Neuroprotective effects of naturally occurring biflavonoids.
PubMed:Flavonoids from Metasequoia glyptostroboides.
PubMed:[The effects of ginaton on cochlear microcirculation].
PubMed:Antifungal activity of biflavones from Taxus baccata and Ginkgo biloba.
PubMed:Flavonoids differentially inhibit guinea pig epidermal cytosolic phospholipase A2.
PubMed:Effects of Ginkgetin from Ginkgo biloba Leaves on cyclooxygenases and in vivo skin inflammation.
PubMed:Biflavones of Ginkgo biloba stimulate lipolysis in 3T3-L1 adipocytes.
PubMed:Effect of biflavones of Ginkgo biloba against UVB-induced cytotoxicity in vitro.
PubMed:Effects of prenylated flavonoids and biflavonoids on lipopolysaccharide-induced nitric oxide production from the mouse macrophage cell line RAW 264.7.
PubMed:Studies on the cytotoxic mechanisms of ginkgetin in a human ovarian adenocarcinoma cell line.
PubMed:The effects of two new antagonists of secretory PLA2 on TNF, iNOS, and COX-2 expression in activated macrophages.
PubMed:Inhibition of rat adjuvant-induced arthritis by ginkgetin, a biflavone from ginkgo biloba leaves.
PubMed:Inhibition of cAMP-phosphodiesterase by biflavones of Ginkgo biloba in rat adipose tissue.
PubMed:Effects of naturally-occurring flavonoids and biflavonoids on epidermal cyclooxygenase and lipoxygenase from guinea-pigs.
PubMed:[HPLC determination of six flavonoid constituents in Ginkgo biloba leaves].
PubMed:Selective cytotoxicity of ginkgetin from Selaginella moellendorffii.
PubMed:Effects of flavonoids of Ginkgo biloba on proliferation of human skin fibroblast.
PubMed:Suppression of mouse lymphocyte proliferation in vitro by naturally-occurring biflavonoids.
PubMed:Mechanism of action of the antiherpesvirus biflavone ginkgetin.
PubMed:Effects of some compounds isolated fromCelaenodendron mexicanum standl (euphorbiaceae) on seeds and phytopathogenic fungi.
PubMed:HPLC Separation and Quantitative Determination of Biflavones in Leaves from Ginkgo biloba.
 
Notes:
from cephalotaxus drupacea; biflavone; active against hsv-1. From Ginkgo biloba (ginkgo)
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