cosmosiin
apigenin 7-O-beta-dextro-glucopyranoside
Identification
| Name | cosmosiin |
| IUPAC | 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
| CAS Number | 578-74-5 |
| EINECS | 209-430-5 |
| FDA UNII | 7OF2S66PCH |
| Molecular Formula | C21 H20 O10 |
| Molecular Weight | 432.38240000 |
| MDL Number | MFCD00016787 |
| Nikkaji Number | J407.337A |
| Beilstein | 065669 |
| XlogP3 | -0.10 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 788.93 °C. @ 760.00 mm Hg (est) |
| Flash Point | 537.00 °F. TCC ( 280.70 °C. ) (est) |
| logP (o/w) | -0.040 (est) |
| Soluble in | water, 1417 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for cosmosiin usage levels up to | not for fragrance use. |
| Recommendation for cosmosiin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
apigenin 7-O-beta-dextro-glucopyranoside
apigenin 7-O-beta-dextro-glucoside
apigenin-7-O-glucoside
apigenin, 7-b-D-glycopyranoside
apigetrin
4H-1-
benzopyran-4-one, 7-(β-D-galactopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
cosmosiine
cosmosioside
7-O-.beta.-dextro-
glucopyranosyl oxy-4',5-dihydroxyflavone
5-
hydroxy-2-(4-hydroxyphenyl)-7-(4,5,6-trihydroxy-3-(hydroxymethyl)(2-oxanyloxy))-4H-chromen-4-one
5-
hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Google Patents:
Flavor composition containing flavone glycosides
PubMed:
Leaf Extract of Markhamia platycalyx: Polyphenolic Profile, Acute Toxicity, Anti-inflammatory, Hepatoprotective and in vitro Antioxidant Activities.
PubMed:
Simultaneous determination of 13 chemical marker compounds in Gwakhyangjeonggi-san, a herbal formula, with validated analytical methods.
PubMed:
Identification and quantification of leaf surface flavonoids in wild-growing populations of Dracocephalum kotschyi by LC-DAD-ESI-MS.
PubMed:
Cytotoxic constituents from the leaves of Broussonetia papyrifera.
PubMed:
Phytochemical composition and in vitro antioxidant activity of aqueous extract of Aerva lanata (L.) Juss. ex Schult. Stem (Amaranthaceae).
PubMed:
Polyphenolic profile and biological activity of Salvia splendens leaves.
PubMed:
[Simultaneous determination of 6 active components in Chrysanthemum morifolium by HPLC].
PubMed:
Isolation of 3 flavonoids from Mentha longifolia (L.) Hudson subsp. longifolia and determination of their genotoxic potentials by using the E. coli WP2 test system.
PubMed:
Flavonoid composition of Juniperus oblonga Bieb.
PubMed:
Proteomic study of granulocytic differentiation induced by apigenin 7-glucoside in human promyelocytic leukemia HL-60 cells.
PubMed:
Antioxidant and antigenotoxic properties of compounds isolated from Marrubium deserti de Noé.
PubMed:
Generation of stable reporter breast cancer cell lines for the identification of ER subtype selective ligands.
PubMed:
Phenolic chemical composition of Petroselinum crispum extract and its effect on haemostasis.
PubMed:
LC determination of luteolin-7-O-β-D-glucoside and apigenin-7-O-β-D-glucoside in rat plasma after administration of Humulus scandens extract and its application to pharmacokinetic studies.
PubMed:
High-performance liquid chromatographic determination and pharmacokinetic study of apigenin-7-O-β-D-glucoside in rat plasma after intravenous administration.
PubMed:
Apigetrin induces erythroid differentiation of human leukemia cells K562: proteomics approach.
PubMed:
Hexaconazole induces antioxidant protection and apigenin-7-glucoside accumulation in Matricaria chamomilla plants subjected to drought stress.
PubMed:
A fluorescence resonance energy transfer-based fluorometer assay for screening anti-coxsackievirus B3 compounds.
PubMed:
Secondary metabolites of Hypericum confertum and their possible chemotaxonomic significance.
PubMed:
[Study on the flavonoids constituents of Trachelospermum jasminoides].
PubMed:
Insulin-Mimetic Action of Rhoifolin and Cosmosiin Isolated from Citrus grandis (L.) Osbeck Leaves: Enhanced Adiponectin Secretion and Insulin Receptor Phosphorylation in 3T3-L1 Cells.
PubMed:
Mesophyll distribution of 'antioxidant' flavonoid glycosides in Ligustrum vulgare leaves under contrasting sunlight irradiance.
PubMed:
New bioactive compounds from Aloe hijazensis.
PubMed:
The bioavailability of apigenin-7-glucoside is influenced by human intestinal microbiota in rats.
PubMed:
[Studies on chemical constituents from Pteris multifida].
PubMed:
Chemical constituents from the seeds of Trifolium alexandrinum.
PubMed:
Solid-liquid transfer of biophenols from olive leaves for the enrichment of edible oils by a dynamic ultrasound-assisted approach.
PubMed:
[Studies on chemical constituents in Huangjuhua (flowers of Chrysanthemum morifolium)].
PubMed:
Chemical constituents from the leaves of Broussonetia papyrifera.
PubMed:
Antioxidative activity of the flower of Torenia fournieri.
PubMed:
[Chemical study on aerial parts of Ligusticum chuanxiong].
PubMed:
Antiproliferative and apoptotic effects of chamomile extract in various human cancer cells.
PubMed:
[Stduy on flavonoids in Ligustrum lucidum].
PubMed:
Achillea millefolium L. s.l. -- is the anti-inflammatory activity mediated by protease inhibition?
PubMed:
Phytochemical investigation and hepatoprotective activity of Cupressus sempervirens L. leaves growing in Egypt.
PubMed:
[Studies on flavones in of Lavandula augustifolia].
PubMed:
[Studies on chemical constituents of Acroptilon repens].
PubMed:
[Determination of main flavone glycosides in Flos Chrysanthemi and observation of factors influenced contents].
PubMed:
Superheated liquid extraction of oleuropein and related biophenols from olive leaves.
PubMed:
Structural studies of zoospore attractants from Trachelospermum jasminoides var. pubescens: taxifolin 3-O-glycosides.
PubMed:
Effects of compounds in leaves of Salix matsudana on arachidonic acid metabolism.
PubMed:
Mechanisms of apigenin-7-glucoside as a hepatoprotective agent.
PubMed:
Antioxidant and immunomodulatory constituents of henna leaves.
PubMed:
[Studies on the flavonoids in herb from Scutellaria barbata].
PubMed:
Supercritical carbon dioxide extraction of chamomile flowers: extraction efficiency, stability, and in-line inclusion of chamomile-carbon dioxide extract in beta-cyclodextrin.
PubMed:
Protective effect of flavonoids against aging- and lipopolysaccharide-induced cognitive impairment in mice.
PubMed:
Antioxidative glycosides from the leaves of Ligustrum robustum.
PubMed:
[Studies on the chemical constituents from Chrysanthemum morifolium Ramat].
PubMed:
Calmodulin inhibitors from Leucophyllum ambiguum.
PubMed:
[Isolation of resisting thrombus and arteriosclerosis compounds in leaves of Salix matsudana].
PubMed:
[Studies on chemical constituents of leaves of Salix matsudana Koidz and their influence on lipolysis].
PubMed:
Absorption and metabolism of flavonoids in the caco-2 cell culture model and a perused rat intestinal model.
PubMed:
Effect of six flavonoid compounds from Ixeris sonchifolia on stimulus-induced superoxide generation and tyrosyl phosphorylation in human neutrophils.
PubMed:
Inhibitory effect of luteolin 4'-O-glucoside from Kummerowia striata and other flavonoids on interleukin-5 bioactivity.
PubMed:
Flavonoids from Aquilegia vulgaris L. Part II. Derivatives of apigenin and luteolin.
PubMed:
[Separation and identification of the flavonoids from Buddleia officinalis Maxim].
PubMed:
In vivo skin penetration studies of camomile flavones.
PubMed:
[Absorption and excretion of apigenin, apigenin-7-glycoside and herniarin after oral administration of extracts of Matricaria recutita (L.) (syn. Chamomilla recutita (L.) Rauschert)].
PubMed:
Skin anti-inflammatory activity of apigenin-7-glucoside in rats.
PubMed:
[Chemical constituents of the flower of Ligustrum lucidum Ait].
PubMed:
Bioflavonoid effects on in vitro cultures of Plasmodium falciparum. Inhibition of permeation pathways induced in the host cell membrane by the intraerythrocytic parasite.
PubMed:
Fast atom bombardment and tandem mass spectrometry for structure determination of steroid and flavonoid glycosides.
PubMed:
Transacylation in the flavonoid series. I. A new synthesis of cosmosiin and tilianin.