| Name: | 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one |
| CAS Number: | 480-36-4 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 207-547-6 |
| FDA UNII: | HBH2I685IU |
| Nikkaji Web: | J6.164F |
| MDL: | MFCD00151178 |
| XlogP3-AA: | -0.50 (est) |
| Molecular Weight: | 592.55184000 |
| Formula: | C28 H32 O14 |
| 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:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Flash Point: | 32.00 °F. TCC ( 0.00 °C. ) (est)
|
| Soluble in: |
| | water, 415.9 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
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
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| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for linarin usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for linarin 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 :5317025 |
| National Institute of Allergy and Infectious Diseases:Data |
| 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one |
| Chemidplus:0000480364 |
References:
| | 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5317025 |
| Pubchem (sid): | 135227076 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | acacetin 7-O-rutinoside | | | acacetin-7-O-rutinoside | | | acacetin-7-rutinoside | | | acaciin | | 7-((6-O-(6- | deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-methoxyphenyl)-4H-benzopyran-4-one | | 5,7- | dihydroxy-4'-methoxyflavone-D-glucosido-L-rhamnoside | | 5- | hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one |
Articles:
| PubMed:Protective effect of linarin against d-galactosamine and lipopolysaccharide-induced fulminant hepatic failure. |
| PubMed:Effects of piperine on the intestinal permeability and pharmacokinetics of linarin in rats. |
| PubMed:[Optimization of hydrolysis process of linarin using response surface methodology and research about ARI activity of glycosylation-acacetin]. |
| PubMed:Simultaneous determination of linarin, naringenin and formononetin in rat plasma by LC-MS/MS and its application to a pharmacokinetic study after oral administration of Bushen Guchi Pill. |
| PubMed:Determination and pharmacokinetics of linarin in rat plasma after intramuscular administration of linarin solution and Yejuhua injection by HPLC. |
| PubMed:Rapid LC-MS/MS determination and pharmacokinetic application of linarin in rat plasma. |
| PubMed:Phytochemical linarin enriched in the flower of Chrysanthemum indicum inhibits proliferation of A549 human alveolar basal epithelial cells through suppression of the Akt-dependent signaling pathway. |
| PubMed:Virtual screening studies reveal linarin as a potential natural inhibitor targeting CDK4 in retinoblastoma. |
| PubMed:Neuroprotective effects of linarin through activation of the PI3K/Akt pathway in amyloid-β-induced neuronal cell death. |
| PubMed:Linarin isolated from Buddleja officinalis prevents hydrogen peroxide-induced dysfunction in osteoblastic MC3T3-E1 cells. |
| PubMed:[Determination of chlorogenic acid, caffeic acid and linarin in Flos Chrysanthemi Indici from different places by RP-hPLC]. |
| PubMed:[Simultaneous determination of chlorogenic acid, cryptochlorogenic acid, caffeic acid, naringin, hesperidin and linarin in xiao'erjinning oral liquid by an HPLC method]. |
| PubMed:Identification and quantification of the sedative and anticonvulsant flavone glycoside from Chrysanthemum boreale. |
| PubMed:The effect of linarin on LPS-induced cytokine production and nitric oxide inhibition in murine macrophages cell line RAW264.7. |
| PubMed:Analgesic and antipyretic activities of an aqueous extract and of the flavone linarin of Buddleia cordata. |
| PubMed:Acacetin inhibits cell growth and cell cycle progression, and induces apoptosis in human prostate cancer cells: structure-activity relationship with linarin and linarin acetate. |
| PubMed:[Determination of linarin in Yuye Jiedu granule by RP-HPLC]. |
| PubMed:A comparative study of the analgesic and anti-inflammatory activities of pectolinarin isolated from Cirsium subcoriaceum and linarin isolated from Buddleia cordata. |
| PubMed:A gradient HPLC method for the quality control of chlorogenic acid, linarin and luteolin in Flos Chrysanthemi Indici suppository. |
| PubMed:Determination of the flavonoids/antioxidant levels in Cirsium oleraceum and Cirsium rivulare extracts with cerium(IV)-rhodamine 6G chemiluminescence detection. |
| PubMed:Semisynthesis of linarin, acacetin, and 6-iodoapigenin derivatives from diosmin. |
| PubMed:Linarin, a selective acetylcholinesterase inhibitor from Mentha arvensis. |
| PubMed:Sedative and sleep-enhancing properties of linarin, a flavonoid-isolated from Valeriana officinalis. |
| PubMed:Telemetry as a tool to measure sedative effects of a valerian root extract and its single constituents in mice. |
| PubMed:Corn mint (Mentha arvensis) extract diminishes acute Chlamydia pneumoniae infection in vitro and in vivo. |
| PubMed:Development of a rapid resolution liquid chromatography-diode array detector method for the determination of three compounds in Ziziphora clinopodioides Lam from different origins of Xinjiang. |
| PubMed:[Linarin-isovalerianate, a currently unknown flavonoid from Valeriana wallichii D.C. 6. Report on the active substances of Valeriana]. |
| PubMed:[Investigations on the glycosides of acacetin. II. Note on the identity of acaciin from Robinia pseudoacacia L. with linarin from Linaria vulgaris Mill]. |
| PubMed:[On the additional occurrence of pectolinarin and linarin in the plant kingdom. I. On the Compositae and Papilionaceae flavones]. |
| PubMed:[Simultaneous determination of eight active components in Chrysanthemum indicum by HPLC]. |
| PubMed:Comprehensive analysis of Cirsium spinosissimum Scop., a wild alpine food plant. |
| PubMed:Shensong Yangxin Capsule prevents diabetic myocardial fibrosis by inhibiting TGF-β1/Smad signaling. |
| PubMed:Photoprotection of Buddleja cordata extract against UVB-induced skin damage in SKH-1 hairless mice. |
| PubMed:Luteolin mediates the antidepressant-like effects of Cirsium japonicum in mice, possibly through modulation of the GABAA receptor. |
| PubMed:Combined antihypertensive effect of luteolin and buddleoside enriched extracts in spontaneously hypertensive rats. |
| PubMed:[Flavonoid glycosides from leaves of Turpinia arguta and their anti-inflammatory activity]. |
| PubMed:Potent α-glucosidase and protein tyrosine phosphatase 1B inhibitors from Artemisia capillaris. |
| PubMed:[Study on chemical components of Aconitum flavum and their inflammatory and analgesic effects]. |
| PubMed:Simultaneous quantification and validation of caffeoylquinic acids and flavonoids in Hemistepta lyrata and peroxynitrite-scavenging activity. |
| PubMed:Anti-Inflammatory Effect of Supercritical-Carbon Dioxide Fluid Extract from Flowers and Buds of Chrysanthemum indicum Linnén. |
| PubMed:[Chemical constituents and activities of total flavonoids from Yushen Tang]. |
| PubMed:Simultaneous analysis of 11 main active components in Cirsium setosum based on HPLC-ESI-MS/MS and combined with statistical methods. |
| PubMed:Chemical fingerprinting by RP-RRLC-DAD and principal component analysis of Ziziphora clinopodioides from different locations. |
| PubMed:Photoprotective activity of Buddleja scordioides. |
| PubMed:Protective effect of Calamintha officinalis Moench leaves against alcohol-induced gastric mucosa injury in rats. Macroscopic, histologic and phytochemical analysis. |
| PubMed:Inhibitory activity of coumarins from Artemisia capillaris against advanced glycation endproduct formation. |
| PubMed:[Chemical constituents from n-butanol extract of aerial part of Polygala sibirica]. |
| PubMed:Targeting structural motifs of flavonoid diglycosides using collision-induced dissociation experiments on flavonoid/Pb2+ complexes. |
| PubMed:In vitro evaluation of the amebicidal activity of Buddleia cordata (Loganiaceae, H.B.K.) on several strains of Acanthamoeba. |
| PubMed:Phytochemical investigation and biological studies of Bombax malabaricum flowers. |
| PubMed:[Studies on the chemical constituents from Lobelia chinensis]. |
| PubMed:Differentiation of Cirsium japonicum and C. setosum by TLC and HPLC-MS. |
| PubMed:[Studies on chemical components of Lobelia chinensis]. |
| PubMed:Alpha-glucosidase inhibitory constituents of Linaria kurdica subsp. eriocalyx. |
| PubMed:Pro-cognitive effects of Cirsium rivulare extracts in rats. |
| PubMed:Different flavonoids present in the micronized purified flavonoid fraction (Daflon 500 mg) contribute to its anti-hyperpermeability effect in the hamster cheek pouch microcirculation. |
| PubMed:Two-dimensional liquid chromatography coupled with mass spectrometry for the analysis of Lobelia chinensis Lour. using an ESI/APCI multimode ion source. |
| PubMed:Total peroxynitrite scavenging capacity of phenylethanoid and flavonoid glycosides from the flowers of Buddleja officinalis. |
| PubMed:[Studies on antiviral flavonoids in yinqiaosan powder]. |
| PubMed:[Simultaneous determination of six flavonoids in Flos Chrysanthemi Indici by RP-HPLC]. |
| PubMed:[Studies on chemical constituents in Huangjuhua (flowers of Chrysanthemum morifolium)]. |
| PubMed:Central nervous system depressant action of flavonoid glycosides. |
| PubMed:Separation and purification of rutin and acaciin from the chinese medicinal herb Herba Cirsii by combination of macroporous absorption resin and high-speed counter-current chromatography. |
| PubMed:[Studies on involatile constituents of Mentha haplocalyx]. |
| PubMed:Chemical fingerprinting of valeriana species: simultaneous determination of valerenic acids, flavonoids, and phenylpropanoids using liquid chromatography with ultraviolet detection. |
| PubMed:[Studies on constituents in herb of Senecio scandens]. |
| PubMed:Antihepatotoxic activity and chemical constituents of Buddleja asiatica Lour. |
| PubMed:A new ferulic acid ester and other constituents from Dracocephalum peregrinum. |
| PubMed:[Separation and identification of the flavonoids from Buddleia officinalis Maxim]. |
| PubMed:Assessing the antioxidative properties and chemical composition of Linaria vulgaris infusion. |
| PubMed:[Studies on chemical constituents from flowers of Chrysanthemum indicum]. |
| PubMed:[Relative adscriptions of components in the effective fractions of Yinqiao decoction and its composing individual herbs]. |
| PubMed:[Studies on the chemical constituents of Cirsium japonicum DC]. |
| PubMed:[Studies on the flavonoids from Dendranthema lavandulifolium]. |
| PubMed:[Chemical constituents from Cirsium pendulum Fisch. ex DC]. |
| PubMed:[Study on the active components of Nardostachys chinensis]. |
| PubMed:[Studies on chemical constituents of Paederia scandense]. |
| PubMed:Flavonoid compounds from the flowers of Cirsium rivulare (Jacq.) All. |
| PubMed:[Coulometric titration of acaciin in Chrysanthemum indicum]. |
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