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

spiraeoside
2-[4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxy-4H-1-benzopyran-4-one

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Name:3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
CAS Number: 20229-56-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:243-614-6
FDA UNII: K2B74751XI
Nikkaji Web:J94.563C
MDL:MFCD00221723
XlogP3-AA:0.40 (est)
Molecular Weight:416.52240000
Formula:C21 H20 C12
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
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: 835.60 °C. @ 760.00 mm Hg (est)
Flash Point: 562.00 °F. TCC ( 294.70 °C. ) (est)
logP (o/w): -0.380 (est)
Soluble in:
 water, 2.159e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
Quercetin 4'-Glucoside 95%
ExtraSynthese
For experimental / research use only.
Spiraeoside (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
Spiraeoside
Sigma-Aldrich
For experimental / research use only.
Spiraeoside analytical standard
 
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:
cosmetic ingredient for skin conditioning
Recommendation for spiraeoside usage levels up to:
 not for fragrance use.
 
Recommendation for spiraeoside 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 :5320844
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
Chemidplus:0020229565
 
References:
 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5320844
Pubchem (sid):135045884
 
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
HMDB (The Human Metabolome Database):HMDB37932
FooDB:FDB017095
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
 cherry sweet cherry
Search Trop Picture
 filipendula ulmaria flower
Search Trop Picture
 onion
Search Trop Picture
 onion bulb
Search Trop Picture
 onion epidermis
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl)-3,5,7-trihydroxy-
2-(4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
2-[4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxy-4H-1-benzopyran-4-one
 quercetin 4'-O-glucoside
 spiraein
 spiraeosid
3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
 

Articles:

PubMed:A nicotinic receptor-mediated anti-inflammatory effect of the flavonoid rhamnetin in BV2 microglia.
PubMed:Relationship analysis between flavonoids structure and subcritical water extraction (SWE).
PubMed:Polyphenol contents and antioxidant activities of extracts from flowers of two Crataegus azarolus L. varieties.
PubMed:Spiraeosides A and B, two new diterpenoid glucosides from Spiraea japonica var. ovalifolia.
PubMed:The crystal structure of human cytosolic beta-glucosidase unravels the substrate aglycone specificity of a family 1 glycoside hydrolase.
PubMed:Antioxidant activity of Filipendula hexapetala flowers.
PubMed:Flavonoid glycosides inhibit oral cancer cell proliferation--role of cellular uptake and hydrolysis to the aglycones.
PubMed:Modulation of drug transport by selected flavonoids: Involvement of P-gp and OCT?
PubMed:Disposition and metabolism of [2-14C]quercetin-4'-glucoside in rats.
PubMed:In vitro digestion and lactase treatment influence uptake of quercetin and quercetin glucoside by the Caco-2 cell monolayer.
PubMed:Ingestion of quercetin inhibits platelet aggregation and essential components of the collagen-stimulated platelet activation pathway in humans.
PubMed:Quercetin glucosides inhibit glucose uptake into brush-border-membrane vesicles of porcine jejunum.
PubMed:The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides.
PubMed:Quercetin-4'-glucoside is more potent than quercetin-3-glucoside in protection of rat intestinal mucosa homogenates against iron ion-induced lipid peroxidation.
PubMed:Absorption of quercetin-3-glucoside and quercetin-4'-glucoside in the rat small intestine: the role of lactase phlorizin hydrolase and the sodium-dependent glucose transporter.
PubMed:Determination of flavonol metabolites in plasma and tissues of rats by HPLC-radiocounting and tandem mass spectrometry following oral ingestion of [2-(14)C]quercetin-4'-glucoside.
PubMed:Oxidation of quercetin by salivary components. Quercetin-dependent reduction of salivary nitrite under acidic conditions producing nitric oxide.
PubMed:Quercetin glucuronides but not glucosides are present in human plasma after consumption of quercetin-3-glucoside or quercetin-4'-glucoside.
PubMed:Efficiency of absorption and metabolic conversion of quercetin and its glucosides in human intestinal cell line Caco-2.
PubMed:Pharmacokinetics and bioavailability of quercetin glycosides in humans.
PubMed:Interaction of quercetin glucosides with the intestinal sodium/glucose co-transporter (SGLT-1).
PubMed:Intestinal transport of quercetin glycosides in rats involves both deglycosylation and interaction with the hexose transport pathway.
PubMed:Quercetin glucosides are completely hydrolyzed in ileostomy patients before absorption.
PubMed:Cellular uptake of dietary flavonoid quercetin 4'-beta-glucoside by sodium-dependent glucose transporter SGLT1.
PubMed:Efflux of dietary flavonoid quercetin 4'-beta-glucoside across human intestinal Caco-2 cell monolayers by apical multidrug resistance-associated protein-2.
PubMed:Bioavailabilities of quercetin-3-glucoside and quercetin-4'-glucoside do not differ in humans.
PubMed:Dietary flavonoid and isoflavone glycosides are hydrolysed by the lactase site of lactase phlorizin hydrolase.
PubMed:The sugar moiety is a major determinant of the absorption of dietary flavonoid glycosides in man.
PubMed:Absorption and excretion of conjugated flavonols, including quercetin-4'-O-beta-glucoside and isorhamnetin-4'-O-beta-glucoside by human volunteers after the consumption of onions.
PubMed:Deglycosylation of flavonoid and isoflavonoid glycosides by human small intestine and liver beta-glucosidase activity.
PubMed:Dietary quercetin glycosides: antioxidant activity and induction of the anticarcinogenic phase II marker enzyme quinone reductase in Hepalclc7 cells.
PubMed:Absorption and disposition kinetics of the dietary antioxidant quercetin in man.
PubMed:Densitometric evaluation of spiraeoside after derivatization in flowers of Filipendula ulmaria (L.) Maxim.
PubMed:Induction of sister-chromatid exchanges (SCE), polyploidy, and micronuclei by plant flavonoids in human lymphocyte cultures. A comparative study of 19 flavonoids.
PubMed:On the Occurrence of Kaempferol-4'-O-beta-D-glucopyranoside in Filipendula ulmaria and Allium cepa.
PubMed:[Flavonols and flavones of vegetables. VI. On the changes of the flavonols of onions (authors transl)].
PubMed:[Flavonols and flavones of vegetables. VII. Flavonols of leek, chive and garlic (author's transl)].
 
Notes:
from flowers of filipendula ulmaria (l.). Spiraeoside is the 4'-O-glucoside of quercetin. (Wikipedia)
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