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

sitogluside
stigmast-5-ene, 3-beta-(beta-D-glucopyranosyloxy)-

Supplier Sponsors

Name:(2R,3R,4S,5S,6R)-2-[[(8S,9S,10R,13R,14S)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Number: 474-58-8Picture of molecule3D/inchi
FDA UNII: U45VN859W3
Beilstein Number:4359450
MDL:MFCD01683621
XlogP3-AA:7.70 (est)
Molecular Weight:576.85840000
Formula:C35 H60 O6
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 673.60 °C. @ 760.00 mm Hg (est)
Flash Point: 682.00 °F. TCC ( 361.20 °C. ) (est)
logP (o/w): 8.615 (est)
Soluble in:
 water, 5.213e-005 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.
Eleutheroside A 98%
BOC Sciences
For experimental / research use only.
Eleutheroside A
Carbosynth
For experimental / research use only.
b-Sitosterol b-D-glucoside
Coompo
For experimental / research use only.
Daucosterol from Plants ≥96%
Odor: characteristic
Use: We investigated immunomodulatory effect of daucosterol against disseminated candidiasis caused by Candida albicans. Results showed that direct interaction of daucosterol with C. albicans yeast cells resulted in no growth-inhibition by in vitro susceptibility analysis. In contrast, mice given daucosterol (DS) intraperitoneally before intravenous challenge with live C. albicans yeast cells survived longer than DS-untreated control mice against disseminated candidiasis (P<0.05). By assessment of the fungal CFU in kidneys, DS-treated mice before the challenge developed about 81% fewer kidney CFU than untreated controls. This protection was removable by pretreatment of mice with anti-CD4+ antibody before the DS-treatment and challenge with the yeast. ELISA analysis revealed there were predominant production of IFNgamma and IL-2 cytokines as compared to IL-4, and IL-10 productions in DS-treated mice. By treatment of DS-given mice with anti-mouse IFNgamma, the protection was also abolished. Our studies show that DS protects mice against disseminated candidiasis by the CD4+ Th1 immune response.
Sigma-Aldrich
For experimental / research use only.
β-Sitosterol β-D-glucoside
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:
intraperitoneal-mouse LD50 62 mg/kg
Indian Journal of Pharmacy. Vol. 29, Pg. 91, 1967.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for sitogluside usage levels up to:
 not for fragrance use.
 
Recommendation for sitogluside flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

A combination of beta-sitosterol and beta-sitosterol glucoside and normal function of the immune system: evaluation of a health claim pursuant to Article 13(5) of Regulation (EC) No 1924/2006
View page or View pdf

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 :71628
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3R,4S,5S,6R)-2-[[(8S,9S,10R,13R,14S)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Chemidplus:0000474588
 
References:
 (2R,3R,4S,5S,6R)-2-[[(8S,9S,10R,13R,14S)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):71628
Pubchem (sid):135029615
 
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
HMDB (The Human Metabolome Database):Search
FooDB:FDB011923
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
 almond seed
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 burdock seed
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 caper plant
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 carrot root
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 clove bud
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 clove fruit
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 coriander fruit
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 coriander seed
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 corn silk
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 cowpea seed
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 dandelion root
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 flax seed
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 ginkgo biloba leaf
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 groundnut plant
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 jasminum sambac root
PbMd Search Trop Picture
 lovage root
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 oat seed
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 pea black-eyed pea seed
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 peanut plant
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 pomegranate flower
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 pomegranate seed
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 poppy opium poppy fruit
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 poppy opium poppy seed
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 savory winter savory plant
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 sunflower seed
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Synonyms:
 alexandrin
 coriandrinol
 daucosterin
 daucosterol
 doursterol
 eleutheroside A
(2R,3R,4S,5S,6R)-2-[[(8S,9S,10R,13R,14S)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
beta-d-glucopyranoside, (3beta)-stigmast-5-en-3-yl
3-beta-(beta-d-glucopyranosyloxy)stigmast-5-ene
3beta-(beta-D-glucopyranosyloxy)stigmast-5-ene
 lyoniside
 sitoglusidum
 sitosterol D-glucoside
beta-sitosterol glucoside
beta-sitosterol monoglucoside
beta-sitosteryl glucoside
beta-sitosteryl glucoside
 sitosteryl glycoside
 sterolin
(3-beta)-stigmast-5-en-3-yl-beta-D-glucopyranoside
 stigmast-5-ene, 3-beta-(beta-D-glucopyranosyloxy)-
 

Articles:

PubMed:Inhibition of Escherichia coli O157:H7 motility and biofilm by β-sitosterol glucoside.
PubMed:Allium ursinum L.: bioassay-guided isolation and identification of a galactolipid and a phytosterol exerting antiaggregatory effects.
PubMed:Sterols isolated from Nuruk (Rhizopus oryzae KSD-815) inhibit the migration of cancer cells.
PubMed:[Isolation and characterization of polyphenols in seed of Litchi chinensis].
PubMed:[Isolation and identification of diterpenoids from Pinus koraiensis].
PubMed:[Chemical constituents from rhizome of Pulsatilla dahurica].
PubMed:beta-Sitosterol, beta-Sitosterol Glucoside, and a Mixture of beta-Sitosterol and beta-Sitosterol Glucoside Modulate the Growth of Estrogen-Responsive Breast Cancer Cells In Vitro and in Ovariectomized Athymic Mice.
PubMed:Sphingolipid and other constituents from almond nuts (Prunus amygdalus Batsch).
 
Notes:
see also eleutherosides & syringin for eleutheroside b: 118-34-3.
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