sitogluside

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

CAS: 474-58-8 C35 H60 O6 MW: 576.85840000

Identification

Namesitogluside
IUPAC(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 Number474-58-8
FDA UNIIU45VN859W3
Molecular FormulaC35 H60 O6
Molecular Weight576.85840000
MDL NumberMFCD01683621
Beilstein4359450

Regulatory

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)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 62 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for sitogluside usage levels up tonot for fragrance use.
Recommendation for sitogluside flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

almond seed burdock seed caper plant carrot root clove bud clove fruit coriander fruit coriander seed corn silk cowpea seed dandelion root flax seed ginkgo biloba leaf groundnut plant jasminum sambac root PbMd lovage root oat seed pea black-eyed pea seed peanut plant pomegranate flower pomegranate seed poppy opium poppy fruit poppy opium poppy seed savory winter savory plant sunflower seed

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)- 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).