CAS 19716-26-8

Stigmasterol 3-O-β-D-glucopyranoside

Description:

Stigmasterol 3-O-β-D-glucopyranoside is a glycoside derived from stigmasterol, a plant sterol commonly found in various plant sources. This compound features a stigmasterol moiety linked to a glucose molecule via a glycosidic bond, specifically at the 3-position of the steroid structure. It is characterized by its hydrophilic nature due to the presence of the glucopyranoside group, which enhances its solubility in water compared to its aglycone counterpart. Stigmasterol itself is known for its potential health benefits, including cholesterol-lowering effects and anti-inflammatory properties. The glycosylation of stigmasterol may influence its bioactivity and stability, making it of interest in pharmacological and nutritional research. This compound is often studied in the context of its role in plant metabolism and its potential applications in functional foods and nutraceuticals. Its CAS number, 19716-26-8, is a unique identifier that facilitates the identification and study of this specific chemical entity in scientific literature and databases.

Formula: C₃₅H₅₈O₆

InChI: InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1

InChI key: InChIKey=VWDLOXMZIGUBKM-AUGXRQBFSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)C(=CC3)C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC4)(CC1)[H])[H])(CC[C@@]2([C@@H](/C=C/[C@H](C(C)C)CC)C)[H])[H]

Synonyms:

• (3beta,22E)-stigmasta-5,22-dien-3-yl beta-D-glucopyranoside
• (3β,22E)-Stigmasta-5,22-dien-3-yl β-<span class="text-smallcaps">D</span>-glucopyranoside
• (8xi,9xi,14xi,22E)-stigmasta-5,22-dien-3-yl beta-D-glucopyranoside
• 3-O-β-<span class="text-smallcaps">D</span>-Glucopyranosyl-β-stigmasterol
• 3-O-β-<span class="text-smallcaps">D</span>-Glucopyranosylstigmasterol
• Stigma-5,22-dien-3-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmasta-5,22-diene, 3β-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-
• Stigmasta-5,22-diene-3-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmastane, β-<span class="text-smallcaps">D</span>-glucopyranoside deriv.
• Stigmasterol 3-O-glucoside
• Stigmasterol 3-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmasterol 3-O-β-<span class="text-smallcaps">D</span>-glucoside
• Stigmasterol 3-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmasterol O-glucoside
• Stigmasterol glucoside
• Stigmasterol β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmasterol β-<span class="text-smallcaps">D</span>-glucoside
• Stigmasterol β-glucopyranoside
• Stigmasteryl <span class="text-smallcaps">D</span>-glucoside
• Stigmasteryl β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmasteryl β-glucoside
• Substance F
• beta-D-Glucopyranoside, (3beta,22E)-stigmasta-5,22-dien-3-yl
• Δ⁵-Stigmasterol 3-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, (3β,22E)-stigmasta-5,22-dien-3-yl
• β-Stigmasterol-3-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• β-Stigmasteryl 3-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Stigmastane, β-D-glucopyranoside deriv.
• (3β,22E)-Stigmasta-5,22-dien-3-yl β-D-glucopyranoside
• Stigmasta-5,22-diene, 3β-(β-D-glucopyranosyloxy)-
• Stigmasterol 3-O-β-D-glucopyranoside
• β-D-Glucopyranoside, (3β,22E)-stigmasta-5,22-dien-3-yl

poriferasterol monoglucoside

CAS: 19716-26-8

Formula: C₃₅H₅₈O₆

Purity: 95.0%

Molecular weight: 574.8314

Ref: IN-DA00AKP7

Stigmasterol glucoside

CAS: 19716-26-8

Formula: C₃₅H₅₈O₆

Molecular weight: 574.84

Ref: 7W-GY5521

Stigmasterol glucoside

CAS: 19716-26-8

Stigmasterol glucoside, a constituent of Adenanthera pavonina seed and leaf, may be a plant anticancer agent.[1,2]

Formula: C₃₅H₅₈O₆

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 574.843

Ref: BP-BP3373

Stigmasterol glucoside

CAS: 19716-26-8

Stigmasterol glucoside, a constituent of Adenanthera pavonina seed and leaf, may be a plant anticancer agent.

Formula: C₃₅H₅₈O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 574.83

Ref: TM-TN2238

Stigmasterol Glucoside

Controlled Product

CAS: 19716-26-8

Formula: C₃₅H₅₈O₆

Color and Shape: Neat

Molecular weight: 574.831

Ref: TR-S207735

Stigmasterol glucoside

CAS: 19716-26-8

Stigmasterol glucoside is a phenolic compound that has been isolated from the aerial parts of the plant Stachytarpheta jamaicensis. It has inhibitory properties against Gram-positive and Gram-negative bacteria, including methicillin-resistant Staphylococcus aureus. In addition, it has shown to have significant cytotoxicity against human colon cancer cells.
Stigmasterol glucoside is soluble in water and shows phase transition at about 60 °C. The chemical structure of stigmasterol glucoside contains a hydroxybenzoic acid group, which can form an ester with an organic acid such as acetic acid or benzoic acid. The hydroxyl group present in this compound can also react with an amine to form an amide bond. This reactivity may be responsible for its biological activities.

Formula: C₃₅H₅₈O₆

Purity: Min. 95%

Molecular weight: 574.83 g/mol

Ref: 3D-MS44387