Cas no 19716-26-8 (Stigmasterol glucoside)

Stigmasterol glucoside is a phytosterol derivative consisting of stigmasterol conjugated to a glucose moiety, enhancing its solubility and bioavailability. This compound is of interest due to its potential biological activities, including anti-inflammatory, antioxidant, and cholesterol-lowering properties. Its glucosidic linkage improves stability and absorption compared to free stigmasterol, making it suitable for pharmaceutical and nutraceutical applications. Stigmasterol glucoside is commonly sourced from plant extracts, such as those from the Solanaceae and Fabaceae families. Research suggests its role in modulating lipid metabolism and cellular signaling pathways. Its structural features and bioactivity profile make it a valuable compound for further investigation in therapeutic and functional food formulations.
Stigmasterol glucoside structure
Stigmasterol glucoside structure
Product Name:Stigmasterol glucoside
CAS No:19716-26-8
MF:C35H58O6
MW:574.8314
MDL:MFCD20274842
CID:169550
PubChem ID:6602508
Update Time:2025-06-07

Stigmasterol glucoside Chemical and Physical Properties

Names and Identifiers

    • b-D-Glucopyranoside, (3b,22E)-stigmasta-5,22-dien-3-yl
    • Stigmasterol glucoside
    • (3beta,22E)-stigmasta-5,22-dien-3-yl beta-D-glucopyranoside
    • (8xi,9xi,14xi,22E)-stigmasta-5,22-dien-3-yl beta-D-glucopyranoside
    • beta-D-Glucopyranoside, (3beta,22E)-stigmasta-5,22-dien-3-yl
    • Poriferasterol monoglucoside
    • Substance F
    • [ "" ]
    • (2R)-2-[[(8S,9S,10R,13R,14S,17R)-17-(5-Ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,1
    • stigmasterol 3-O-beta-D-glucoside
    • Prosaponin
    • Stigmasterol 3-glucoside
    • stigmasteryl 3-beta-D-glucoside
    • BDBM50357395
    • 3-O-beta-D-glucopyranosylstigmasterol
    • stigmasterol 3-O-beta-D-glucopyranoside
    • Stigmasteryl-3-O-beta-D-glucopyranoside
    • W2364
    • Q27136880
    • (3beta,22E)-stigmasta-5,2
    • CS-0016492
    • DTXSID601289039
    • CHEBI:68383
    • HY-N1200
    • CHEMBL447335
    • 19716-26-8
    • AKOS037515192
    • MS-30354
    • Stigmasta-5,22-dien-3-O-.beta.-D-glucopyranoside
    • (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl]-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)tetrahydropyran-3,4,5-triol
    • (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-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
    • stigma-5,22-dien-3-beta-D-glucopyranoside
    • ConMedNP.868
    • ConMedNP.869
    • Stigmasterol-3-O-beta-D-glucopyranoside
    • beta-Stigmasteryl 3-O-beta-D-glucopyranoside
    • ConMedNP.870
    • 3-?2-D-glucosylstigmasterol
    • ConMedNP.871
    • KN_UB_007.1
    • 145164-14-3
    • Stigmasterol 3-O-I(2)-D-glucopyranoside
    • DA-58115
    • MDL: MFCD20274842
    • 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: VWDLOXMZIGUBKM-AUGXRQBFSA-N
    • SMILES: O([C@@]1([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C([H])([H])O[H])O1)O[H])O[H])O[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])C(C1([H])[H])=C([H])C([H])([H])[C@]1([H])[C@]2([H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]([H])([C@@]([H])(/C(/[H])=C(\[H])/[C@@]([H])(C([H])([H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]21[H]

Computed Properties

  • Exact Mass: 574.42300
  • Monoisotopic Mass: 574.42333957 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 41
  • Rotatable Bond Count: 8
  • Complexity: 962
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 10
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • XLogP3: 7
  • Topological Polar Surface Area: 99.4
  • Molecular Weight: 574.8

Experimental Properties

  • Color/Form: Powder
  • Density: 1.1±0.1 g/cm3
  • Melting Point: 299°C
  • Boiling Point: 673.6±55.0 °C at 760 mmHg
  • Flash Point: 361.2±31.5 °C
  • Refractive Index: 1.562
  • PSA: 99.38000
  • LogP: 5.62500
  • Vapor Pressure: 0.0±4.7 mmHg at 25°C

Stigmasterol glucoside Security Information

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