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Stigmasterol glucoside

CAT: 0013-GTR19183097-02Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19183097-02Size:1 mg
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Description
Stigmasterol glucoside, a phytosterol compound isolated from Adenanthera pavonina, exhibits potential anticancer properties. Research applications include in vitro studies investigating its cytotoxic effects on various cancer cell lines and its role in apoptosis induction.
CAS Number
19716-26-8
Field of Research
Metabolism Research
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]
Molecular Formula
C35H58O6
Molecular Weight
574.83
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Stigmasterol Glucoside

Stigmasterol 3-O-beta-D-glucoside is a steroid saponin that is (3beta,22E)-stigmasta-5,22-dien-3-ol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It is isolated from Symplocos lancifolia. It has a role as a metabolite. It is a beta-D-glucoside, a member of phytosterols, a steroid saponin and a monosaccharide derivative. It is functionally related to a stigmasterol. It derives from a hydride of a stigmastane.

CAS Number19716-26-8
PubChem CID6602508
IUPAC Name(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
Molecular FormulaC35H58O6
Molecular Weight574.8
XLogP7
Topological Polar Surface Area99.4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count41
Formal Charge0
Complexity962
SMILES
CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
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
InChIKey
VWDLOXMZIGUBKM-AUGXRQBFSA-N
Chemical Structure
2D Structure
2D structure of Stigmasterol Glucoside
CAS: 19716-26-8
CID: 6602508
Formula: C35H58O6
MW: 574.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight574.8
XLogP37
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass574.42333957
Monoisotopic Mass574.42333957
Topological Polar Surface Area99.4 Ų
Heavy Atom Count41
Formal Charge0
Complexity962
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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