Basic information
- CAS
7073-61-2- Standard SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
FSMCJUNYLQOAIM-UQBZCTSOSA-N- Molecular formula
- C33H56O6
- Average molar mass
- 548.8 g/mol
- Monoisotopic mass
- 548.4076895
Overview
Cholesteryl beta-D-glucoside is a sterol 3-beta-D-glucoside and a monosaccharide derivative. It is functionally related to a cholesterol.
Names & identifiers
- Preferred name
- cholesteryl beta-D-glucoside
- IUPAC
- (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-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
- English name
- CHOLESTERYL B-D-GLUCURONIDE
- Molecular formula
- C33H56O6
- Molecular weight
- 548.8
Names & synonyms
cholesteryl beta-D-glucosideCholesteryl-beta-D-glucosidecholest-5-en-3beta-yl beta-D-glucopyranosideCHEBI:17495RefChem:1081477Cholesteryl glucoside7073-61-2cholesterol beta-d-glucosideCholesterol |A-D-glucosideCholesterol GlycosideCholesterol glucoside(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-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
Show more names
Cholesterol b-D-glucosideβ-D-glucosyl cholesterolCholesterol β-D-glucosidecholesteryl beta-D-glucuronideCholesteryl β-D-glucopyranosideCholesterol β-D-glucoside
(3beta)-cholest-5-en-3-yl D-glucopyranosideCHOLESTERYL B-D-GLUCURONIDECholesterol ??-D-GlucosideO-beta-D-glucosyl-cholesterolcholesteryl 3-beta-D-glucosideCholesteryl b-D-glucopyranosideorb1692358SCHEMBL1357529
Properties
Computed structural properties
- XLogP
- 6.9
- Topological polar surface area
- 99.4 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 39
- Formal charge
- 0
- Complexity
- 874
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Physicochemical properties
- Boiling point
- 658.296 · 658.296±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.153 · 1.153±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 20 mg/ml · Ethanol: 20 mg/ml
- form
- A solid
- pka
- 12.909 · 12.909±0.70(predicted)
- optical activity
- -49 · [α]/D -49.0±3.0°, c = 0.5 in pyridine
- InChIKey
- FSMCJUNYLQOAIM-UQBZCTSOSA-N
- SMILES
- CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 25 · NA.25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesCholesterol β-D-glucoside (Cholesteryl glucoside) is a heat shock transcription factor 1 (HSF1) activator. Cholesterol β-D-glucoside induces HSP70 in fibroblast cells[1].
Suppliers8 total
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
BOC Sciences[email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Additional notes
DefinitionChEBI: Cholesteryl beta-D-glucoside is a sterol 3-beta-D-glucoside and a monosaccharide derivative. It is functionally related to a cholesterol.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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