Cholesteryl glucoside
PubChem CID
440145
Structure
Molecular Formula
Synonyms
- Cholesteryl glucoside
- 7073-61-2
- CHOLESTERYL B-D-GLUCURONIDE
- cholesteryl beta-D-glucoside
- Cholesteryl-beta-D-glucoside
Molecular Weight
548.8 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2004-09-16
- Modify:2025-01-18
Description
Cholesteryl beta-D-glucoside is a sterol 3-beta-D-glucoside and a monosaccharide derivative. It is functionally related to a cholesterol.
Cholesteryl glucoside has been reported in Salvia deserti, Euglena gracilis, and Salvia deserta with data available.
Chemical Structure Depiction
(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
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)
InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27-,28-,29+,30-,31-,32+,33-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
FSMCJUNYLQOAIM-UQBZCTSOSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
C[C@H](CCCC(C)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
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C33H56O6
Computed by PubChem 2.1 (PubChem release 2021.05.07)
7073-61-2
- cholesterol glucoside
- cholesteryl D-glucopyranoside
- cholesteryl glucoside
- cholesteryl glucoside, (alpha-D)-isomer
- cholesteryl glucoside, (beta-D)-isomer
- Cholesteryl glucoside
- 7073-61-2
- CHOLESTERYL B-D-GLUCURONIDE
- cholesteryl beta-D-glucoside
- Cholesteryl-beta-D-glucoside
- Cholesterol Glycoside
- Cholesterol glucoside
- CHEBI:17495
- (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
- (3beta)-cholest-5-en-3-yl D-glucopyranoside
- cholest-5-en-3beta-yl beta-D-glucopyranoside
- Cholesterol |A-D-glucoside
- Cholesterol ??-D-Glucoside
- O-beta-D-glucosyl-cholesterol
- cholesteryl 3-beta-D-glucoside
- SCHEMBL1357529
- CHEMBL1170856
- DTXSID50331472
- cholesteryl-beta-d-galactopyranosid
- AKOS040756197
- Cholesterol beta-D-glucoside, >=97% (TLC)
- C03855
- (3beta)-cholest-5-en-3-yl-beta-D-glucopyranoside
- Q27102427
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
548.8 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
6.9
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
548.40768950 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
548.40768950 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
99.4 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
39
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
874
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
13
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)
Lipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Isotope Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
PubMed Count
EPA CPDat Chemical and Product Categories
The Chemical and Products Database, a resource for exposure-relevant data on chemicals in consumer products, Scientific Data, volume 5, Article number: 180125 (2018), DOI:10.1038/sdata.2018.125
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=FSMCJUNYLQOAIM-UQBZCTSOSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- ChEBICholesteryl beta-D-glucosidehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:17495
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Cholesteryl glucosidehttps://www.wikidata.org/wiki/Q27102427LOTUS Treehttps://lotus.naturalproducts.net/
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.html
- EPA Chemical and Products Database (CPDat)Cholesteryl glucosidehttps://comptox.epa.gov/dashboard/DTXSID50331472#exposureEPA CPDat Classificationhttps://www.epa.gov/chemical-research/chemical-and-products-database-cpdat
- EPA DSSToxCholesteryl glucosidehttps://comptox.epa.gov/dashboard/DTXSID50331472CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- LIPID MAPSST 27:1;O;Hexhttps://lipidmaps.org/databases/lmsd/LMST01010173Lipid Classificationhttps://www.lipidmaps.org/
- Metabolomics WorkbenchCholesteryl beta-D-glucosidehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=50937
- Rhea - Annotated Reactions DatabaseLICENSERhea has chosen to apply the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/). This means that you are free to copy, distribute, display and make commercial use of the database in all legislations, provided you credit (cite) Rhea.https://www.rhea-db.org/help/license-disclaimer
- SpectraBaseCHOLESTERYL-BETA-D-GLUCOPYRANOSIDEhttps://spectrabase.com/spectrum/BH4DjJLDXGeCHOLESTERYL-BETA-D-GLUCOPYRANOSIDEhttps://spectrabase.com/spectrum/AyuI607HaXr
- Springer Nature
- Wikidatacholesteryl beta-D-glucosidehttps://www.wikidata.org/wiki/Q27102427
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlcholesteryl glucosidehttps://www.ncbi.nlm.nih.gov/mesh/67027578
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 390874717https://pubchem.ncbi.nlm.nih.gov/substance/390874717
- NCBI
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