Unii-xsd3N36uid
PubChem CID
11954339
Structure
Molecular Formula
Synonyms
- Camiglibose
- 132438-21-2
- UNII-XSD3N36UID
- XSD3N36UID
- MDL 73,945
Molecular Weight
732.7 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Parent Compound
Component Compounds
Dates
- Create:2006-11-22
- Modify:2025-01-18
Description
Camiglibose is a glucopyranoside and inhibitor of alpha-glucosidase with antihyperglycemic activity. Camiglibose binds to and inhibits alpha-glucosidase, an enteric enzyme found in the brush border of the small intestines that hydrolyzes oligosaccharides and disaccharides into glucose and other monosaccharides. This prevents the breakdown of larger carbohydrates into glucose and decreases the rise in postprandial blood glucose levels.
Chemical Structure Depiction
3D Conformer of Parent
(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl]piperidine-3,4,5-triol;trihydrate
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/2C13H25NO9.3H2O/c2*1-22-13-12(21)11(20)10(19)7(23-13)3-14-2-6(16)9(18)8(17)5(14)4-15;;;/h2*5-13,15-21H,2-4H2,1H3;3*1H2/t2*5-,6+,7-,8-,9-,10-,11+,12-,13+;;;/m11.../s1
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
FOZFSEMFCIPOSZ-SPCKQMHLSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CN2C[C@@H]([C@H]([C@@H]([C@H]2CO)O)O)O)O)O)O.CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CN2C[C@@H]([C@H]([C@@H]([C@H]2CO)O)O)O)O)O)O.O.O.O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C26H56N2O21
Computed by PubChem 2.2 (PubChem release 2024.11.20)
132438-21-2
- 1,5-dideoxy-1,5-((6-deoxy-1-O-methyl-6 alpha-glucopyranosyl)imino)glucitol
- camiglibose
- camiglibose anhydrous
- camiglibose, 2R-(2alpha,3beta,4alpha,5beta) isomer
- MDL 73945
- MDL-73945
- Camiglibose
- 132438-21-2
- UNII-XSD3N36UID
- XSD3N36UID
- MDL 73,945
- Camiglibose (USAN)
- CAMIGLIBOSE [USAN]
- (2R,3R,4R,5S)-2-(hydroxymethyl)-1-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl]piperidine-3,4,5-triol;trihydrate
- MDL-73945
- Camiglibose [USAN:INN]
- Camiglibose hydrate
- camiglibose trihydrate
- 1,5-dideoxy-1,5-((6-deoxy-1-O-methyl-6 alpha-glucopyranosyl)imino)glucitol
- DTXSID00157583
- Methyl 6-deoxy-6-((2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidino)-alpha-D-glucopyranoside sesquihydrate
- D03342
- Q27293975
- .ALPHA.-D-GLUCOPYRANOSIDE, METHYL 6-DEOXY-6-(3,4,5-TRIHYDROXY-2-(HYDROXYMETHYL)-1-PIPERIDINYL)-, SESQUIHYDRATE, (2R-(2.ALPHA.,3.BETA.,4.ALPHA.,5.BETA.))-
- alpha-D-Glucopyranoside, methyl 6-deoxy-6-(3,4,5-trihydroxy-2-(hydroxymethyl)-1-piperidinyl)-, (2R-(2alpha,3beta,4alpha,5beta))-
- alpha-D-Glucopyranoside, methyl 6-deoxy-6-(3,4,5-trihydroxy-2-(hydroxymethyl)-1-piperidinyl)-, sesquihydrate, (2R-(2alpha,3beta,4alpha,5beta))-
- METHYL 6-DEOXY-6-((2R,3R,4R,5S)-3,4,5-TRIHYDROXY-2-(HYDROXYMETHYL)PIPERIDINO)-.ALPHA.-D-GLUCOPYRANOSIDE SESQUIHYDRATE
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
732.7 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
17
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
23
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
732.33755680 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
732.33755680 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
330 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
49
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
386
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
18
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
5
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
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 Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Gene Count
- ChemIDplusCamiglibose [USAN:INN]https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0132438212ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxCamiglibose hydratehttps://comptox.epa.gov/dashboard/DTXSID00157583CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.htmlTarget-based classification of drugshttp://www.genome.jp/kegg-bin/get_htext?br08310.keg
- NCI Thesaurus (NCIt)LICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuseNCI Thesaurushttps://ncit.nci.nih.gov
- Wikidatacamiglibose trihydratehttps://www.wikidata.org/wiki/Q27293975
- 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.htmlcamiglibosehttps://www.ncbi.nlm.nih.gov/mesh/67069606
CONTENTS