Sialyl Lewis A
PubChem CID
643993
Structure
Molecular Formula
Synonyms
- Sialyl Lewis a
- 3-Sialyl Lewis
- 92448-22-1
- SLea
- Sialyl Lewis A, Sodium Salt
Molecular Weight
820.7 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2005-06-01
- Modify:2025-01-11
Description
3-sialyl lewis is a member of neuraminic acids.
CA19-9 Antigen is cA 19-9 is a fucosylated glycosphingolipid carbohydrate antigen that is soluble and is adsorbed to erythrocytes and to many adenocarcinomas of the digestive tract, especially pancreatic tumors. By structure CA 19-9 is related to the Lewis blood group antigens.
Sialylated Lewis(a) blood group carbohydrate antigen found in many adenocarcinomas of the digestive tract, especially pancreatic tumors.
Chemical Structure Depiction
Conformer generation is disallowed since too many atoms, too flexible
(2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4R,5R)-2-acetamido-5,6-dihydroxy-1-oxo-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C31H52N2O23/c1-9-18(43)21(46)22(47)28(51-9)54-25(15(42)7-36)24(12(5-34)32-10(2)38)53-29-23(48)27(20(45)16(8-37)52-29)56-31(30(49)50)4-13(40)17(33-11(3)39)26(55-31)19(44)14(41)6-35/h5,9,12-29,35-37,40-48H,4,6-8H2,1-3H3,(H,32,38)(H,33,39)(H,49,50)/t9-,12-,13-,14+,15+,16+,17+,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,29-,31-/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
INZOTETZQBPBCE-NYLDSJSYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)NC(=O)C)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O[C@@]3(C[C@@H]([C@H]([C@@H](O3)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C31H52N2O23
Computed by PubChem 2.1 (PubChem release 2019.06.18)
- 5-acetylneuraminyl-2-3-galactosyl-1-3-(fucopyranosyl-1-4)-N-acetylglucosamine
- A, Sialyl Lewis
- alpha-Neu5Ac-(2-3)-beta-D-Gal-(1-3)-(alpha-L-Fuc-(1-4))-beta-D-GlcNAc
- Antigen CA 19 9
- Antigen CA-19-9
- Antigen, CA 19-9
- Antigen, CA 19.9
- Antigen, CA-19-9
- CA 19 9 Antigen
- CA 19-9 Antigen
- CA 19.9 Antigen
- CA-19-9 Antigen
- CA-19-9, Antigen
- Cancer Antigen, Gastrointestinal
- Gastrointestinal Cancer Antigen
- Lewis A, Sialyl
- NAG-1,3-F-1,4-GN
- Neu5Ac-2-3-Gal-1-3-(Fuc-1-4)-GlcNAc
- Sialyl Le(a)
- sialyl Lewis a
- Sialyl Lewis A Antigen
- sialyl Lewis(a) tetrasaccharide
- Sialyl Lewis a
- 3-Sialyl Lewis
- 92448-22-1
- SLea
- Sialyl Lewis A, Sodium Salt
- Sialyl Lea tri
- Sialyl-Lewis a
- 3'-Sialyl Lewis A
- Cancer antigen 19-9
- UNII-ZEJ6FM4UJK
- ZEJ6FM4UJK
- CA19-9
- (2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4R,5R)-2-acetamido-5,6-dihydroxy-1-oxo-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
- Carbohydrate antigen 19-9
- CA-19-9
- (2S,4S,5R,6R)-5-acetamido-2-{[(2R,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R)-2-acetamido-5,6-dihydroxy-1-oxo-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
- D-GLUCOSE, O-(N-ACETYL-.ALPHA.-NEURAMINOSYL)-(2->3)-O-.BETA.-D-GALACTOPYRANOSYL-(1->3)-O-(6-DEOXY-.ALPHA.-L-GALACTOPYRANOSYL-(1->4))-2-(ACETYLAMINO)-2-DEOXY-
- D-Glucose, O-(N-acetyl-alpha-neuraminosyl)-(2->3)-o-beta-D-galactopyranosyl-(1->3)-O-(6-deoxy-alpha-L-galactopyranosyl-(1->4))-2-(acetylamino)-2-deoxy-
- Sialyl LewisA
- Sialyl LeA
- (2S,4S,5R,6R)-2-(((2R,3R,4S,5S,6R)-2-(((2R,3R,4R,5R)-5,6-dihydroxy-2-((1-hydroxyethylidene)amino)-1-oxo-4-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy)hexan-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy)-4-hydroxy-5-((1-hydroxyethylidene)amino)-6-((1R,2R)-1,2,3-trihydroxypropyl)oxane-2-carboxylate
- (2S,4S,5R,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R)-5,6-dihydroxy-2-[(1-hydroxyethylidene)amino]-1-oxo-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
- (2S,4S,5R,6R)-5-acetamido-2-(((2R,3R,4S,5S,6R)-2-(((2R,3R,4R,5R)-2-acetamido-5,6-dihydroxy-1-oxo-4-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy)hexan-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
- O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-O-beta-D-galactopyranosyl-(1->3)-O-(6-deoxy-alpha-L-galactopyranosyl-(1->4))-2-(acetylamino)-2-deoxy-D-glucose
- O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-O-beta-D-galactopyranosyl-(1->3)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->4)]-2-(acetylamino)-2-deoxy-D-glucose
- O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-O-beta-delta-galactopyranosyl-(1->3)-O-(6-deoxy-alpha-L-galactopyranosyl-(1->4))-2-(acetylamino)-2-deoxy-D-glucose
- O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-O-beta-delta-galactopyranosyl-(1->3)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->4)]-2-(acetylamino)-2-deoxy-D-glucose
- Sialyl Le(a) Antigen
- 3'-SLea
- Sialylated Lewis a Antigen
- CA19-9 ANTIGEN
- Sialylated Lewis (a) Antigen
- SCHEMBL21855135
- DTXSID40919162
- CHEBI:185147
- INZOTETZQBPBCE-NYLDSJSYSA-N
- NS00122284
- W-204072
- a-NeuNAc-(2>3)-b-D-Gal-(1>3)-(a-L-Fuc-[1>4])-D-GlcNAc
- D-Glucose, O-(N-acetyl-a-neuraminosyl)-(2>3)-O-b-D-galactopyranosyl-(1>3)-O-[6-deoxy-a-L-galactopyranosyl-(1>4)]-2-(acetylamino)-2-deoxy- (9CI)
- D-glucose, O-5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranonosyl-(2->3)-O-beta-D-galactopyranosyl-(1->3)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->4)]-2-(acetylamino)-2-deoxy-
- O-(N-acetyl-alpha-neuraminosyl)-(2->3)-O-beta-D-galactopyranosyl-(1->3)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->4)]-2-(acetylamino)-2-deoxy- D-Glucose
- O-(N-acetyl-alpha-neuraminosyl)-(2->3)-O-beta-delta-galactopyranosyl-(1->3)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->4)]-2-(acetylamino)-2-deoxy- D-Glucose
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
820.7 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-8.6
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
15
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
23
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
18
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
820.29608591 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
820.29608591 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
411 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
56
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
1320
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
20
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)
Solid
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
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
PubMed Count
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/Sialyl Lewis ahttps://commonchemistry.cas.org/detail?cas_rn=92448-22-1
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxSialyl Lewis ahttps://comptox.epa.gov/dashboard/DTXSID40919162CompTox 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
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing3-Sialyl Lewishttp://www.hmdb.ca/metabolites/HMDB0006579
- ChEBI
- 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
- Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads section.http://www.dgidb.org/downloadsCA19-9 ANTIGENhttps://www.dgidb.org/drugs/ncit:C327
- FooDBLICENSEFooDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB) and the original publication.https://foodb.ca/about3-Sialyl Lewishttps://foodb.ca/compounds/FDB023981
- Japan Chemical Substance Dictionary (Nikkaji)
- Metabolomics Workbench
- WikidataSialyl-Lewis Ahttps://www.wikidata.org/wiki/Q15427831
- WikipediaLeukotriene D4https://en.wikipedia.org/wiki/Leukotriene_D4
- 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.htmlCA-19-9 Antigenhttps://www.ncbi.nlm.nih.gov/mesh/68018395
- PubChem
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
CONTENTS