EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:150237 - Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc

ChEBI IDCHEBI:150237
ChEBI NameΔ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc
Stars
ASCII NameDelta(4)-beta-D-GlcpA-(1->4)-alpha-D-GlcpNAc
DefinitionAn amino disaccharide consisting of α-L-threo-hex-4-enopyranuronic acid and 2-acetamido-2-deoxy-α-D-glucopyranose residues joined in sequence by a (1→4) glycosidic bond.
Last Modified2 June 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H21NO12
Net Charge0
Average Mass395.317
Monoisotopic Mass395.10638
SMILESCC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2OC(C(=O)O)=C(O)[C@H](O)[C@H]2O)[C@@H](CO)O[C@@H]1O
WURCSWURCS=2.0/2,2,1/[a2122h-1a_1-5_2*NCC/3=O][a21EEA-1a_1-5]/1-2/a4-b1
InChIInChI=1S/C14H21NO12/c1-3(17)15-5-6(18)10(4(2-16)25-13(5)24)26-14-9(21)7(19)8(20)11(27-14)12(22)23/h4-7,9-10,13-14,16,18-21,24H,2H2,1H3,(H,15,17)(H,22,23)/t4-,5-,6-,7+,9-,10-,13+,14-/m1/s1
InChIKeyAHYLVPBUHILXME-IGBVQBHASA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) has functional parent 4,5-dehydro-D-glucuronic acid (CHEBI:43262)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) is a acetamides (CHEBI:22160)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) is a amino disaccharide (CHEBI:22480)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) is a enol (CHEBI:33823)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) is a glucosamine oligosaccharide (CHEBI:22485)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) is a glycosylglucose derivative (CHEBI:63361)
Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
2-acetamido-2-deoxy-4-O-α-L-threo-hex-4-enopyranuronosyl-α-D-glucopyranose
Synonym  Source
(2R,3R,4R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acidIUPAC
Manual XrefsDatabases
G35180RQGlyTouCan
G35180RQGlyGen