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CHEBI:17716 - lactose

Default Structure
ChEBI IDCHEBI:17716
ChEBI Namelactose
Stars
DefinitionA glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a β-1→4 glycosidic linkage. The glucose fragment can be in either the α- or β-pyranose form, whereas the galactose fragment can only have the β-pyranose form.
Secondary ChEBI IDsCHEBI:10296, CHEBI:10380, CHEBI:14497, CHEBI:22460, CHEBI:22760, CHEBI:25005, CHEBI:27755, CHEBI:27968, CHEBI:28577, CHEBI:613009
Last Modified9 April 2021
DownloadsMolfile
FormulaC12H22O11
Net Charge0
Average Mass342.297
Monoisotopic Mass342.11621
SMILESOC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O
WURCSWURCS=2.0/2,2,1/[a2122h-1x_1-5][a2112h-1b_1-5]/1-2/a4-b1
InChIInChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1
InChIKeyGUBGYTABKSRVRQ-QKKXKWKRSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
lactose (CHEBI:17716) has role human metabolite (CHEBI:77746)
lactose (CHEBI:17716) is a glycosylglucose (CHEBI:24405)
Incoming Relation(s)
D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp (CHEBI:146614) has functional parent lactose (CHEBI:17716)
D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp (CHEBI:149402) has functional parent lactose (CHEBI:17716)
2'-fucosyllactose (CHEBI:147155) has functional parent lactose (CHEBI:17716)
3-(hexadecylsulfonyl)-2-[(hexadecylsulfonyl)methyl]propyl β-D-galactosyl-(1→4)-β-D-glucoside (CHEBI:63531) has functional parent lactose (CHEBI:17716)
3-fucosyllactose (CHEBI:90065) has functional parent lactose (CHEBI:17716)
lactobionic acid (CHEBI:55481) has functional parent lactose (CHEBI:17716)
lactose 6'-phosphate (CHEBI:28339) has functional parent lactose (CHEBI:17716)
lactose phosphate (CHEBI:25004) has functional parent lactose (CHEBI:17716)
α-L-Fucp-(1→4)-β-D-Galp-(1→4)-D-Glcp (CHEBI:146544) has functional parent lactose (CHEBI:17716)
β-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp (CHEBI:147880) has functional parent lactose (CHEBI:17716)
β-D-Galp-(1→4)-[α-D-Glcp-(1→2)]-D-Glcp (CHEBI:147953) has functional parent lactose (CHEBI:17716)
β-D-Galp-(1→6)-β-D-Galp-(1→4)-D-Glcp (CHEBI:147735) has functional parent lactose (CHEBI:17716)
β-D-Galp6S-(1→4)-D-Glcp (CHEBI:152163) has functional parent lactose (CHEBI:17716)
β-D-GlcpNAc-(1→4)-β-D-Galp-(1→4)-D-Glcp (CHEBI:147065) has functional parent lactose (CHEBI:17716)
β-D-GlcpNAc-(1→6)-β-D-Galp-(1→4)-D-Glcp (CHEBI:148195) has functional parent lactose (CHEBI:17716)
β-L-Fucp-(1→4)-β-D-Galp-(1→4)-D-Glcp (CHEBI:146770) has functional parent lactose (CHEBI:17716)
α-lactose (CHEBI:36219) is a lactose (CHEBI:17716)
β-lactose (CHEBI:36218) is a lactose (CHEBI:17716)
IUPAC Name 
β-D-galactopyranosyl-(1→4)-D-glucopyranose
Synonyms  Source
1-beta-D-Galactopyranosyl-4-D-glucopyranoseKEGG COMPOUND
4-O-β-D-galactopyranosyl-D-glucoseIUPAC
4-(β-D-galactosido)-D-glucoseNIST Chemistry WebBook
beta-D-Gal-(1->4)-D-GlcKEGG COMPOUND
beta-D-Gal-(1->4)-D-GlcKEGG COMPOUND
(Gal)1 (Glc)1KEGG GLYCAN
UniProt Name  Source
lactoseUniProt
Manual XrefsDatabases
C00001136KNApSAcK
C00243KEGG COMPOUND
D00046KEGG DRUG
G10504KEGG GLYCAN
G74621DYGlyGen
G74621DYGlyTouCan
Registry NumbersSources
Reaxys:1292745Reaxys
Gmelin:882872Gmelin
CAS:63-42-3KEGG COMPOUND
CAS:63-42-3NIST Chemistry WebBook
CAS:63-42-3ChemIDplus
Citations