melibiose (CHEBI:28053)

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ChEBI Name	melibiose

ChEBI ID	CHEBI:28053

Definition	A glycosylglucose formed by an α-(1→6)-linkage between D-galactose and D-glucose.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:6733, CHEBI:60170, CHEBI:25182, CHEBI:20943

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

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Wikipedia	License
Tryptophan (symbol Trp or W) is an α-amino acid that is used in the biosynthesis of proteins. Tryptophan contains an α-amino group, an α-carboxylic acid group, and a side chain indole, making it a polar molecule with a non-polar aromatic beta carbon substituent. Tryptophan is also a precursor to the neurotransmitter serotonin, the hormone melatonin, and vitamin B3 (niacin). It is encoded by the codon UGG. Like other amino acids, tryptophan is a zwitterion at physiological pH where the amino group is protonated (–NH+3; pKa = 9.39) and the carboxylic acid is deprotonated ( –COO−; pKa = 2.38). Humans and many animals cannot synthesize tryptophan: they need to obtain it through their diet, making it an essential amino acid. Tryptophan is named after the digestive enzymes trypsin, which were used in its first isolation from casein proteins. It was assigned the one-letter symbol W based on the double ring being visually suggestive to the bulky letter.
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Formulae

C12H22O11
C12H22O11

Net Charge

Average Mass

342.29650

Monoisotopic Mass

342.11621

InChI

InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12+/m1/s1

InChIKey

DLRVVLDZNNYCBX-ABXHMFFYSA-N

SMILES

OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. elastin-laminin receptor agonist An agonist that selectively binds to and activates elastin-laminin receptors.

ChEBI Ontology
Outgoing	melibiose (CHEBI:28053) has role Escherichia coli metabolite (CHEBI:76971) melibiose (CHEBI:28053) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) melibiose (CHEBI:28053) has role elastin-laminin receptor agonist (CHEBI:91139) melibiose (CHEBI:28053) has role mouse metabolite (CHEBI:75771) melibiose (CHEBI:28053) has role plant metabolite (CHEBI:76924) melibiose (CHEBI:28053) is a glycosylglucose (CHEBI:24405)

Incoming	α-D-Galp-(1→3)-[α-D-Galp-(1→6)]-D-Glcp (CHEBI:148118) has functional parent melibiose (CHEBI:28053) melibionic acid (CHEBI:75299) has functional parent melibiose (CHEBI:28053) royal jelly (CHEBI:78665) has part melibiose (CHEBI:28053) β-melibiose (CHEBI:61827) is a melibiose (CHEBI:28053)

IUPAC Name

α-D-galactopyranosyl-(1→6)-D-glucopyranose

Synonyms	Sources
(Gal)1 (Glc)1	KEGG GLYCAN
6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose	KEGG COMPOUND
6-O-α-D-galactopyranosyl-D-glucopyranose	IUPAC
α-D-Gal-(1→6)-D-Glc	ChEBI
α-D-galactosyl-(1→6)-D-glucose	ChEBI
α-D-Galp-(1→6)-D-Glcp	ChEBI
D-Melibiose	ChemIDplus
D-mellibiose	ChEBI
Gal-α(1,6)Glc	ChEBI
Melibiose	KEGG COMPOUND
melibiose	UniProt
WURCS=2.0/2,2,1/[a2122h-1x_1-5][a2112h-1a_1-5]/1-2/a6-b1	GlyTouCan

Last Modified

07 April 2021