Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:41:07 UTC
Update Date2024-04-30 19:31:39 UTC
Metabolite IDMMDBc0000244
Metabolite Identification
Common NameD-Tagatose
DescriptionD-Tagatose (CAS: 87-81-0), a rare natural hexoketose, is an isomer of D-galactose. D-Tagatose occurs naturally in Sterculia setigera gum, and it is also found in small quantities in various foods such as sterilized and powdered cow's milk, hot cocoa, and a variety of cheeses, yogurts, and other dairy products. It can be synthesized from D-galactose by isomerization under alkaline conditions in the presence of calcium. D-Tagatose has numerous health benefits, including promotion of weight loss; no glycemic effect; anti-plaque, non-cariogenic, anti-halitosis, prebiotic, and anti-biofilm properties; organ transplants; enhancement of flavor; improvement of pregnancy and fetal development; obesity treatment; and reduction in symptoms associated with type 2 diabetes, hyperglycemia, anemia, and hemophilia (PMID: 17492284 ).
Structure
Synonyms
ValueSource
D-Lyxo-2-hexuloseHMDB
D-Lyxo-hex-2-uloseHMDB
D-TagHMDB
Lyxo-2-hexuloseHMDB
Lyxo-hexuloseHMDB
TagatoseHMDB
Tagatose, (D)-isomerHMDB
Tagatose, (beta-D)-isomerHMDB
Tagatose, (alpha-D)-isomerHMDB
Tagatose, (DL)-isomerHMDB
D-TagatopyranoseHMDB
TagatopyranoseHMDB
beta-D-TagatopyranoseHMDB
beta-D-TagatoseHMDB
Β-D-tagatopyranoseHMDB
Β-D-tagatoseHMDB
b-D-TagatopyranoseHMDB
D-TagatoseHMDB
Molecular FormulaC6H12O6
Average Mass180.156
Monoisotopic Mass180.063388106
IUPAC Name(2R,3S,4S,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol
Traditional Nameβ-D-tagatopyranose
CAS Registry Number20197-42-6
SMILES
OC[C@@]1(O)OC[C@@H](O)[C@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5+,6-/m1/s1
InChI KeyLKDRXBCSQODPBY-DPYQTVNSSA-N