CHEBI:142266 - licoagroside B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name licoagroside B
ChEBI ID CHEBI:142266
Definition A monosaccharide derivative resulting from the formal condensation of the hydroxy group of 2-methyl-4-oxo-4H-pyran-3-yl β-D-glucopyranoside with the carboxy group of 3-hydroxy-3-methylglutaric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C18H24O12
Net Charge 0
Average Mass 432.377
Monoisotopic Mass 432.12678
InChI InChI=1S/C18H24O12/c1-8-16(9(19)3-4-27-8)30-17-15(25)14(24)13(23)10(29-17)7-28-12(22)6-18(2,26)5-11(20)21/h3-4,10,13-15,17,23-26H,5-7H2,1-2H3,(H,20,21)/t10-,13-,14+,15-,17+,18?/m1/s1
InChIKey WCVUIHQUPRXYKT-RGCIIANRSA-N
SMILES O1[C@@H]([C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC2=C(OC=CC2=O)C)COC(=O)CC(CC(O)=O)(C)O
Metabolite of Species Details
Herniaria glabra (NCBI:txid115624) Found in whole plant (BTO:0001461). See: PubMed
Genista numidica (NCBI:txid136801) Found in aerial part (BTO:0001658). See: PubMed
Ononis arvensis (NCBI:txid200952) Found in root (BTO:0001188). See: PubMed
Helichrysum arenarium (NCBI:txid261776) Found in flower (BTO:0000469). See: PubMed
Glycyrrhiza glabra (NCBI:txid49827) Isolated rom hairy root culture. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing licoagroside B (CHEBI:142266) has functional parent β-D-glucose (CHEBI:15903)
licoagroside B (CHEBI:142266) has functional parent 3-hydroxy-2-methyl-4-pyrone (CHEBI:69438)
licoagroside B (CHEBI:142266) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831)
licoagroside B (CHEBI:142266) has role plant metabolite (CHEBI:76924)
licoagroside B (CHEBI:142266) is a β-D-glucoside (CHEBI:22798)
licoagroside B (CHEBI:142266) is a dicarboxylic acid monoester (CHEBI:36244)
licoagroside B (CHEBI:142266) is a monosaccharide derivative (CHEBI:63367)
licoagroside B (CHEBI:142266) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
2-methyl-4-oxo-4H-pyran-3-yl 6-O-(4-carboxy-3-hydroxy-3-methylbutanoyl)-β-D-glucopyranoside
Synonyms Sources
3-hydroxy-3-methyl-5-oxo-5-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2-methyl-4-oxopyran-3-yl)oxy]oxan-2-yl]methoxy}pentanoic acid ChEBI
licoagroside B HMDB
maltol 3-O-[6-O-(3-hydroxy-3-methylglutaroyl)]-β-D-glucopyranoside ChEBI
tachiogroside B KNApSAcK
Manual Xrefs Databases
C00019031 KNApSAcK
FDB015423 FooDB
HMDB0036523 HMDB
View more database links
Registry Number Type Source
325144-72-7 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
11140606 PubMed citation Europe PMC
19652412 PubMed citation Europe PMC
29448823 PubMed citation Europe PMC
29783188 PubMed citation Europe PMC
30408845 PubMed citation Europe PMC
Last Modified
20 November 2018