2-Methyl-4-oxo-4H-pyran-3-yl 6-O-[(3R)-4-carboxy-3-hydroxy-3-methylbutanoyl]-beta-D-glucopyranoside
Basic information
- CAS
325144-72-7- Standard SMILES
Cc1occc(=O)c1O[C@@H]1O[C@H](COC(=O)C[C@](C)(O)CC(=O)O)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
WCVUIHQUPRXYKT-XUGHYYTGSA-N- Molecular formula
- C18H24O12
- Average molar mass
- 432.4 g/mol
- Monoisotopic mass
- 432.1267762
Names & identifiers
- Preferred name
- 2-Methyl-4-oxo-4H-pyran-3-yl 6-O-[(3R)-4-carboxy-3-hydroxy-3-methylbutanoyl]-beta-D-glucopyranoside
- IUPAC
- (3R)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-methyl-4-oxopyran-3-yl)oxyoxan-2-yl]methoxy]pentanoic acid
- English name
- 4H-Pyran-4-one, 3-[[6-O-[(3R)-4-carboxy-3-hydroxy-3-methyl-1-oxobutyl]-β-D-glucopyranosyl]oxy]-2-methyl-
- Molecular formula
- C18H24O12
- Molecular weight
- 432.38
Names & synonyms
DTXSID501112572(R)-3-Hydroxy-3-methyl-5-oxo-5-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((2-methyl-4-oxo-4H-pyran-3-yl)oxy)tetrahydro-2H-pyran-2-yl)methoxy)pentanoic acid2-Methyl-4-oxo-4H-pyran-3-yl 6-O-[(3R)-4-carboxy-3-hydroxy-3-methylbutanoyl]-beta-D-glucopyranoside3-[[6-O-[(3R)-4-Carboxy-3-hydroxy-3-methyl-1-oxobutyl]-I(2)-D-glucopyranosyl]oxy]-2-methyl-4H-pyran-4-oneLicoagroside BLicoagroside B >=95% (LC/MS-UV)4H-Pyran-4-one, 3-[[6-O-[(3R)-4-carboxy-3-hydroxy-3-methyl-1-oxobutyl]-β-D-glucopyranosyl]oxy]-2-methyl-
Database identifiers
- CAS
325144-72-7- PubChem CID
- 637142
- DTXSID
DTXSID501112572
Properties
Computed structural properties
- XLogP
- -2.4
- Topological polar surface area
- 189 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 9
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 743
Physicochemical properties
- Boiling point
- 784.4 · 784.4±60.0 °C(Predicted)
- Density
- 1.54 · 1.54±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 1 mg/mL · DMSO: 1mg/mL
- pka
- 4.23 · 4.23±0.10(Predicted)
- form
- solid
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChIKey
- WCVUIHQUPRXYKT-RGCIIANRSA-N
- SMILES
- OC(CC(O)(CC(OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)OC2=C(OC=CC2=O)C)=O)C)=O
- UNSPSC Code
- 12352205 · 12352205
- NACRES
- 25 · NA.25
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
Usesmetabolomicsvitamins, nutraceuticals, and natural products
Additional notes
DefinitionChEBI: Licoagroside B is a monosaccharide derivative resulting from the formal condensation of the hydroxy group of 2-methyl-4-oxo-4H-pyran-3-yl beta-D-glucopyranoside with the carboxy group of 3-hydroxy-3-methylglutaric acid. It has a role as a plant metabolite. It is a dicarboxylic acid monoester, a tertiary alcohol, a monosaccharide derivative and a beta-D-glucoside. It is functionally related to a 3-hydroxy-2-methyl-4-pyrone, a beta-D-glucose and a 3-hydroxy-3-methylglutaric acid.
Related reactions
0 records
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Compound notes
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