(2S,3R,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Basic information
- CAS
105762-16-1- Standard SMILES
CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6O[C@H](C(=O)O)[C@H](O)[C@H](O)[C@H]6O)[C@@](C)(C=O)[C@@H]5CC[C@]43C)[C@H]2C1- InChIKey
NUSHOJSYOLRGAX-MNUGVRNGSA-N- Molecular formula
- C36H54O10
- Average molar mass
- 646.8 g/mol
- Monoisotopic mass
- 646.37169792
Names & identifiers
- Preferred name
- (2S,3R,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
- IUPAC
- (2S,3R,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
- English name
- Gypsogenin-3-glucoronide
- Molecular formula
- C36H54O10
- Molecular weight
- 646.81
Names & synonyms
28-Hydroxy-23,28-dioxoolean-12-en-3-yl hexopyranosiduronic acidDTXSID00909721(2S,3R,4S,5R,6S)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid28-Hydroxy-23,28-dioxo-18alpha-olean-12-en-3beta-yl alpha-D-galactopyranosiduronic acidVaccarosidGYPSOGENIN GLUCORONIDEGypsogenin-3-glucoronidegypsogenin 3-O-glucuronideGYPSOGENIN-3-GLUCORONIDE(P)GYPSOGENIN-3-GLUCORONIDE(RG)β-D-Glucopyranosiduronic acid, (3β,4α)-17-carboxy-23-oxo-28-norolean-12-en-3-ylOlean-12-en-28-oic acid, 3-(hexopyranuronosyloxy)-23-oxo-, (3beta,5xi,9xi,18xi)-
Show more names
(3beta,5Xi,9xi,18xi)-28-hydroxy-23,28-dioxoolean-12-en-3-yl hexopyranosiduronic acid6-(8A-Carboxy-4-formyl-4,6A,6B,11,11,14B-hexamethyl-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,14,14A,14B-eicosahydro-picen-3-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 171 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 5
- Heavy atoms
- 46
- Formal charge
- 0
- Complexity
- 1,310
Physicochemical properties
- Melting point
- 246 · 246 - 249°C
- Boiling point
- 777.912 · 777.912±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.313 · 1.313±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly, Sonicated)
- form
- Solid
- pka
- 2.822 · 2.822±0.70(predicted)
- color
- White to Off-White
Chemistry & industry
Applications
UsesGypsogenin-3-O-glucuronide was used for the isolation and characterization of the seed saponins, momordica saponins I and II.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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