(3beta,5beta,11alpha)-3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,11,14-trihydroxycard-20(22)-enolide
Basic information
- CAS
6869-51-8- Standard SMILES
C[C@@H]1O[C@@H](O[C@H]2CC[C@]3(C)[C@H]4[C@H](O)C[C@]5(C)[C@@H](C6=CC(=O)OC6)CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)[C@H](O)[C@H](O)[C@H]1O- InChIKey
WRORFDCUNLGVJF-WGLBOFLQSA-N- Molecular formula
- C29H44O10
- Average molar mass
- 552.7 g/mol
- Monoisotopic mass
- 552.2934476
Overview
Lokundjoside is an alpha-L-rhamnoside. It is functionally related to a bipindogenin.
Names & identifiers
- Preferred name
- (3beta,5beta,11alpha)-3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,11,14-trihydroxycard-20(22)-enolide
- IUPAC
- 3-[(3S,5S,8R,9S,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
- English name
- 3β-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,11α,14-trihydroxy-5β-card-20(22)-enolide
- Molecular formula
- C29H44O10
- Molecular weight
- 552.65366
Names & synonyms
LokundjosideLocundioside6869-51-8Bipindogenin 3-O-alpha-L-rhamnosideCHEBI:27799DTXSID1011274763beta-(6-deoxy-alpha-L-mannopyranosyloxy)-5,11alpha,14-trihydroxy-5beta-card-20(22)-enolide3-[(3S,5S,8R,9S,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one3-((3S,5S,8R,9S,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-17-yl)-2H-furan-5-oneRefChem:1050186DTXCID901558984(3beta,5beta,11alpha)-3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,11,14-trihydroxycard-20(22)-enolide
Show more names
LokundjosidCuspidosideLocundiezideBipindogenin-L-rhamnosid
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 166 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 3
- Heavy atoms
- 39
- Formal charge
- 0
- Complexity
- 1,030
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cardanolides and derivatives [ST0112]
Physicochemical properties
- Melting point
- 255 °C · 255°C
- Boiling point
- 543.19 °C · 543.19°C (rough estimate)
- Density
- 1.1505 · 1.1505 (rough estimate)
- refractive index
- 1.5376 · 1.5376 (estimate)
- pka
- 13.04 · 13.04±0.70(Predicted)
Chemistry & industry
Additional notes
DefinitionChEBI: Lokundjoside is an alpha-L-rhamnoside. It is functionally related to a bipindogenin.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…