Lanceotoxin A
Basic information
- CAS
93771-82-5- Standard SMILES
CC(=O)O[C@]12CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](c5ccc(=O)oc5)CC[C@]34O)[C@@]1(C=O)CC[C@H](OC(=O)[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O)C2- InChIKey
IDZGCABQJKWSHL-GSMIIGJLSA-N- Molecular formula
- C32H44O12
- Average molar mass
- 620.7 g/mol
- Monoisotopic mass
- 620.28327683
Overview
Lanceotoxin A is a steroid lactone. It is functionally related to a bufanolide.
Names & identifiers
- Preferred name
- Lanceotoxin A
- IUPAC
- [(3S,5S,8R,9S,10S,13R,14S,17R)-5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoate
- English name
- Lanceotoxin A
- Molecular formula
- C32H44O12
- Molecular weight
- 620.69
Names & synonyms
Lanceotoxin A93771-82-5[(3S,5S,8R,9S,10S,13R,14S,17R)-5-acetyloxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoateC08872AC1L9BSTCHEBI:6371orb1702107DTXSID801118779AKOS040746989CS-0086382T25613Q27107175
Show more names
(1R,3aS,3bR,5aS,7S,9aS,9bS,11aR)-5a-(Acetyloxy)-9a-formyl-3a-hydroxy-11a-methyl-1-(2-oxo-2H-pyran-5-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-7-yl (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoate[(3S,5S,8R,9S,10S,13R,14S,17R)-5-acetoxy-10-formyl-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoateBufa-20,22-dienolide, 5-(acetyloxy)-3-[(6-deoxy-L-mannonoyl)oxy]-14-hydroxy-19-oxo-, (3I(2),5I(2))-
Database identifiers
- CAS
93771-82-5- PubChem CID
- 441863
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 197 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 10
- Heavy atoms
- 44
- Formal charge
- 0
- Complexity
- 1,250
Physicochemical properties
- Boiling point
- 805.63 · 805.630±65.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.405 · 1.405±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 12.087 · 12.087±0.20(predicted)
Chemistry & industry
Applications
DescriptionLanceotoxin A is a potent blocker of Ip.
UsesLanceotoxin A is a potent potassium channel inhibitor with activity in regulating cell membrane potential. Lanceotoxin A showed a significant negative correlation with extracellular metabolites in patients after metabolic surgery. The presence of lanceotoxin A may affect the composition of intestinal microorganisms and its association with insulin resistance. Lanceotoxin A may play an important role in the improvement of metabolic syndrome and diabetes[1].
Additional notes
DefinitionChEBI: Lanceotoxin A is a steroid lactone. It is functionally related to a bufanolide.
Related reactions
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Compound notes
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