Asclepin
Basic information
- CAS
36573-63-4- Standard SMILES
CC(=O)O[C@H]1C[C@@H](C)O[C@H]2O[C@@H]3C[C@@H]4CC[C@@H]5[C@H](CC[C@]6(C)[C@@H](C7=CC(=O)OC7)CC[C@]56O)[C@@]4(C=O)C[C@H]3O[C@]21O- InChIKey
OXKMZIABKYHLAR-SVDYBJNLSA-N- Molecular formula
- C31H42O10
- Average molar mass
- 574.7 g/mol
- Monoisotopic mass
- 574.27779753
Overview
Asclepin is a cardenolide glycoside.
Names & identifiers
- Preferred name
- Asclepin
- IUPAC
- [(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-yl] acetate
- English name
- [2alpha(2S,3S,4S,6R),3beta,5alpha]-2,3-[[4-acetoxytetrahydro-3-hydroxy-6-methyl-2H-pyran-3,2-diyl]bis(oxy)]-14-hydroxy-19-oxocard-20(22)-enolide
- Molecular formula
- C31H42O10
- Molecular weight
- 574.66
Names & synonyms
AsclepinAsclepiadin3'-O-Acetylcalotropin36573-63-4JHW7L2SWU8((1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo(12.11.0.03,12.05,10.015,23.018,22)pentacosan-9-yl) acetate[(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-yl] acetateRefChem:114453(2 alpha,3 beta,5 alpha)-3-((3-O-acetyl-4,6-dideoxy-D-erythro-hexopyranos-2-ulos-1-yl)oxy) card-20(22)-enolide253-110-8CHEBI:2867DTXSID50957853
Show more names
(2alpha,3beta,5alpha)-3-((3-o-Acetyl-4,6-dideoxy-D-erythro-hexopyranos-2-ulos-1-yl)oxy) card-20(22)-enolide3β,2α-[[(2S,3S,4S,6R)-4-(Acetoxy)tetrahydro-3-hydroxy-6-methyl-2H-pyran-2,3-diyl]bisoxy]-14-hydroxy-19-oxo-5α-card-20(22)-enolide[2α(2S,3S,4S,6R),3β,5α]-2,3-[[4-acetoxytetrahydro-3-hydroxy-6-methyl-2H-pyran-3,2-diyl]bis(oxy)]-14-hydroxy-19-oxocard-20(22)-enolide
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 138 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 4
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 1,170
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cardanolides and derivatives [ST0112]
Physicochemical properties
- Melting point
- 308.5 °C · 308.5°C
- Boiling point
- 555.99 °C · 555.99°C (rough estimate)
- Density
- 1.1606 · 1.1606 (rough estimate)
- refractive index
- 1.5376 · 1.5376 (estimate)
- pka
- 10.95 · 10.95±0.70(Predicted)
- EWG's Food Scores
- 1 · 1
Chemistry & industry
Additional notes
DefinitionChEBI: Asclepin is a cardenolide glycoside.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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