Periplogenin
Basic information
- CAS
514-39-6- Standard SMILES
C[C@]12CC[C@H](O)C[C@@]1(O)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O- InChIKey
QJPCKAJTLHDNCS-FBAXFMHRSA-N- Molecular formula
- C23H34O5
- Average molar mass
- 390.5 g/mol
- Monoisotopic mass
- 390.24062418
Overview
periplogenin has been reported in Periploca sepium, Streptocaulon juventas, and other organisms with data available.
Names & identifiers
- Preferred name
- Periplogenin
- IUPAC
- 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-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
- periplogenin
- Molecular formula
- C23H34O5
- Molecular weight
- 390.51
Names & synonyms
Periplogenin514-39-6Desoxostrophanthidin3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-oneB6808P7IY93-((3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-17-yl)-2H-furan-5-oneRefChem:171790MFCD017451395.beta.-HydroxydigitoxigeninCard-20(22)-enolide, 3,5,14-trihydroxy-, (3.beta.,5.beta.)-5-beta-HydroxydigitoxigeninUNII-B6808P7IY9
Show more names
5β-HydroxydigitoxigeninPeriplogenin, 10 mM in DMSOPeriplogenin，Desoxostrophanthidin3β,5,14-Trihydroxy-5β-cardanolide-20(22)-ene3β,5,14-Trihydroxy-5β,14β-card-20(22)-enolideCard-20(22)-enolide,3,5,14-trihydroxy-, (3b,5b)-Card-20(22)-enolide, 3,5,14-trihydroxy-, (3β,5β)-
3-beta,5,14-Trihydroxy-5-beta-card-20(22)-enolidePERIPLOGENIN [MI]3beta,5,14-Trihydroxy-5beta-card-20(22)-enolideCHEMBL460768orb1302293SCHEMBL1483841DTXSID50965711WLZ4704
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 733
Physicochemical properties
- Melting point
- 245 · 245-248℃
- alpha
- 27 · D27 +31.5° (c = 1.04 in alcohol)
- Boiling point
- 583 · 583.0±50.0 °C(Predicted)
- Density
- 1.32 · 1.320±0.06 g/cm3 (20 ºC 760 Torr)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 14.6 · 14.60±0.70(Predicted)
- color
- White to off-white
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 6808 P7IY9 · B6808P7IY9
Chemistry & industry
Applications
UsesPeriplogenin can be regarded as one of the active anti-inflammation components of traditional Chinese medicine Cortex Periplocae. Periplogenin exhibits an anti-cancer effect on S180 sarcoma xeno-grafted mice.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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