Name | (3beta,5beta)-3,5,14-trihydroxycard-20(22)-enolide |
Synonyms | periplogenin Desoxostrophanthidin 5β-Hydroxydigitoxigenin 5-beta-Hydroxydigitoxigenin 3b,5,14-Trihydroxy-5b-card-20(22)-enolide 3β,5,14-Trihydroxy-5β-cardanolide-20(22)-ene 3β,5,14-Trihydroxy-5β,14β-card-20(22)-enolide 3-beta,5,14-Trihydroxy-5-beta-card-20(22)-enolide (3beta,5beta)-3,5,14-Trihydroxycard-20(22)-enolide (3beta,5beta)-3,5,14-trihydroxycard-20(22)-enolide 5-beta-Card-20(22)-enolide, 3-beta,5,14-trihydroxy- card-20(22)-enolide, 3,5,14-trihydroxy-, (3beta,5beta)- Card-20(22)-enolide, 3,5,14-trihydroxy-, (3.beta.,5.beta.)- Card-20(22)-enolide, 3,5,14-trihydroxy-, (3-beta,5-beta)- (9ci) |
CAS | 514-39-6 |
InChI | InChI=1/C23H34O5/c1-20-7-3-15(24)12-22(20,26)9-5-18-17(20)4-8-21(2)16(6-10-23(18,21)27)14-11-19(25)28-13-14/h11,15-18,24,26-27H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,20+,21+,22-,23-/m0/s1 |
Molecular Formula | C23H34O5 |
Molar Mass | 390.51 |
Density | 1.320±0.06 g/cm3 (20 ºC 760 Torr) |
Melting Point | 245-248℃ |
Boling Point | 583.0±50.0 °C(Predicted) |
Specific Rotation(α) | D27 +31.5° (c = 1.04 in alcohol) |
Flash Point | 200.4°C |
Solubility | Soluble in methanol, DMSO, chloroform. |
Vapor Presure | 5.06E-16mmHg at 25°C |
Appearance | White powder or crystal |
pKa | 14.60±0.70(Predicted) |
Storage Condition | 2-8℃ |
Refractive Index | 1.621 |
MDL | MFCD01745139 |
Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the skin. |
Reference Show more | 1. Xiao-Yu, Z. H. U., et al. "Identification and screening of cardiac glycosides in Streptocaulon griffithii using an integrated data mining strategy based on high resolution mass spectrometry." Chinese journal of natural medicines 16.7 (2018): 546-560.https: 2. Chen, Lei, et al. "Chemical profiling and the potential active constituents responsible for wound healing in Periploca forrestii Schltr." Journal of ethnopharmacology 224 (2018): 230-241.https://doi.org/10.1016/j.jep.2018.04.023 3. [IF=4.36] Lei Chen et al."Chemical profiling and the potential active constituents responsible for wound healing in Periploca forrestii Schltr."J Ethnopharmacol. 2018 Oct;224:230 4. [IF=3.414] Jinsong Li et al."Effects of Periploca forrestii Schltr on wound healing by Src meditated Mek/Erk and PI3K/Akt signals."J Ethnopharmacol. 2019 Jun;237:116 5. [IF=1.773] Xiao-Yu ZHU et al."Identification and screening of cardiac glycosides in Streptocaulon griffithii using an integrated data mining strategy based on high resolution mass spectrometry."Chin J Nat Medicines. 2018 Jul;16:546 |
introduction | barbazin is a cardiac glycoside found in the Chinese herbal medicine Cortex (Periplocae Cortex). It has pharmacological effects such as cardiotonic, anti-inflammatory and anti-tumor. It has a variety of tumor cells cultured in vitro, for example, it has toxic effects on mouse S180 sarcoma cells, human gastric cancer SGC-7901 cells, human lung cancer A549 cells and human liver cancer HepG2 cells. |
pharmacological effects | barpalioside is a cardiac glycoside, which not only has cardiac strengthening effect, but also has pharmacological effects such as anti-inflammatory and anti-tumor. |
biological activity | Periplogenin is a natural furanocoumarin in angelica root, which has a highly effective anti-psoriasis effect. Periplogenin can induce adipocyte differentiation. |
chemical properties | white crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from coreca. |
use | for content determination/identification/pharmacological experiments and other pharmacological effects: strong heart and anti-tumor activity |