Protopanaxatriol
Protopanaxatriol
CAS: 34080-08-5;1453-93-6
Molecular Formula: C30H52O4
Protopanaxatriol - Names and Identifiers
| Name | Protopanaxatriol |
| Synonyms | PROTOPANAXTRIOL Protopanaxatriol PROTOPANAXADIOL(RG) 20(S)-Protopanaxtriol 20(S)-Protopanaxtriol(PPT) 20(S)-Protopanaxatriol 34080-08-5 (3β,6α,12β)-dammar-24-ene-3,6,12,20-tetrol (20S)-5α-Dammar-24-ene-3β,6α,12β,20-tetrol (3beta,6alpha,12beta,14beta)-dammar-24-ene-3,6,12,20-tetrol (3b,6a,12b)-Dammar-24-ene-3,6,12,20-tetrol,(3beta,6alpha,12beta)-Protopanaxatriol |
| CAS | 34080-08-5 1453-93-6 |
| InChI | InChI=1/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30-/m0/s1 |
Protopanaxatriol - Physico-chemical Properties
| Molecular Formula | C30H52O4 |
| Molar Mass | 476.74 |
| Density | 1.079 |
| Melting Point | 242-244 °C |
| Boling Point | 590.0±50.0 °C(Predicted) |
| Specific Rotation(α) | +42.9 (CHCl3) |
| Flash Point | 240.138°C |
| Solubility | DMSO : ≥ 47 mg/mL (98.59 mM) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | 20(S)-PPT is colorless needle crystal (methanol);20(R)-PPT is white crystalline powder (chloroform-methanol) |
| Color | Off-White |
| pKa | 14.73±0.70(Predicted) |
| Storage Condition | -20°C Freezer |
| Refractive Index | 1.541 |
| MDL | MFCD11041271 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from ginseng. |
| In vitro study | (20S)-Protopanaxatriol works through the glucocorticoid receptor (GR) and oestrogen receptor (ER) in human umbilical vein endothelial cells (HUVECs). (20S)-Protopanaxatriol (g-PPT) increases [Ca 2+ ] i with an EC 50 of 482 nM in HUVECs. (20S)-Protopanaxatriol (1 µM) elevates NO production via ERβ. (20S)-Protopanaxatriol (PPT) inhibits the autonomous transactivation of Gal4-LXRα LBD, the T0901317-dependent transcription of SREBP-1c and its promoter. (20S)-Protopanaxatriol (10 μg/mL) blocks the recruitment of RNA polymerase II to the LXRE region of SREBP-1c. (20S)-Protopanaxatriol also inhibits T0901317-dependent transcription of LXRα target genes related to lipogenesis, and reduces T0901317-induced cellular triglyceride (TG) accumulation in primary hepatocytes, but does not alter transcription of ABCA1, also an LXRα target gene. |
Protopanaxatriol - Risk and Safety
| WGK Germany | 3 |
| HS Code | 29061990 |
Protopanaxatriol - Reference
| Reference Show more | 1. Wang Jinhe, Wang Dong, Li Danxian, etc. Optimization of UDP-glucose supply module of Saccharomyces cerevisiae and production of ginsenoside F_1 [J]. Chinese Journal of Traditional Chinese Medicine, 2019(21). 2. Jiahong Han et al. [IF = 6.06]. "Compatibility effects of ginsen and Ligustrum lucidum Ait herb pair in mice recovery with cyclophosphamide-induced myelosuppersion and its material basis." J ginsen Res. 2020 Mar;44:291 3. [IF = 6.023] tie Hua Zhang et al."Identification of 20(R, S)-protopanaxadiol and 20(R, S)-protopanaxatriol for potential selective modulation of glucocorticoid receptor."Food Chem Toxicol. 2019 Sep;131:110642 4. [IF=6.023] Jingqi Zhao et al."Inhibitory activities of 20(R, S)-protopanaxatriol against epidermal growth factor receptor tyrosine kinase."Food Chem Toxicol. 2021 Sep;155:112411 5. [IF=5.396] Hui Wang et al."Ginsenoside extract from ginseng extends lifespan and health span in Caenorhabditis elegans."Food Funct. 2021 Aug;12(15):6793-6808 6. [IF=4.24] Yuan Liang et al."Multi-spectroscopic and molecular modeling studies on the interactions of serum albumin with 20(S, R)-protopanaxadiol and 20(S, R)-protopanaxatriol that inhibit HCT-116 cells proliferation."Food Biosci. 2021 Apr;40:100913 7. [IF=3.645] Hao Zhang et al."Preparing molecularly imprinted nanoparticles of saponins via cooperative imprinting strategy."J Sep Sci. 2020 Jun;43(11):2162-2171 |
Protopanaxatriol - Reference Information
| biological activity | (20S)-Protopanaxatriol (g-PPT, 20(S)-APPT) is a metabolite with neuroprotective activity in ginsenosides. It is a functional ligand of glucocorticoid receptor GR and estrogen receptor ERbeta, which regulates endothelial cell function. |
| target | Glucocorticoid receptor, Oestrogen receptor, LXRα |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: The original ginseng triol saponin can induce the maturation of dendritic cells of mouse bone marrow cells in vitro with antigen loading, and play a specific cytotoxic effect on tumor cells; secondly, PPT saponin injection can significantly improve the middle cerebral artery occlusion (MCAO) The signs of hemiplegia in rats, reduce the infarct area in the brain, and relieve the symptoms of cerebral edema. (20S)-protopanaxatriol is a metabolite of ginsenosides. |
Last Update：2024-04-09 20:13:35
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