| Identification | Back Directory | [Name]
Protopanaxadiol | [CAS]
7755-01-3 | [Synonyms]
Protopanaxadiol
20R-Protopanaxadiol
(20R)-Protopanaxadiol
20R-Betulafolienetriol
Protopanaxadiol USP/EP/BP
PROTOVERATRINE A+B (RG)(CALL)
(20R)-Dammar-24-ene-3β,12β,20-triol
(20R)-5α-Dammar-24-ene-3β,12β,20-triol
Dammar-24-ene-3,12,20-triol, (3β,12β,20R)-
Protopanaxadiol, 98%, from Panax ginseng C. A. Mey. | [Molecular Formula]
C30H52O3 | [MDL Number]
MFCD01861516 | [MOL File]
7755-01-3.mol | [Molecular Weight]
460.732 |
| Chemical Properties | Back Directory | [Boiling point ]
559.5±40.0 °C(Predicted) | [density ]
1.036±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
powder | [pka]
14.96±0.70(Predicted) | [color ]
White | [LogP]
7.590 (est) |
| Hazard Information | Back Directory | [Description]
(20)R-Protopanaxadiol is a sapogenin that has been found in P. ginseng and has anticancer and antibacterial activities.1,2,3 It has a cytotoxic concentration (CC50) value of 6.1 μM in MT-4 human T cell leukemia cells and inhibits the growth of several additional cancer cell lines, including A549 human lung carcinoma, SKOV3 human ovarian adenocarcinoma, SK-Mel-2 human melanoma, P388 and L1210 murine leukemia, and K562 human chronic leukemia cells (ED50s = 11-26 μM).1,2 (20)R-protopanaxadiol also inhibits the growth of H. pylori in vitro (MICs = 50-100 μg/ml).3 | [Chemical Properties]
White powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from ginseng. | [Uses]
20(R)-Protopanaxdiol is a saponin ginsenoside which is a signature phytochemical of Ginseng, an herbaceous plant. Anti-cancer agent. | [Definition]
ChEBI: A diastereomer of protopanaxadiol in which the 20-hydroxy substituent has been introduced at the pro-R position. | [References]
[1] N. BAEK. Cytotoxicities of ginseng saponins and their degradation products against some cancer cell lines[J]. Archives of Pharmacal Research, 1995, 18 1: 164-168. DOI: 10.1007/bf02979189
[2] H HASEGAWA. Inhibitory effect of some triterpenoid saponins on glucose transport in tumor cells and its application to in vitro cytotoxic and antiviral activities.[J]. Planta medica, 1994, 60 3: 240-243. DOI: 10.1055/s-2006-959467
[3] E. BAE. Metabolism of 20(S)- and 20(R)-ginsenoside Rg3 by human intestinal bacteria and its relation to in vitro biological activities.[J]. Biological & pharmaceutical bulletin, 2002, 20 1: 58-63. DOI: 10.1248/bpb.25.58 |
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