Protopanaxadiol
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Protopanaxadiol
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CAS No:
7755-01-3
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Formula:
C30H52O3
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Chemical Name:
Protopanaxadiol
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Synonyms:
Protopanaxadiol, 98%, from Panax ginseng C. A. Mey.;Protopanaxadiol;20R-Betulafolienetriol;(20R)-5α-Dammar-24-ene-3β,12β,20-triol;(20R)-Dammar-24-ene-3β,12β,20-triol;20R-Protopanaxadiol;PROTOVERATRINE A+B (RG)(CALL);Dammar-24-ene-3,12,20-triol, (3β,12β,20R)-
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CAS No:
Description
(20R)-Protopanaxadiol is a triterpenoid saponin metabolite of 20(R)-ginsenoside Rg3 in black ginseng. (20R)-Protopanaxadiol exhibits anti-tumor activity and cytotoxicity, and potently inhibits the growth of Helicobacter pylori[1][2][3].
(20R)-protopanaxadiol is a diastereomer of protopanaxadiol in which the 20-hydroxy substituent has been introduced at the pro-R position.
(20)R-Protopanaxadiol is a sapogenin that has been found inP. ginsengand has anticancer and antibacterial activities. 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). (20)R-protopanaxadiol also inhibits the growth ofH. pyloriin vitro(MICs = 50-100 μg/ml).
White powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from ginseng.
Characteristics
60.69000
6.50060
1.036±0.06 g/cm3(Predicted)
244-245 °C(Solvent: Ethyl acetate)
559.5±40.0 °C(Predicted)
226.1ºC
1.528
2-8°C
14.96±0.70(Predicted)
Sealed in dry,2-8°C
Protopanaxadiol Use and Manufacturing
(20R)-Protopanaxadiol is a derivative of steroid glycoside, which has the property of inhibiting or preventing the growth of cancer cells.
20(R)-Protopanaxdiol is a saponin ginsenoside which is a signature phytochemical of Ginseng, an herbaceous plant. Anti-cancer agent.
Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]
Computed Properties
Molecular Weight:460.7
XLogP3:7.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:460.39164552
Monoisotopic Mass:460.39164552
Topological Polar Surface Area:60.7
Heavy Atom Count:33
Complexity:783
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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