ChemicalBook--->CAS DataBase List--->34080-08-5

34080-08-5

34080-08-5 Structure

34080-08-5 Structure
IdentificationBack Directory
[Name]

PROTOPANAXTRIOL
[CAS]

34080-08-5
[Synonyms]

g-PPT
20(S)-APPT
PROTOPANAXTRIOL
S-Protopanaxatriol
PROTOPANAXADIOL(RG)
Protopanaxtriol ,98%
20(S)-Protopanaxtriol
(2S)-Protopanaxatriol
Protopanaxatriol, 20S-
20(S)-Protopanaxtriol(PPT)
(20S)-Protopanaxatriol, >98%
20(S)-Protopanaxatriol 34080-08-5
(20S)-Protopanaxatriol (~91% HPLC)
(3b,6a,12b)-Dammar-24-ene-3,6,12,20-tetrol
(20S)-5α-Dammar-24-ene-3β,6α,12β,20-tetrol
Dammar-24-ene-3,6,12,20-tetrol, (3β,6α,12β)-
Dammar-24-ene-3,6,12,20-tetrol, (3beta,6alpha,12beta)-
[Molecular Formula]

C30H52O4
[MDL Number]

MFCD01861517
[MOL File]

34080-08-5.mol
[Molecular Weight]

476.74
Chemical PropertiesBack Directory
[Melting point ]

242-244 °C
[Boiling point ]

590.0±50.0 °C(Predicted)
[density ]

1.079
[storage temp. ]

-20°C Freezer
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

14.73±0.70(Predicted)
[color ]

Off-White
[InChIKey]

SHCBCKBYTHZQGZ-NSMZZYIQNA-N
[SMILES]

O[C@H]1[C@H]2[C@@]([C@]3([C@@H]([C@@]4([C@@H]([C@H](C3)O)C([C@H](CC4)O)(C)C)C)C1)C)(CC[C@@H]2[C@@](O)(CCC=C(C)C)C)C
[LogP]

5.890 (est)
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29061990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from ginseng.
[Uses]

(20S)-Protopanaxatriol acts as an inhibitor in the production of corticosteroids in fasciculata cells. Used in the clinical treatment of heart diseases.
[Definition]

ChEBI: Protopanaxatriol is a tetracyclic triterpenoid sapogenin (isolated from ginseng and notoginseng) that is that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions and in which a double bond has been introduced at the 24-25 position. It has a role as a metabolite. It is a tetracyclic triterpenoid, a sapogenin, a 3beta-hydroxy steroid, a 12beta-hydroxy steroid, a 6alpha-hydroxy steroid and a 3beta-hydroxy-4,4-dimethylsteroid. It derives from a hydride of a dammarane.
[Biological Activity]

A metabolites of ginsenosideprotopanaxatriol (g-PPT)could modulate endothelial cell functions through the glucocorticoid receptor (GR) and oestrogen receptor (ER).
[in vivo]

(20S)-Protopanaxatriol (10?mg/kg; i.p.; daily for four weeks) synergizes with Gefitinib to inhibit xenograft growth[3].
(20S)-Protopanaxatriol (50-100 mg/kg; p.o.; 25 days; female BALB/c nude mice bearing breast cancer MCF-7 cell) inhibits the growth of MCF-7 breast cancer cells in a nude mice xenograft assay[4].

Animal Model:H1975 murine xenograft tumor model
Dosage:10?mg/kg
Administration:I.p.; daily for four weeks
Result:The combined g-PPT and Gefitinib (50 mg/kg/day) treatment clearly reduced p-EGFR and KI67 expression and increased c-Caspase3 expression compared to Gefitinib or g-PPT treatment alone.
[target]

Antifection | Glucocorticoid receptor | Oestrogen receptor | LXRα
Spectrum DetailBack Directory
[Spectrum Detail]

PROTOPANAXTRIOL(34080-08-5)1HNMR
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