34080-08-5

Basic information

• Product Name: PROTOPANAXTRIOL
• Synonyms: PROTOPANAXTRIOL;(20S)-5α-Dammar-24-ene-3β,6α,12β,20-tetrol;S-Protopanaxatriol;(3b,6a,12b)-Dammar-24-ene-3,6,12,20-tetrol;Protopanaxatriol;Dammar-24-ene-3,6,12,20-tetrol, (3beta,6alpha,12beta)-;PROTOPANAXADIOL(RG);Protopanaxtriol ,98%
• CAS NO: 34080-08-5
• Molecular Formula: C₃₀H₅₂O₄
• Molecular Weight: 476.73
• Product Categories: Ginseng series;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
• Mol File: 34080-08-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 242-244 °C
• Boiling Point: 590 °C at 760 mmHg
• Flash Point: 240.1 °C
• Appearance: /
• Density: 1.079
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 14.73±0.70(Predicted)
• CAS DataBase Reference: PROTOPANAXTRIOL(CAS DataBase Reference)
• NIST Chemistry Reference: PROTOPANAXTRIOL(34080-08-5)
• EPA Substance Registry System: PROTOPANAXTRIOL(34080-08-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 34080-08-5(Hazardous Substances Data)

Usage

Uses

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

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

Upstream product

• 80952-71-2 ginsenoside Rh₁ 
• 52286-58-5 ginsenoside Rf 

Downstream Products

• 80952-71-2 ginsenoside Rh₁ 
• 19667-13-1 3β,6α,12β,25-tetrahydroxy-(20S,24S)-epoxy-dammarane 
• 19667-13-1 (20S,24R)-epoxydammarane-3β,6α,12β,25-tetrol 

Relevant articles and documents

Biotransformation of saponins by endophytes isolated from Panax notoginseng

The biotransformation of the major saponins in Panax notoginseng, including the ginsenosides Rg1, Rh1, Rb1, and Re, by endophytes isolated from P. notoginseng was studied. One hundred and thirty-six endophytes were isolated and screened for their biotransformational abilities. The results showed that five of the tested endophytes were able to transform these saponins. These five strains were identified based on their ITS or 16S rDNA sequences, which revealed that they belonged to the genera Fusarium, Nodulisporium, Brevundimonas, and Bacillus genera. Ten transformed products were isolated and identified, including a new compound 6-O-[α-L-rhamnopyranosyl-(1→2)-β-D- glucopyranosyl]-20-O-β-D-glucopyranosyldammarane-3,6,12,20,24,25-hexaol (3), and nine known compounds, compound K (1), ginsenoside F2 (2), vinaginsenoside R13 (4), vinaginsenoside R22 (5), pseudo-ginsenoside RT4 (6), (20S)-protopanaxatriol (7), ginsenoside Rg1 (8), vinaginsenoside R15 (9), and (20S)-3-O-β-D-glucopyranosyl-6-O-β-D-glucopyranosylprotopanaxatriol (10). This is the first study on the biotransformation of chemical components in P. notoginseng by endophytes isolated from the same plant. Copyright

Microbial conversion of rare ginsenoside Rf to 20(S)-protopanaxatriol by Aspergillus niger

In this study, rare ginsenoside Rf was transformed into 20(S)-protopanaxatriol (PPT(S)) by glycosidase from Aspergillus niger. By investing the reaction conditions, the optimal conditions were obtained, as follows: pH 5.0, temperature 55°C, and substrate concentration 1.25 mmol/l. Under optimal conditions, PPT(S) (1.13 μmol) prepared from 1.25 μmol Rf showed a higher yield (90.4%). The enzymatic reaction was analyzed by reversed-phase HPLC, suggesting the transformation pathway: Rf → Rh1(S) → PPT(S).