Paeoniflorin

Names

[ Name ]:
Paeoniflorin

[Synonym ]:
paeoniflorine
Paeony root
Delmacinone
Paeonia moutan
peoniflorin
MFCD00869331
Paeonia lactiflora P,E,
Paeoniflorm
EINECS 245-476-2
PAEONIFLORIN(P)
,Peoniflorin
PACLITAXEL

Biological Activity

[Description]:

Paeoniflorin is a herbal constituent extracted from the root of Paeonia albiflora Pall.Target: OthersPaeoniflorin (PF) is the principal bioactive component of Radix Paeo- niae alba, which is widely used in Traditional Chinese Medicine for the treatment of neurodegenerative disorders such as Parkinson's disease(PD) [1]. Paeoniflorin, a compound found in white peony that inhibited the production of testosterone and promoted the activity of aromatase, which converts testosterone into estrogen [2]. Treatment of cells with paeoniflorin but not glycyrrhizin resulted in enhanced phosphorylation and acquisition of the deoxyribonucleic acid-binding ability of heat shock transcription factor 1 (HSF1), as well as the formation of characteristic HSF1 granules in the nucleus, suggesting that the induction of HSPs by paeoniflorin is mediated by the activation of HSF1. Also, thermotolerance was induced by treatment with paeoniflorin but not glycyrrhizin. Paeoniflorin had no toxic effect at concentrations as high as 80 microg/ mL (166.4 microM). To our knowledge, this is the first report on the induction of HSPs by herbal medicines [3].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase

Research Areas >> Neurological Disease

Natural Products >> Terpenoids and Glycosides

[References]

[1]. Cao, B.Y., et al., Paeoniflorin, a potent natural compound, protects PC12 cells from MPP+ and acidic damage via autophagic pathway. J Ethnopharmacol, 2010. 131(1): p. 122-9.

[2]. Takeuchi, T., et al., Effect of paeoniflorin, glycyrrhizin and glycyrrhetic acid on ovarian androgen production. Am J Chin Med, 1991. 19(1): p. 73-8.

[3]. Yan, D., et al., Paeoniflorin, a novel heat shock protein-inducing compound. Cell Stress Chaperones, 2004. 9(4): p. 378-89.

[Related Small Molecules]

Dimethyloxalylglycine | PT-2385 | FG-4592 | PX-478 2HCl | BAY 87-2243 | Vadadustat | Daprodustat | Oltipraz | Chlorogenic acid | LW 6 | Molidustat | IOX2 | KC7F2 | oroxylin A | JNJ-42041935

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
690.2±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₃H₂₈O₁₁

[ Molecular Weight ]:
480.462

[ Flash Point ]:
238.4±25.0 °C

[ Exact Mass ]:
480.163147

[ PSA ]:
164.37000

[ LogP ]:
-0.42

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.683

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RT1200000

CHEMICAL NAME :: Paeoniflorin

CAS REGISTRY NUMBER :: 23180-57-6

LAST UPDATED :: 199112

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C23-H28-O11

MOLECULAR WEIGHT :: 480.51

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3530 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

REFERENCE :: YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 89,899,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 9530 mg/kg

TOXIC EFFECTS :: Behavioral - sleep Behavioral - somnolence (general depressed activity)

REFERENCE :: YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 89,899,1969

Safety Information

[ Hazard Codes ]:
Xn,N,T,F

[ Risk Phrases ]:
R22:Harmful if swallowed. R50:Very Toxic to aquatic organisms. R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed . R23/24/25:Toxic by inhalation, in contact with skin and if swallowed

[ Safety Phrases ]:
S61-S45-S36/37

[ RIDADR ]:
UN 3077 9/PG 3

[ WGK Germany ]:
2

[ RTECS ]:
XZ3015000

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Preparation

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Detection of paeoniflorin and albiflorin by immunostaining technique using anti-paeoniflorin monoclonal antibody.

Phytochem. Anal. 24(2) , 124-8, (2013)

Paeoniae radix is one of the most important crude drugs used in Kampo medicines (KMs). A part of its pharmaceutical properties is due to the presence of paeoniflorin (PF) and albiflorin (AF).For the s...