Paeonol

Modify Date: 2024-01-02 13:24:16

Paeonol Structure
Paeonol structure
 Common Name Paeonol
CAS Number 552-41-0 Molecular Weight 166.174
Density 1.2±0.1 g/cm3 Boiling Point 301.9±22.0 °C at 760 mmHg
Molecular Formula C9H10O3 Melting Point 48-50 °C(lit.)
MSDS Chinese USA Flash Point 122.3±15.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Paeonol


Paeonol is an active extraction from the root of Paeonia suffruticosa, Paeonol inhibits MAO-A and MAO-B with IC50 of 54.6 μM and 42.5 μM, respectively.

 Names

Name Paeonol
Synonym More Synonyms

 Paeonol Biological Activity

Description Paeonol is an active extraction from the root of Paeonia suffruticosa, Paeonol inhibits MAO-A and MAO-B with IC50 of 54.6 μM and 42.5 μM, respectively.
Related Catalog
Target

IC50: 42.5 μM (MAO-B), 54.6 μM (MAO-A)[1]

In Vitro Paeonol is found to be inhibitory against MAO A in a dose-dependent manner with IC50 value of 54.6 μM. Paeonol is shown to inhibit MAO-B in a dose-dependent manner with the IC50 of 42.5 μM. For Paeonol, the Ki is estimated to be 51.1 μM. The inhibition of Paeonol on MAO B is of competitive type with Ki value of 38.2 μM[1].
In Vivo The 200 mg/kg Paeonol+I/R group [AN/V (%): 7.6±2.2, p<0.01] and 100 mg/kg Paeonol+I/R group [AN/V (%): 9.4±2.8, p<0.05] both show lesser extents of no-reflow area in the ventricles compared with the I/R group [AN/V (%): 18.2±2.9]. In particular, the 200 mg/kg Paeonol + I/R group experienced markedly alleviated no-reflow in the whole heart [AN/WH (%): 4.6±1, p<0.05] compared with the I/R group [AN/WH (%): 10.0±1.9][2].
Animal Admin Mice[2] Male Wistar rats (180-220 g, average age of 8 week) are randomly divided into four groups: (1) sham group, thoracotomy without left anterior descending coronary artery (LAD) occlusion or Paeonol pretreatment; (2) I/R group, LAD occlusion (ischemia) for 4 h followed by reperfusion for 8 h; (3) Paeonol (100 mg/kg)+I/R group, oral administration of 100 mg/kg Paeonol (1 mL/kg) for 7 days using a intragastric tube prior to I/R procedure; (4) Paeonol (200 mg/kg) + I/R group, oral administration of 200 mg/kg Paeonol (1 mL/kg) for 7 days using a intragastric tube prior to I/R procedure. In addition, rats in the sham and I/R groups received a dosage of DMSO equal to that with which the Paeonol was dissolved in for the other two groups. DMSO was also administered intragastrically for 7 consecutive days. A minimum of eight rats were assigned to each group. An ischemia group without reperfusion is not included since our present study mainly focuses on the effect of Paeonol on the cardiac injuries after reperfusion, which is closely related to the real-world situation of no-reflow after coronary revascularization. However, future studies may include a group subjected only to 4 h of ischemia to differentiate, in terms of damage to the cardiac function, which was due to the ischemia and which was due to the no-reflow.
References

[1]. Kong LD, et al. Inhibition of MAO A and B by some plant-derived alkaloids, phenols and anthraquinones. J Ethnopharmacol. 2004 Apr;91(2-3):351-5.

[2]. Ma L, et al. Paeonol Protects Rat Heart by Improving Regional Blood Perfusion during No-Reflow. Front Physiol. 2016 Jul 21;7:298.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 301.9±22.0 °C at 760 mmHg
Melting Point 48-50 °C(lit.)
Molecular Formula C9H10O3
Molecular Weight 166.174
Flash Point 122.3±15.8 °C
Exact Mass 166.062988
PSA 46.53000
LogP 2.16
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.538

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RT1215000
CHEMICAL NAME :
Paeonol
CAS REGISTRY NUMBER :
552-41-0
BEILSTEIN REFERENCE NO. :
1282794
LAST UPDATED :
199709
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C9-H10-O3
MOLECULAR WEIGHT :
166.19

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
490 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 49,84,1953
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
781 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex)
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: 89,1205,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
196 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex)
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: 89,1205,1969

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H312-H315-H319-H332-H335
Precautionary Statements P261-P280-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R20/21/22;R36/37/38
Safety Phrases S26-S28-S36/37/39-S45
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS RT1215000
HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles27

More Articles
Competitive molecular interaction among paeonol-loaded liposomes: differential scanning calorimetry and synchrotron X-ray diffraction studies.

Int. J. Pharm. 438(1-2) , 91-7, (2012)

Thermotropic phase behavior of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) liposomes containing 5 mol% cholesterol, or 5 mol% stigmasterol, or 5 mol% paeonol have been investigated by different...

Paeonol inhibits oxidized low density lipoprotein-induced monocyte adhesion to vascular endothelial cells by inhibiting the mitogen activated protein kinase pathway.

Biol. Pharm. Bull. 35(5) , 767-72, (2012)

Atherosclerosis is a chronic inflammatory disease characterized by increased expression of adhesion molecules, which contribute to monocytes adhesion to vascular endothelial cells (VECs). Paeonol, an ...

Influence of co-administered danshensu on pharmacokinetic fate and tissue distribution of paeonol in rats.

Planta Med. 78(2) , 135-40, (2012)

Cortex Moutan (root bark of Paeonia suffruticosa Andrew) and Radix Salviae miltiorrhizae (root and rhizome of Salvia miltiorrhiza Bunge) are two herbs widely used in traditional Chinese medicine (TCM)...

 Synonyms

1-(2-Hydroxy-4-methoxyphenyl)ethanone
2-Acetyl-5-methoxy-phenol
2-Hydroxy-4-methoxyacetophenone
EINECS 209-012-2
Acetophenone, 2'-hydroxy-4'-methoxy-
Ethanone, 1- (2-hydroxy-4-methoxyphenyl)-
2'-hydroxy-4'-methoxyacetophenone
4-Methoxy-2-hydroxyacetophenone
Paeonol
MFCD00008730
Ethanone, 1-(2-hydroxy-4-methoxyphenyl)-
1-(2-Hydroxy-4-methoxyphenyl)ethan-1-one
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