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552-41-0

552-41-0 structure

552-41-0 structure

Name: Paeonol
Chemical Name: Paeonol
CAS Number: 552-41-0
Molecular Formula: C₉H₁₀O₃
Molecular Weight: 166.174
Catalog: API Antipyretic analgesics Non-steroidal anti-inflammatory drugs
Create Date: 2018-07-02 18:34:38
Modify Date: 2024-01-02 13:24:16
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.

Name	Paeonol
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

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	Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease Natural Products >> Phenols
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.

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

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

Symbol	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

Precursor 9
89-84-9 77-78-1 74-88-4 5451-83-2
128961-25-1 829-20-9 150-19-6 75-36-5
64-19-7
DownStream 10
10493-06-8 490-78-8 491-37-2 42327-52-6
22609-52-5 22089-12-9 708-53-2 20321-73-7
20784-60-5 89-84-9

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%