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4373-41-5

4373-41-5 structure
4373-41-5 structure
  • Name: Crategolic acid
  • Chemical Name: Maslinic acid
  • CAS Number: 4373-41-5
  • Molecular Formula: C30H48O4
  • Molecular Weight: 472.700
  • Catalog: Natural product Moss
  • Create Date: 2018-07-12 17:16:54
  • Modify Date: 2024-01-02 20:20:51
  • Maslinic acid can inhibit the DNA-binding activity of NF-κB p65 and abolish the phosphorylation of IκB-α, which is required for p65 activation
Name Maslinic acid
Synonyms Maslinic acid
Olean-12-en-28-oic acid, 2,3-dihydroxy-, (2α,3β)-
maslinicacid
(2α,3β)- 2,3-dihydroxy-Olean-12-en-28-oic acid
(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Hawthorn Leaf Extract
(2α,3β)-2,3-Dihydroxyolean-12-en-28-oic acid
Crataegolic acid
(2α,3β)-2,3-dihydroxy-Olean-12-en-28-oic acid
CRATEGOLIC ACID
Description Maslinic acid can inhibit the DNA-binding activity of NF-κB p65 and abolish the phosphorylation of IκB-α, which is required for p65 activation
Related Catalog
Target

p65

In Vitro Maslinic acid (MA) inhibits LPS-induced NF-κB translocation to nucleus and phosphorylation of IκB-α. Maslinic acid has also been reported to suppress NF-κB regulated osteoclastogenesis in bone marrow monocytes and inhibit TNF-α-induced NF-κB activity and its downstream genes’ expression in pancreatic cancer cells. To confirm if the anti-inflammatory effects of olive pomace extracts (OPEs) inRAW264.7 cells can be attributed to Maslinic acid, dose-dependence experiments determined the effective concentration of Maslinic acid to be 10-20 μM. 20 μM Maslinic acid significantly suppresses TNF-α production and inhibits IL-1, IL-6, and COX-2 mRNA expression in RAW 264.7 cell. Maslinic acid (at 10 and 20 μM) significantly suppresses the DNA-binding activity of NF-κB p65 in LPS-induced RAW 264.7 cells. Pretreatment with Maslinic acid significantly reduces the LPS-induced phosphorylation of IκB-α[1].
In Vivo Paw swelling is alleviated when mice are administered with 200 mg/kg Maslinic acid (MA), significantly suppressing inflammation, compared to the carrageenan induced control group, 4 h after λ-carrageenan injection (0.91±0.51 mm and 1.79±0.4 mm, respectively)[1].
Cell Assay RAW 264.7 cells are seeded in 96-well culture plates at a density of 1×105 cells/mL and after incubation for 24 h, are treated with OPE1 (300 μg/mL or 400 μg/mL), OPE2 (20 μg/mL or 40 μg/mL), or Maslinic acid (10 μM or 20 μM) , as well as with/without LPS at the same time. Cell viability i determined using the WST-1 reagent. Briefly, WST-1 reagent (10 μL) is added to each well and incubated for 1h in a humidified incubator. The absorbance of the samples measured at 450 nm (reference wavelength is 750 nm). Viability is expressed as a percentage of the absorbance measured in LPS-treated cells[1].
Animal Admin Mice[1] Five-week-old male Balb/c mice (19-21 g) are housed in a conventional condition and provided with the free access to standard rodent chow and water. Edema is induced by intraplantar injection of 100 μL 1% carrageenan into the hind left paw. Maslinic acid is tested initially at a dose of 200 mg/kg, orally administered 60 min before and after carrageenan injection. Paw thickness is measured using electronic digital calipers, 2, 3, and 4 h following carrageenan treatment. Mice are sacrificed by carbon dioxide inhalation 4 h after carrageenan injection[1].
References

[1]. Fukumitsu S, et al. Anti-inflammatory and anti-arthritic effects of pentacyclic triterpenoids maslinic acid through NF-κB inactivation. Mol Nutr Food Res. 2016 Feb;60(2):399-409.
Density 1.1±0.1 g/cm3
Boiling Point 570.0±50.0 °C at 760 mmHg
Molecular Formula C30H48O4
Molecular Weight 472.700
Flash Point 312.6±26.6 °C
Exact Mass 472.355255
PSA 77.76000
LogP 7.87
Appearance white to off-white
Vapour Pressure 0.0±3.6 mmHg at 25°C
Index of Refraction 1.568
Storage condition 2-8°C
Water Solubility acetone: soluble1mg/mL, clear, colorless
Safety Phrases 24/25
RIDADR NONH for all modes of transport
HS Code 2940000000
464876-77-5 structure

464876-77-5

~99%

4373-41-5 structure

4373-41-5

Literature: Wen, Xiaoan; Zhang, Pu; Liu, Jun; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou; Sun, Hongbin Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 3 p. 722 - 726
22425-82-7 structure

22425-82-7

~68%

4373-41-5 structure

4373-41-5

Literature: Sengupta, Pasupati; Sen, Manju; Das, Saktipada Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 721 - 722
869788-74-9 structure

869788-74-9

~%

4373-41-5 structure

4373-41-5

Literature: Wen, Xiaoan; Sun, Hongbin; Liu, Jun; Wu, Guanzhong; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4944 - 4948
508-02-1 structure

508-02-1

~%

4373-41-5 structure

4373-41-5

Literature: Wen, Xiaoan; Sun, Hongbin; Liu, Jun; Wu, Guanzhong; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4944 - 4948
303114-51-4 structure

303114-51-4

~%

4373-41-5 structure

4373-41-5

Literature: Wen, Xiaoan; Sun, Hongbin; Liu, Jun; Wu, Guanzhong; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4944 - 4948
876723-81-8 structure

876723-81-8

~%

4373-41-5 structure

4373-41-5

Literature: Wen, Xiaoan; Zhang, Pu; Liu, Jun; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou; Sun, Hongbin Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 3 p. 722 - 726
869788-75-0 structure

869788-75-0

~%

4373-41-5 structure

4373-41-5

Literature: Wen, Xiaoan; Sun, Hongbin; Liu, Jun; Wu, Guanzhong; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4944 - 4948
6089-92-5 structure

6089-92-5

~%

4373-41-5 structure

4373-41-5

Literature: Shimizu; Fukumura; Tsuji; Tanaami; Hayashi; Morita Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 6 p. 2614 - 2617
HS Code 2940000000

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