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Maslinic acid

Product Name
Maslinic acid
CAS No.
4373-41-5
Chemical Name
Maslinic acid
Synonyms
CRATEGOLIC ACID;Crataegolic acid;MasL;maslinicaci;Masalic acid;Hawthorn acid;Maslinic acid-RM;MASLINIC ACID, 98%;Maslinic acid (6CI);Masalic Acid Powder
CBNumber
CB3345863
Molecular Formula
C30H48O4
Formula Weight
472.7
MOL File
4373-41-5.mol
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Maslinic acid Property

Melting point:
267~269℃
Boiling point:
570.0±50.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
acetone: soluble1mg/mL, clear, colorless
pka
4.63±0.70(Predicted)
form 
powder
color 
white to off-white
Stability:
Hygroscopic
InChIKey
MDZKJHQSJHYOHJ-LLICELPBSA-N
SMILES
[C@@]12(C)CC[C@@]3([H])C(C)(C)[C@@H](O)[C@H](O)C[C@]3(C)[C@@]1([H])CC=C1[C@]3([H])CC(CC[C@]3(C(=O)O)CC[C@@]21C)(C)C |&1:0,4,9,11,14,16,21,27,33,r|
LogP
7.870 (est)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29181990
Hazardous Substances Data
4373-41-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M6699
Product name
Maslinic acid
Purity
≥98% (HPLC)
Packaging
5mg
Price
$216
Updated
2024/03/01
Sigma-Aldrich
Product number
68594
Product name
Maslinic acid
Purity
analytical standard
Packaging
5mg
Price
$459
Updated
2022/05/15
Cayman Chemical
Product number
10009645
Product name
Maslinic Acid
Purity
>98%
Packaging
1mg
Price
$31
Updated
2024/03/01
Cayman Chemical
Product number
10009645
Product name
Maslinic Acid
Purity
>98%
Packaging
5mg
Price
$105
Updated
2024/03/01
Sigma-Aldrich
Product number
M6699
Product name
Maslinic acid
Purity
≥98% (HPLC)
Packaging
25mg
Price
$556.8
Updated
2024/03/01
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Maslinic acid Chemical Properties,Usage,Production

Description

Maslinic acid (2-α,3-β-dihydroxyolean-12-en-28-oic acid) is a pentacyclic triterpene abundant in the cuticular lipid layer of olive fruits (Bianchi et al.,1994) .It is a compound of 30 carbon atoms grouped in five cycles that have several substitutes. Maslinic acid presents two hydroxyl groups bound to carbons 2 and 3,one carboxyl group bound to carbon 17, and a double bond between carbons 12 and 13.It is a highly hydrophobic compound of low water solubility. Maslinic acid is synthesized in plants via the cytoplasmic acetate/mevalonate pathway that leads to oxidosqualene (Seo et al., 1988).Oxidosqualene is cycled by various oxidosqualene cyclases, among them β-amyrin synthase, which catalyzes the transformation of oxydosqualene into β-amyrin (olean-12-3n-3β-ol). Afterwards,β-amyrin is converted by successive reactions into erythrodiol, oleanolic acid, and finally maslinic acid (Saimaru et al.,2007; Stiti et al.,2007).

Description

Maslinic acid is found in a number of natural sources, most notably pomace olive oil (orujo). This pentacyclic triterpene has an antiproliferative effect against Caco-2 cancer cells (EC50 = 15 μM), HT-29 human colon cancer cells (EC50 = 74 μM), 1321N1 astrocytoma cells (IC50 = 25 μM), and human leukemia (CCRF-CEM and CEM/ADR5000) cells (IC50 = 7 μM and 9 μM respectively). Maslinic acid''s antiproliferative activity likely comes from the induction of an oxidative apoptotic pathway, causing cell cycle and cytoskeleton alterations. Maslinic acid has been found to attenuate intracellular oxidative stress via inhibition of NO and H2O2 production and reduction of pro-inflammatory cytokine generation in murine macrophages. Recently maslinic acid has been found to inhibit the spread of the HIV virus by inhibiting the replication of a primary HIV-1 isolate as well as decreased the cytopathic effect and p24 antigen levels in MT2 cells.

Uses

Maslinic acid may be used as an analytical reference standard for the quantification of the analyte in the leaves of Ziziphus species and fruits using different chromatography techniques.

Uses

Maslinic Acid is an apoptosis inducer in lung cancer cells, occuring under normoxic and hypoxic conditions.

Definition

Maslinic acid is a pentacyclic triterpenoid that is olean-12-ene substituted by hydroxy groups at positions 2 and 3 and a carboxy group at position 28 (the 2alpha,3beta stereoisomer). It is isolated from Olea europaea and Salvia canariensis and exhibits anti-inflammatory, antioxidant and antineoplastic activity. It has a role as an antioxidant, an antineoplastic agent, an anti-inflammatory agent and a plant metabolite. It is a pentacyclic triterpenoid and a dihydroxy monocarboxylic acid. It derives from a hydride of an oleanane.

General Description

Maslinic acid belongs to the class of triterpenic acids, a group of phytochemicals present in a large variety of plants. It exhibits a broad-spectrum of biological properties such as cardiovascular, antihyperlipidemic, antioxidant effects, hepatoprotective effects, antitumor activity. It is also involved in enhancing the cellular immune system.

Biological Activity

Maslinic acid is found in a number of natural sources, most notably pomace olive oil (orujo). This pentacyclic triterpene has an antiproliferative effect against Caco-2 cancer cells (EC50 = 15 μM), HT-29 human colon cancer cells (EC50 = 74 μM), 1321N1 astrocytoma cells (IC50 = 25 μM), and human leukemia (CCRF-CEM and CEM/ADR5000) cells (IC50 = 7 μM and 9 μM respectively). Maslinic acid's antiproliferative activity likely comes from the induction of an oxidative apoptotic pathway, causing cell cycle and cytoskeleton alterations. Maslinic acid has been found to attenuate intracellular oxidative stress via inhibition of NO and H2O2 production and reduction of pro-inflammatory cytokine generation in murine macrophages. Recently maslinic acid has been found to inhibit the spread of the HIV virus by inhibiting the replication of a primary HIV-1 isolate as well as decreased the cytopathic effect and p24 antigen levels in MT2 cells.

Biochem/physiol Actions

Predominant triterpenoid found in olives. Anti-proliferative. Promising chemopreventive agent.

Cytotoxicity

IC50 (μg/mL): 6.48 (518A2), 13.61(HT29),17.58 (MCF-7), 11.06 (A549), 9.22(A2780), 8.04 (8505C) (Siewert et al.2014)
IC50 (μg/mL): 9.97 (NIH-3T3)(Sommerwerk et al. 2016).

References

[1] reyes-zurita f j, rufino-palomares e e, lupiáez j a, et al. maslinic acid, a natural triterpene from olea europaea l., induces apoptosis in ht29 human colon-cancer cells via the mitochondrial apoptotic pathway[j]. cancer letters, 2009, 273(1): 44-54.
[2] garcía, a. compound from olive-pomace oil inhibits hiv spread. 070709111536, 1-1 (2007).
[3] liu j, sun h, duan w, et al. maslinic acid reduces blood glucose in kk-ay mice[j]. biological and pharmaceutical bulletin, 2007, 30(11): 2075-2078.
[4] guan t, qian y, tang x, et al. maslinic acid, a natural inhibitor of glycogen phosphorylase, reduces cerebral ischemic injury in hyperglycemic rats by glt‐1 up‐regulation[j]. journal of neuroscience research, 2011, 89(11): 1829-1839.

Maslinic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Maslinic acid Suppliers

Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
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61
Chengdu Herbpurify Co.Ltd.
Tel
18302802153 18981717076
Fax
086-28-85377358
Email
2355253619@qq.com
Country
China
ProdList
1104
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58
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
281
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59
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
Tel
18049165724 13186333400
Email
cuichengbio@163.com
Country
China
ProdList
2775
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58
Shanghai Zhiyun Biotechnology Co., Ltd
Tel
13119135307
Email
3809801531@qq.com
Country
China
ProdList
2767
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Shanghai Longsheng chemical Co.,Ltd.
Tel
021-58099652-8005 13585536065
Fax
021-58099609
Email
bin.wu@shlschem.com
Country
China
ProdList
9809
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59
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19179
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64
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
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View Lastest Price from Maslinic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Masalic Acid Powder 4373-41-5
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-18
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
Product
Maslinic acid 4373-41-5
Price
US $0.00/g
Min. Order
1g
Purity
HPLC≥98%
Supply Ability
100kg
Release date
2024-03-14
BINBO BIOLOGICAL CO.,LTD
Product
Maslinic acid 4373-41-5
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000 kg
Release date
2024-11-28

4373-41-5, Maslinic acidRelated Search:


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