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M6699

Sigma-Aldrich

Maslinic acid

≥98% (HPLC)

Synonym(s):

2α,3β-Dihydroxyolean-12-en-28-oic acid, 2α-Hydroxyoleanolic acid, Crategolic acid

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About This Item

Empirical Formula (Hill Notation):
C30H48O4
CAS Number:
4373-41-5
Molecular Weight:
472.70
MDL number:
MFCD00049293
UNSPSC Code:
12352205
PubChem Substance ID:
329818034
NACRES:
NA.25

Quality Level

200

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

acetone: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O

InChI

1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1

InChI key

MDZKJHQSJHYOHJ-LLICELPBSA-N

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General description

Maslinic acid is a pentacyclic triterpene compound first isolated from Crataegus oxyacantha L. It is primarily sourced from Olea europaea L. and can be found in the non-glyceride fraction of olive pomace.

Application

Maslinic acid has been used to study its antiproliferative and antiangiogenic effects on human renal cell carcinoma (RCC) cell lines and endothelial cells, respectively. It has also been used as a reference standard to extract triterpenoic acids from olive pomace using the microwave-assisted extraction (MAE) method.

Biochem/physiol Actions

Maslinic acid is a potent antioxidant and anti-inflammatory agent. Other than being an excellent anti-cancer agent, it also displays anti-diabetic, and anti-parasitic properties. Maslinic acid exerts neuroprotective and cardioprotective effects. It has been reported to be a multi-targeted antimalarial drug against Plasmodium falciparum.
Predominant triterpenoid found in olives. Anti-proliferative. Promising chemopreventive agent.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Parth Thakor et al.
Journal of kidney cancer and VHL, 4(1), 16-24 (2017-04-14)
Despite the introduction of many novel therapeutics in clinical practice, metastatic renal cell carcinoma (RCC) remains a treatment-resistant cancer. As red and processed meat are considered risk factors for RCC, and a vegetable-rich diet is thought to reduce this risk
Glòria Lozano-Mena et al.
Journal of agricultural and food chemistry, 60(41), 10220-10225 (2012-09-26)
Maslinic acid, a pentacyclic triterpene from olives, has been reported to exert beneficial effects on health, including anticarcinogenic activity. Despite its importance, little is known about its bioavailability in both humans and animals. A fundamental step for this evaluation consisted
Carlos Moneriz et al.
The FEBS journal, 278(16), 2951-2961 (2011-06-22)
Most drugs against malaria that are available or under development target a single process of the parasite infective cycle, favouring the appearance of resistant mutants which are easily spread in areas under chemotherapeutic treatments. Maslinic acid (MA) is a low
Yisong Qian et al.
European journal of pharmacology, 670(1), 148-153 (2011-08-16)
Maslinic acid is a triterpenoid compound present in plants of Olea europaea. This compound has been reported to have potent antioxidant, anti-cancer, anti-HIV and anti-inflammatory activities. In this study, we investigated the neuroprotective effect of maslinic acid and its mechanism
Susana Sánchez-Tena et al.
PloS one, 8(3), e59392-e59392 (2013-03-26)
Chemoprevention is a pragmatic approach to reduce the risk of colorectal cancer, one of the leading causes of cancer-related death in western countries. In this regard, maslinic acid (MA), a pentacyclic triterpene extracted from wax-like coatings of olives, is known
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