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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

M6699-25MG:
M6699-5MG:
M6699-VAR:
M6699-BULK:

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
Ana Márquez Martín et al.
Free radical research, 40(3), 295-302 (2006-02-18)
The pentacyclic triterpene maslinic acid (MA) is a natural compound present in the non glyceride fraction of pomace olive oil, also called orujo olive oil. This compound has previously demonstrated antioxidant properties against lipid peroxidation in vitro, but its effects
Yan Sun et al.
Talanta, 205, 120011-120011 (2019-08-28)
A fast and simple analytical method was developed to fully understand the chemical diversity of pentacyclic triterpenes: lupane, oleanane and ursane type, using multiple neutral loss markers scanning combined with substructure recognition (MNLSR). This procedure was performed on ultra-high performance
Optimisation of microwave-assisted extraction of triterpenoic acids from olive mill waste using response surface methodology
Ozkan G, et al.,
Quality Assurance and Safety of Crops & Foods, 9(2), 179-185 (2017)
Ke Wang et al.
Frontiers in pharmacology, 11, 835-835 (2020-06-26)
Docetaxel (DOC) is the most important chemotherapeutic drug for the treatment of triple negative breast cancer (TNBC); however, acquired drug resistance upon the long-term treatment limits its therapeutic effect. Maslinic acid (MA), a natural triterpene from Olea europaea L., attracts
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