마슬리닉애씨드

마슬리닉애씨드
마슬리닉애씨드 구조식 이미지
카스 번호:
4373-41-5
한글명:
마슬리닉애씨드
동의어(한글):
마슬리닉애씨드
상품명:
Maslinic acid
동의어(영문):
CRATEGOLIC ACID;Crataegolic acid;MasL;maslinicaci;Masalic acid;Hawthorn acid;MASLINIC ACID, 98%;Maslinic acid (6CI);Maslinic acid 10-98%;Maslinic acid 4373-41-5
CBNumber:
CB3345863
분자식:
C30H48O4
포뮬러 무게:
472.7
MOL 파일:
4373-41-5.mol
MSDS 파일:
SDS

마슬리닉애씨드 속성

녹는점
267~269℃
끓는 점
570.0±50.0 °C(Predicted)
밀도
1.14±0.1 g/cm3(Predicted)
저장 조건
2-8°C
용해도
아세톤: 가용성1mg/mL, 투명, 무색
산도 계수 (pKa)
4.63±0.70(Predicted)
물리적 상태
가루
색상
흰색에서 황백색까지
안정성
흡습성
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)

안전

안전지침서 24/25
WGK 독일 3
HS 번호 29181990
유해 물질 데이터 4373-41-5(Hazardous Substances Data)

마슬리닉애씨드 C화학적 특성, 용도, 생산

개요

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).

용도

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

정의

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.

일반 설명

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.

생물학적 활성

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.

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).

마슬리닉애씨드 준비 용품 및 원자재

원자재

준비 용품


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