マスリン酸

マスリン酸 化学構造式
4373-41-5
CAS番号.
4373-41-5
化学名:
マスリン酸
别名:
マスリン酸;クラテゴリン酸(MASLINICマスリニン酸;クラテゴール酸;(4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-ジヒドロキシ-2,2,6a,6b,9,9,12a-ヘプタメチル-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-イコサヒドロピセン-4a-カルボン酸;2α,3β-ジヒドロキシオレアナ-12-エン-28-酸;2α,3β-ジヒドロキシ-オレアナ-12-エン-28-酸;ブレデモール酸;2α-ヒドロキシオレアノール酸;2α,3β-ジヒドロキシ-5α-オレアナ-12-エン-28-酸
英語名:
Maslinic acid
英語别名:
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
化学式:
C30H48O4
分子量:
472.7
MOL File:
4373-41-5.mol
MSDS File:
SDS

マスリン酸 物理性質

融点 :
267~269℃
沸点 :
570.0±50.0 °C(Predicted)
比重(密度) :
1.14±0.1 g/cm3(Predicted)
貯蔵温度 :
2-8°C
溶解性:
アセトン:可溶1mg/mL 無色透明
酸解離定数(Pka):
4.63±0.70(Predicted)
外見 :
色:
ホワイトからオフホワイト
安定性::
吸湿性
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)

安全性情報

Sフレーズ  24/25
WGK Germany  3
HSコード  29181990
有毒物質データの 4373-41-5(Hazardous Substances Data)

マスリン酸 価格 もっと(12)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01CAY10009645
Maslinic Acid
4373-41-5 1mg ¥8700 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01CAY10009645
Maslinic Acid
4373-41-5 5mg ¥29400 2024-03-01 購入
関東化学株式会社(KANTO) 49869-74 マスリン酸
Maslinic acid
4373-41-5 10mg ¥76000 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) PHL83209 マスリン酸 phyproof? Reference Substance
phyproof? Reference Substance
4373-41-5 10mg ¥79700 2024-03-01 購入
Sigma-Aldrich Japan M6699 マスリン酸 ≥98% (HPLC)
Maslinic acid ≥98% (HPLC)
4373-41-5 5mg ¥32000 2024-03-01 購入

マスリン酸 化学特性,用途語,生産方法

定義

本品は、次の化学式で表される有機化合物である。

化粧品の成分用途

皮膚コンディショニング剤

説明

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).

使用

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

定義

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.

一般的な説明

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.

生物活性

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.

細胞毒性(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).

マスリン酸 上流と下流の製品情報

原材料

準備製品


マスリン酸 生産企業

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マスリン酸  スペクトルデータ(1HNMR、MS)


4373-41-5(マスリン酸)キーワード:


  • 4373-41-5
  • MASLINIC ACID, 98%
  • (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
  • CRATEGOLIC ACID (PLEASE CALL)
  • (2alpha,3beta)-2,3-Dihydroxy-olean-12-en-28-oic acid
  • CRATEGOLIC ACID(MASLINIC ACID)(P)
  • Maslinic Acid(Crategolic Acid)
  • Maslinic acid, Crataegolic acid
  • Crategolic acid, froM Crataegus pinnatifida
  • Olean-12-en-28-oicacid, 2,3-dihydroxy-, (2a,3b)-
  • MASLINIC ACID FROM CRATAEGUS PINNATI
  • Maslinic acid (2alpha,3beta)-2,3-Dihydroxy-olean-12-en-28-oic acid
  • Crategolic acid, 98%, from Crataegus pinnatifida Bunge
  • Keywords Lagerstroemia speciosa extract
  • Keywords loquat leaf extract
  • Maslinic acid 4373-41-5
  • 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
  • maslinic acid, HPLC≥98%
  • Maslinic acid 10-98%
  • 2α-Hydroxyoleanoic Acid
  • MasL
  • maslinicaci
  • hot selling maslinic acid
  • Tianfu Chem 4373-41-5 Maslinic acid
  • CRATEGOLIC ACID
  • Crataegolic acid
  • 2α-Hydroxyoleanoic Acid
  • 2α-Hydroxyoleanolic acid
  • Maslinic acid (6CI)
  • inhibit,Nuclear factor-κB,Human immunodeficiency virus,HIV,Maslinic acid,Nuclear factor-kappaB,NF-κB,Inhibitor,Bacterial
  • (4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-Dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
  • マスリン酸
  • クラテゴリン酸(MASLINICマスリニン酸
  • クラテゴール酸
  • (4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-ジヒドロキシ-2,2,6a,6b,9,9,12a-ヘプタメチル-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-イコサヒドロピセン-4a-カルボン酸
  • 2α,3β-ジヒドロキシオレアナ-12-エン-28-酸
  • 2α,3β-ジヒドロキシ-オレアナ-12-エン-28-酸
  • ブレデモール酸
  • 2α-ヒドロキシオレアノール酸
  • 2α,3β-ジヒドロキシ-5α-オレアナ-12-エン-28-酸
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