基本情報
- CAS
11042-64-1- 標準SMILES
COc1cc(/C=C/C(=O)O[C@H]2CC[C@]34C[C@]35CC[C@]3(C)[C@@H]([C@H](C)CCC=C(C)C)CC[C@@]3(C)[C@@H]5CC[C@H]4C2(C)C)ccc1O- InChIKey
FODTZLFLDFKIQH-FSVGXZBPSA-N- 分子式
- C40H58O4
- 平均分子量
- 602.9 g/mol
- 単同位体質量
- 602.43351033
名称と識別子
- 優先名称
- Gamma-Oryzanol
- IUPAC
- [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
- 現地名
- γ-オリザノール
- 英語名
- Gamma oryzanol
- 分子式
- C40H58O4
- 分子量
- 602.89
名称と別名
名称をさらに表示
データベース識別子
- CAS
11042-64-1、21238-33-5- PubChem CID
- 5282164
- ChEMBL
CHEMBL388595- ChEBI
CHEBI:32345- UNII
- 3PQR2YON9T
- EC Number
- 244-285-1、600-960-6
- Nikkaji
- J1.737.041C、J442.513H
物性
構造計算による物性
- XLogP
- 12.1
- 極性表面積
- 55.8 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 9
- 重原子数
- 44
- 形式電荷
- 0
- 複雑度
- 1,150
物理化学的性質
- 融点
- 135 · 135-137°C
- 沸点
- 571.92 °C · 571.92°C (rough estimate)
- 比重(密度)
- 0.9751 · 0.9751 (rough estimate)
- 屈折率
- 1.476 · 1.4760 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 水溶解度
- Practically insoluble in water
- 溶解性
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- 外見
- powder to crystaline
- 色
- White to Light yellow
- 臭い (Odor)
- 臭いがほとんどないか、まったくない
- Merck
- 14 · 14,6886
- 主な用途
- 医薬品(低分子化合物)
- 化粧品成分の機能
- 帯電防止スキンコンディショニング
- InChIKey
- FODTZLFLDFKIQH-PGYKLSNGNA-N
- SMILES
- C123CC[C@]4(C)[C@H](CC[C@@]4(C)C1CCC1C(C)(C)[C@@H](OC(=O)/C=C/C4=CC=C(O)C(OC)=C4)CC[C@]21C3)C(C)CC/C=C(\C)/C |&1:3,5,8,17,34,r|
- LogP
- 13.205 · 13.205 (est)
- CAS データベース
- 11042 · 11042-64-1(CAS DataBase Reference)
化学的性質
化学的特性White to Off-White Solid
安全と法規制
GHS分類
GHS Classification
Danger
H310 (100%): Fatal in contact with skin [Danger Acute toxicity, dermal]
P262, P264, P270, P280, P302+P352, P316, P321, P361+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 57 reports by companies from 1 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Not Classified;Reported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: .gamma.-Oryzanol
Gamma-oryzanol: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Acute Tox. 2 (100%)
Not Classified
法規制情報
Regulatory Information
Chemical: .gamma.-Oryzanol
Gamma-oryzanol: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- WGK 3
- rtecs
- RN0050000
- ridadr
- UN 2811 6.1/PG II
- 毒性
- LD50 oral in rat: > 25gm/kg
- hs_code
- 3822.19.0080
- 化審法
- (8)-485
- hazard_class
- 6.1
- packing_group
- II
- Hazard Classifications
- Acute Tox. 2 Dermal
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
化学と産業
薬理情報
MeSH Pharmacological Classification
Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.
Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS.
用途と製造
応用分野
用途医薬品及び化粧品の原料。
用途コレステロール吸収抑制作用 を示します。
用途コレステロール吸収抑制作用 を示します。
説明Gamma oryzanol is a lipid fraction derived from rice-bran oil. Oryzanol was first isolated from rice-bran oil in the 1950s. Several lipid fractions were isolated from the oil.The third (gamma) fraction isolated was oryzanol.It is made up of a mixture of ferulic acid esters and plant sterols. Similar in structure to cholesterol, the phytosterols and triterpenes that comprise oryzanol include campesterol, stigmasterol, beta sitosterol, cycloartanol, and cycloartenol. Because phytosterols are poorly absorbed, it has been suggested that they may reduce blood cholesterol by inhibiting intestinal cholesterol absorption.In contrast, the ferulic acid portion of gamma oryzanol is easily absorbed into the body's tissues. Ferulic acid also has demonstrated antioxidant properties in vitro.
天然物の起源Gamma oryzanol is found in rice-bran oil, which is commercially available in Japan for use in salad oils and frying.Crude rice-bran oil contains approximately 1.56% oryzanol.Of the 180 mg of plant sterols found in the typical American diet,about 4% is gamma-oryzanol.One cup of brown rice provides 18 mg gamma oryzanol, whereas white rice provides 4mg. The ferulic acid portion of gamma oryzanol is naturally found in the bran of cereals, and in fruits and vegetables.Ferulic acid is also a metabolite of caffeic acid found in coffee.
使用Gamma Oryzanol is a mixture of 6 substances derived from rice bran oil, including sterols and ferulic acid, called Cycloartanyl Ferulate or Triterpene alcohol ferulate. It has been approved in Japan for several conditions, including menopausal symptoms, mild anxiety, stomach upset, and high cholesterol. In the US, it is widely used as a sports supplement, as well as for reducing cholesterol. gamma oryzanol is widely used as a food additive, pharmaceutical material. In cosmetic area, the application to creams and sunscreens exploiting its skin age resistor function and ultraviolet absorbing effect.
一般的な説明Gamma oryzanol is found in the by-products of the rice industry, such as rice bran and rice bran oil. It exhibits a wide range of biological activities, including anticarcinogenic, anti-inflammatory, antihyperlipidemic, and neuroprotective properties, which are primarily due to its high antioxidant capacity.
調製方法
製造方法Extraction of gamma oryzanol from processes oil. Gamma oryzanol can be extracted by liquid-liquid extraction method by using organic solvent or by using supercritical extraction method. The following procedure was followed to extract gamma oryzanol from the oil.Rice Bran Oil (1 kg)→NaOH and water was added→Stirred and stored for one day at room temperature→Acidified to pH 4 using H2SO4→Heated to 80°C→50g NaCl was added→Oily layer was obtained→ Methanol was added→ Mixture was cooled to 0°C for 2 hrs.→ Waxy component precipitated→ Solution of 5g H2SO4 in 300 ml methanol→ Stored for one day→ Stirred at 40°C to remove/evaporate methanol→ To 100g residue 100g n-hexane was added→ Solvent Distillation→ Treatment of 100 ml methanol was given→ Residue was extracted 3 times with 50ml 0.5N→ methanolicNaOH→ Neutralised with methanolic acetic acid to pH 6.8-7→ Stored to precipitate gamma oryzanol.The yield of gamma oryzanol was found to be 2.2%
サプライヤー100 社
補足説明
定義本品は、フェルラ酸とテルペンアルコールのエステルであり、次の化学式で表される。
関連反応
化合物ノート
読み込み中…