12738-23-7
Oryzanol
CAS: 11042-64-1;12738-23-7;469-36-3
Molecular Formula: C40H58O4
12738-23-7 - Names and Identifiers
| Name | Oryzanol |
| Synonyms | gamma-oz Gu Weisu Oryzanol gammariza GAMMA-ORYZANOL gamma-orizanol gamma-Oryzanol .gamma.-Orizanol (3beta,9beta)-9,19-cyclolanost-24-en-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (3beta,9beta)-24-methylidene-9,19-cyclolanostan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate |
| CAS | 11042-64-1 12738-23-7 469-36-3 |
| EINECS | 600-960-6 |
| InChI | InChI=1/C40H58O4/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3/b17-13+/t27?,29-,32?,33?,34+,37-,38+,39-,40+/m1/s1 |
12738-23-7 - Physico-chemical Properties
| Molecular Formula | C40H58O4 |
| Molar Mass | 602.89 |
| Density | 0.9751 (rough estimate) |
| Melting Point | 135-137°C |
| Boling Point | 571.92°C (rough estimate) |
| Flash Point | 193.8°C |
| Water Solubility | Practically insoluble in water |
| Solubility | Chloroform, ethyl acetate |
| Vapor Presure | 3.38E-18mmHg at 25°C |
| Appearance | White to white-like solid |
| Color | White to Light yellow |
| Merck | 14,6886 |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.4760 (estimate) |
| MDL | MFCD00867548 |
| Physical and Chemical Properties | Melting point 135-137°C |
| Use | For periodic psychosis, premenstrual catatonia, menopausal syndrome, vascular headache, and autonomic dysfunction |
12738-23-7 - Risk and Safety
| UN IDs | UN 2811 6.1/PG II |
| RTECS | RN0050000 |
| Hazard Class | 6.1 |
| Packing Group | II |
| Toxicity | LD50 oral in rat: > 25gm/kg |
12738-23-7 - Reference
| Reference Show more | 1. Jiang Zefang Bai Xinpeng Gao Wei Du Xiaojing Zhang Fangfang. Preparation and Characterization of Low-calorie Organic Gels from Modified Coconut Oil Rich in Polyunsaturated Fatty Acids at Sn-2 Position [J]. China oil 2019 44(05):56-62. 2. [IF = 7.514] Ping Sun et al."Characterization of functional chocolate formulated using oleogels derived from β-sitosterol with γ-oryzanol/lecithin/stearic acid." Food Chem. 2021 Oct;360:130017 3. [IF = 6.475] Qing Li et al."Large amplitude oscillatory shear (LAOS) for nonlinear rheological behavior of heterogeneous emulsion gels made from natural supramolecular gelators." Food Res Int. 2021 Feb;140:110076 |
12738-23-7 - Introduction
Mixt. of ferulic acid esters of sterols and triterpene alcohols.
Last Update：2022-10-16 17:12:01
12738-23-7 - Reference Information
| introduction | oryzanol is a kind of fat-soluble vitamin with high content in rice bran, especially in germinated brown rice, so it is also called rice bran. oryzanol is a natural organic compound widely found in cereal plant seeds. it is a mixture of ferulic acid ester, mainly composed of campesterol ferulic acid ester, cyclopilineol ferulic acid ester and 24-methylene cyclopilineol ferulic acid ester. |
| physiological effects | since oryzanol is derived from natural products, it is not only non-toxic to human body, but also beneficial to health, so it has received extensive attention and is favored by clinical medicine. Through a large number of clinical practice, oryzanol has the following functions: protecting skin, lowering blood sugar, inhibiting the synthesis of body cholesterol and reducing the content of serum cholesterol, regulating autonomic nerves and improving gastrointestinal function. |
| Pharmacokinetics | The structure of oryzanol is similar to cholesterol. It has cyclopentane polyhydrophenanthrene, but its physiological effects are different due to different side chains. Studies have confirmed that oryzanol is hardly soluble in water. The intestinal absorption rate of oral oryzanol is only about 5%, while the absorption rate of animal cholesterol is 40%. Due to structural similarity, oryzanol competitively inhibits cholesterol in the intestine The absorption of cholesterol significantly increases the content of cholesterol in feces, and the part absorbed into the blood inhibits the formation of low-density lipoprotein in the liver. |
| adverse reactions | after taking, there are occasional adverse reactions such as stomach discomfort, nausea, vomiting, dry mouth, fatigue, rash, breast swelling, excessive oil secretion, alopecia, weight gain, etc. It can disappear after stopping the drug. |
| Use | Used for periodic psychosis, premenstrual tension, women's menopausal syndrome, vascular headache and autonomic dysfunction Ferulic acid ester mixture, anti-anxiety drugs that regulate diencephalon and autonomic nerve effects. Used for autonomic dysfunction, menopausal syndrome, periodic psychosis, sequelae of concussion, premenstrual tension, etc. Validity period: 2 years oryzanol is a plant vitamin, which is extracted from rice bran oil. It mainly acts on the autonomic nervous system and secretion center of the diencephalon, thereby improving and regulating autonomic dysfunction, endocrine balance disorders and mental disorders And other symptoms. Generally used for periodic psychosis, women's menopausal syndrome, premenstrual tension, concussion sequelae, vascular headache, autonomic dysfunction and various neurosis. |
| production method | extraction methods include adsorption method and weak acid substitution method. The production process of weak acid substitution method includes two major processes: alkali refining and capture and weak acid precipitation separation. The content of oryzanol in wool bran oil is 2% ~ 3%. First of all, oryzanol (with the nature of phenolic substances) and NaOH mixed to produce sodium salt, oryzanol sodium salt hydrophilicity greatly increased, easy to sink together with alkaline soap adsorption. After two alkali refining, 80% ~ 90% oryzanol in the oil can be enriched in the secondary soap feet to achieve the purpose of trapping. Then the soap feet are supplemented and saponified to improve their physical properties, which can separate oryzanol. The use of alkaline methanol can dissolve gluten sodium salt and fatty acid soap, but does not dissolve the characteristics of unsaponifiable substances such as bran wax, fatty alcohol, sterols, etc., so that oryzanol sodium salt and viscous substances are separated from unsaponifiable substances. Then use weak organic acid to decompose oryzanol sodium salt and reduce oryzanol to obtain the product. |
Last Update：2024-04-09 20:44:15
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