gamma-Oryzanol

Base Information

• Chemical Name: gamma-Oryzanol
• CAS No.: 11042-64-1
• Molecular Formula: C40H58O4
• Molecular Weight: 602.98
• Hs Code.: 2932999099
• European Community (EC) Number: 244-285-1,600-960-6
• UNII: 3PQR2YON9T
• Nikkaji Number: J1.737.041C,J442.513H
• Wikidata: Q27257875
• NCI Thesaurus Code: C65799
• Metabolomics Workbench ID: 133344
• ChEMBL ID: CHEMBL388595
• Mol file: 11042-64-1.mol

Synonyms:gamma-Oryzanol;Cycloartenyl ferulate;gamma Oryzanol;Oliver;Gammariza;11042-64-1;gamma-Orizanol;HI-Z;Gamma oryzanol [JAN];UNII-SST9XCL51M;Cycloartenol Trans-Ferulate;Cycloartenol ferulate;3-O-Ferulylcycloartenol;3PQR2YON9T;SST9XCL51M;Ferulic acid cycloartenol ester;Oryzanol A;21238-33-5;gamma Oryzanol (JAN);DSSTox_CID_1084;DSSTox_RID_75932;DSSTox_GSID_21084;g-Oryzanol;CCRIS 4251;.gamma.-Oryzanol;(?)- oryzanol;CAS-11042-64-1;Cycloartenol ferulic acid ester;y-Oryzanol;gamma -Oryzanol;C40-H58-O4;NCGC00181756-01;9,19-CYCLOLANOST-24-EN-3-OL, 3-((2E)-3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOATE), (3.BETA.)-;9,19-Cyclolanost-24-en-3-ol, 3-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate], (3.beta.)-;OZ;gamma-Oryzanol (TN);ORYZANOL A [MI];UNII-3PQR2YON9T;Hi-Z (TN);Cycloartenol, trans-ferulate;SCHEMBL718726;(3beta)-9,19-Cyclolanost-24-en-3-yl 4-hydroxy-3-methoxycinnamate;CHEMBL388595;9,19-Cyclo-9beta-lanost-24-en-3beta-ol 4-hydroxy-3-methoxycinamate;CHEBI:32345;CYCLOARTENYL FERULATE [INCI];EINECS 244-285-1;Tox21_112482;BDBM50483936;s3957;AKOS016339566;AKOS040757309;Tox21_112482_1;CCG-270201;HY-125938;CS-0103198;D01221;E88692;J-002421;Q27257875;9,19-CYCLO-9.BETA.-LANOST-24-EN-3.BETA.-OL 4-HYDROXY-3-METHOXYCINAMATE;9,19-CYCLO-9.BETA.-LANOST-24-EN-3.BETA.-OL, 4-HYDROXY-3-METHOXYCINNAMATE;[(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;286011-27-6;9,19-CYCLOLANOST-24-EN-3-OL, (2E)-3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOATE, (3.BETA.)-;9,19-CYCLOLANOST-24-EN-3-OL, 3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOATE, (3.BETA.)-;CINNAMIC ACID, 4-HYDROXY-3-METHOXY-, 9,19-CYCLO-9.BETA.-LANOST-24-EN-3.BETA.-YL ESTER

Chemical Property of gamma-Oryzanol

Chemical Property:

• Appearance/Colour: White or white crystalline powder, odourless
• Vapor Pressure: 3.38E-18mmHg at 25°C
• Melting Point: 135-137 ºC
• Refractive Index: 1.569
• Boiling Point: 663.2 ºC at 760 mmHg
• Flash Point: 193.8 ºC
• PSA: 55.76000
• Density: 1.1 g/cm³
• LogP: 10.14740
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Practically insoluble in water
• XLogP3: 12.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 602.43351033
• Heavy Atom Count: 44
• Complexity: 1150

Purity/Quality:

99% ^*data from raw suppliers

γ-Oryzanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C
• Isomeric SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C
• Description: 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.
• Uses: 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.