Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C40H58O4 |
| Molecular Weight | 602.8861 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(\C=C\C(=O)O[C@H]2CC[C@]34C[C@]35CC[C@]6(C)[C@H](CC[C@@]6(C)[C@@H]5CC[C@H]4C2(C)C)[C@H](C)CCC=C(C)C)=CC=C1O
InChI
InChIKey=FODTZLFLDFKIQH-FSVGXZBPSA-N
InChI=1S/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
| Molecular Formula | C40H58O4 |
| Molecular Weight | 602.8861 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Oryzanol A (gamma-oryzanol) is a naturally occurring component in rice bran and rice germ which consists of a mixture of ferulic acid esters of sterols and triterpene alcohols. In 1954, Kaneko and Tsuchiya et al. reported that isolated oryzanol demonstrated nutritional effects on animals. There are increasing numbers of reports indicating the benefits, efficacy and safety of gamma-oryzanol. There are a number of clinical studies reported that gamma-oryzanol is beneficial in the treatment of relieving menopausal (climacteric) symptoms. combination of -oryzanol and plant sterol has been used in the
treatment of senile dementia, arteriosclerosis and cerebromalacia. The mechanism of action of gamma-oryzanol is believed to be involved in the metabolism of catecholamine in the hypothalamus. The antioxidant effect of gamma-oryzanol was well documented and excellent in inhibiting
lipid peroxidation. Currently in Japan, gamma-oryzanol is approved and listed as “antioxidant” under the list of chemical composition of food additives. Oryzanol A has been shown to alleviate hypercholesterolemia and hyperlipidemia.
CNS Activity
Curator's Comment: The gamma oryzanol (Oryzanol A) component cycloartenol ferulic acid ester has been shown to exert a suppressant effect on the CNS, causing sedation in rats at high doses and increasing levels of norepinephrine. Tocotrienol from rice bran oil has demonstrated protective effects in hippocampal neurons from the effects of glutamate toxicity in vitro.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL402 |
|||
Target ID: CHEMBL2459 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | HI-Z Approved UseHI-Z is used to treat hyperlipidemia and to improve various symptoms associated with climacteric disturbance or irritable bowel syndrome. Launch Date1985 |
|||
| Primary | HI-Z Approved UseHI-Z is used to treat hyperlipidemia and to improve various symptoms associated with climacteric disturbance or irritable bowel syndrome. Launch Date1970 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Hypolipidemic mechanism of oryzanol components- ferulic acid and phytosterols. | 2016-07-22 |
|
| Effects of gamma oryzanol on factors of oxidative stress and sepsis-induced lung injury in experimental animal model. | 2015-12 |
|
| A novel insulinotropic mechanism of whole grain-derived γ-oryzanol via the suppression of local dopamine D2 receptor signalling in mouse islet. | 2015-09 |
|
| Effects of germination on the nutritive value and bioactive compounds of brown rice breads. | 2015-04-15 |
|
| Synthesis of steryl ferulates with various sterol structures and comparison of their antioxidant activity. | 2015-02-15 |
|
| Effects of ferulic acid and γ-oryzanol on high-fat and high-fructose diet-induced metabolic syndrome in rats. | 2015 |
Sample Use Guides
Hyperlipidemia: In general, for adults, take 2 tablets (100 mg of the active ingredient) at a time, three times daily after meals.
Somatic symptoms and anxiety, tension, and depression associated with psychosomatic disorder (climacteric disturbance, irritable bowel syndrome): In general, for adults, take 10 to 50 mg of the active ingredient per day. This medicine contains 50 mg of the active ingredient per tablet.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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Mon Mar 31 18:33:21 GMT 2025
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| Record UNII |
3PQR2YON9T
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| Record Status |
Validated (UNII)
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69436
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286011-27-6
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21238-33-5
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3PQR2YON9T
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DTXSID10872331
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m8253
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5282164
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244-285-1
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