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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
Structure of ORYZANOL A

SMILES

[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](OC(=O)\C=C\C6=CC(OC)=C(O)C=C6)C4(C)C)[C@H](C)CCC=C(C)C

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

HIDE SMILES / InChI

Description

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

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
HI-Z
Primary
HI-Z

PubMed

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
In the presence of gamma-oryzanol (Oryzanol A), peroxidation rate of PC liposomes is reduced in a dose-dependent way; 50 uM gamma-oryzanol was more efficient than 10 uM alpha-tocopherol.