γ-Oryzanol - 10mM in DMSO , CAS No.11042-64-1

CAS: 11042-64-1 Cat. No.: O420600 Molecular Weight: 602.9 EC Number: 600-960-6

GRADE & PURITY 10mM in DMSO

Synonyms

NCGC00181756-01 | 9,19-Cyclo-9beta-lanost-24-en-3beta-ol 4-hydroxy-3-methoxycinamate | Hi-Z (TN) | Cycloartenol, trans-ferulate | Gamma oryzanol [JAN] | Cycloartenol ferulic acid ester | Oryzanol A | DSSTox_GSID_21084 | gamma Oryzanol (JAN) | ORYZANOL A [

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

γ-Oryzanol is a potent membrane antioxidant.

Specifications

Synonyms

NCGC00181756-01 | 9, 19-Cyclo-9beta-lanost-24-en-3beta-ol 4-hydroxy-3-methoxycinamate | Hi-Z (TN) | Cycloartenol, trans-ferulate | Gamma oryzanol [JAN] | Cycloartenol ferulic acid ester | Oryzanol A | DSSTox_GSID_21084 | gamma Oryzanol (JAN) | ORYZANOL A [

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Product Properties

• pKa: pKa: 9.74

Names and Identifiers

• 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
• IUPAC Name: [(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
• 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
• 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
• RTECS: RN0050000
• UN Number: 2811
• Packing Group: II
• Molecular Weight: 602.9
• Reaxy-Rn: 38977640
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=38977640&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Cycloartanols and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Cycloartanols and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Cycloartanols and derivatives
• Alternative Parents: Triterpenoids Steroid esters Coumaric acids and derivatives Cinnamic acid esters Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Fatty acid esters Enoate esters Monocarboxylic acids and derivatives Carbonyl compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Cycloartanol-skeleton - Cycloartane-skeleton - 9b,19-cyclo-lanostane-skeleton - Triterpenoid - Steroid ester - Hydroxycinnamic acid or derivatives - Cinnamic acid ester - Coumaric acid or derivatives - Cinnamic acid or derivatives - Methoxyphenol - Phenoxy compound - Styrene - Anisole - Phenol ether - Methoxybenzene - Fatty acid ester - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Fatty acyl - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Ether - Organooxygen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Raji (5516 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

Discover Target: pol

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Human gammaherpesvirus 4 (1538 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: n20D1.57 (Predicted)
• Boil Point(°C): ~663.2° C at 760 mmHg (Predicted)
• Melt Point(°C): 160-172° C
• Molecular Weight: 602.900 g/mol
• XLogP3: 12.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 602.434 Da
• Monoisotopic Mass: 602.434 Da
• Topological Polar Surface Area: 55.800 Ų
• Heavy Atom Count: 44
• Formal Charge: 0
• Complexity: 1150.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Guangyi Wang, Lele Liu, Fuliang Peng, Yuchen Ma, Zeyuan Deng, Hongyan Li.  (2023)  Natural antioxidants enhance the oxidation stability of blended oils riched in unsaturated fatty acids.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,      [PMID:38029376] [10.1002/jsfa.13183]

2. Jia Jia, Jing Zhang, Xiao-Wei Chen, Shang-De Sun, Yong-Hui Wang, An-Chi Wei.  (2023)  Towards the development of novel bicomponent phytosterol-based oleogels with natural phenolics.  FOOD CHEMISTRY,      [PMID:37487391] [10.1016/j.foodchem.2023.136895]

3. Shujie Wang, Guoqin Liu.  (2023)  Controlled volatile release from β-sitosterol-based oleogels based on different self-assembly mechanisms.  FOOD CHEMISTRY,      [PMID:37290236] [10.1016/j.foodchem.2023.136506]

4. Yongyao Lu, Yanlin Hou, Shutian Liu, Shugang Jia, Yanmei Zhu, Xuehong Zhang.  (2025)  Comparative analysis of the characteristics and content of γ-oryzanol in 19 Chinese brown rice cultivars.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107521]

5. Shujie Wang, Yuyue Qin, Yaping Liu, Guoqin Liu, Guiguang Cheng, Thanapop Soteyome.  (2024)  Controlling release of astaxanthin in β-sitosterol oleogel-based emulsions via different self-assembled mechanisms and composition of the oleogelators.  FOOD RESEARCH INTERNATIONAL,      [PMID:38729698] [10.1016/j.foodres.2024.114350]

6. Wenxuan Xu, Yuntao Wang, Jianmin Zhang, Jiahui Liu, Yongtao Liu, Wenxing Huang, Chuanwei Yao, Kangsen Mai, Qinghui Ai.  (2024)  Dietary Oryzanol (Ory) Improved the Survival and Growth of Large Yellow Croaker (Larimichthys crocea) Larvae via Promoting Activities of Digestive Enzymes, Antioxidant Capacity, and Lipid Metabolism.  AQUACULTURE NUTRITION,  2024  (1): (8368883).  [PMID:39555563] [10.1155/2024/8368883]