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Campesterol - 65%, high purity , CAS No.474-62-4
Basic Description
Synonyms
(24R)-Methylcholest-5-en-3.beta.-ol | (24S)-beta-Methyl cholesterol | CAMPESTEROL [MI] | cholest 5-en-3-ol, 24-methyl | Ergost-5-en-3beta-ol, (24R)- | 24a-Methyl-5-cholesten-3b-ol | 24-Methylcholest-5-en-3beta-ol | 5L5O665639 | AC-34100 | 24-methyl-5-Chol
Specifications & Purity
≥65%
Biochemical and Physiological Mechanisms
Campesterol is a phytosterol, primarily found in nuts, fruits, legumes and seeds. Campesterol is poorly absorbed in humans and competitively inhibits the absorption of cholesterol. Campesterol decreases the transcription of genes involved in cholesterol m
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Campesterol was used as standard in GC and HPLC analysis of oil samples from plants.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Subclass
Ergostane steroids
Intermediate Tree Nodes
Not available
Direct Parent
Ergosterols and derivatives
Alternative Parents
3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-5-steroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Ergosterol-skeleton - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Hydroxysteroid - 3-hydroxysteroid - 3-hydroxy-delta-5-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
Description
This compound belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.
External Descriptors
Ergosterols and C24-methyl derivatives
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.
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
INCHI
InChI=1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1
InChIKey
SGNBVLSWZMBQTH-PODYLUTMSA-N
Smiles
CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
Isomeric SMILES
C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
WGK Germany
3
Molecular Weight
400.68
Beilstein
3216975
Reaxy-Rn
2061433
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2061433&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
≤0.25mg/ml in ethanol;1mg/ml in dimethyl formamide
Molecular Weight
400.700 g/mol
XLogP3
8.800
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
5
Exact Mass
400.371 Da
Monoisotopic Mass
400.371 Da
Topological Polar Surface Area
20.200 Ų
Heavy Atom Count
29
Formal Charge
0
Complexity
620.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
9
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Wei Lu, Mengping Wang, Jiafeng Chen, Jinmei Wang.
(2023)
Subcritical water-treated soy protein-gum Arabic core-shell nanoparticles as phytosterol carriers. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,
58
(12):
(6496-6506).
2.
Pan Gao, Yunpeng Ding, Zhe Chen, Zhangtao Zhou, Wu Zhong, Chuanrong Hu, Dongping He, Xingguo Wang.
(2022)
Characteristics and Antioxidant Activity of Walnut Oil Using Various Pretreatment and Processing Technologies. Foods,
11
(12):
(1698).
3.
Tao Yang, Yufei Zhang, Liujia Xu, Hao Zhu, Juntao Zhang, Zheng Guo, Fenghong Huang, Mingming Zheng.
(2022)
pH-Switchable Pickering Interfacial Biocatalysis: One-Pot Enzymatic Synthesis of Phytosterol Esters with Low-Value Rice Bran Oil. ACS Sustainable Chemistry & Engineering,
10
(21):
(6963–6972).
4.
Sheng Zhou, Yuxiu Wen, Yiting Duan, Qi Li, Yuan Gao, Xiuzhu Yu.
(2022)
Functional Properties and Composition of New “Nut” Oil Obtained from Xanthium sibiricum Seeds. EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,
124
(4):
(2100135).
5.
Wenjiang Dong, Qiyu Chen, Changqing Wei, Rongsuo Hu, Yuzhou Long, Ying Zong, Zhong Chu.
(2021)
Comparison of the effect of extraction methods on the quality of green coffee oil from Arabica coffee beans: Lipid yield, fatty acid composition, bioactive components, and antioxidant activity. ULTRASONICS SONOCHEMISTRY,
74
(105578).
6.
Hao Huang, Tarun Belwal, Li Li, Yi Wang, Halah Aalim, Zisheng Luo.
(2020)
Effect of modified atmosphere packaging of different oxygen levels on cooking qualities and phytochemicals of brown rice during accelerated aging storage at 37 °C. Food Packaging and Shelf Life,
25
(100529).
7.
Jin-Xiu Liang, Qun-Qun Zhang, Yan-Fei Huang, Han-Qing Pang, Xin-Guang Liu, Wen Gao, Ping Li, Hua Yang.
(2019)
Comprehensive chemical profiling of monascus-fermented rice product and screening of lipid-lowering compounds other than monacolins. JOURNAL OF ETHNOPHARMACOLOGY,
238
(111879).
8.
Ting Shi, MengTing Zhu, XingYu Zhou, Xi Huo, You Long, XiangZhong Zeng, Yi Chen.
(2019)
1H NMR combined with PLS for the rapid determination of squalene and sterols in vegetable oils. FOOD CHEMISTRY,
287
(46).
9.
Huimin Wang, Haiyan Liu, Bin Guo, Dandan Lan, Xiaomin Pang, Hongyuan Yan, Dandan Han, Huaizhong Guo, Ligai Bai.
(2019)
A novel poly (NMA-co-DEA-co-EDMA) monolithic column as a sorbent for online solid-phase extraction and its application in the determination of β-sitosterol in plant oil samples. FOOD CHEMISTRY,
278
(594).
10.
Hongyu Wu, Li Zhang, Ruiguo Cui, Chuxuan Zhang, Man Xu, Weiwei Liu, Mengshi Wang, Ruijie Liu, Long Xu, Lijun Song.
(2024)
Effect of screw pressing temperature on apricot (Prunus armeniaca L.) kernels oil quality properties and apricot kernels protein isolate functional properties. LWT-FOOD SCIENCE AND TECHNOLOGY,
213
(117002).
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10 Citations
L1918088