Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥90% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 24 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488195216 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195216 |
| Sonrisas canónicas | CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C |
| IUPAC Name | (3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol |
| InChIKey | HCXVJBMSMIARIN-PHZDYDNGSA-N |
| INCHI | 1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 |
| Isómeros SMILES | CC[C@H](/C=C/[C@@H](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)C(C)C |
| WGK Alemania | 3 |
| RTECS | WJ2447500 |
| PubChem CID | 5280794 |
| Peso molecular | 412.69 |
| Beilstein | 2568182 |
| Reaxy-Rn | 2568182 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Clase | Steroids and steroid derivatives |
| Subclass | Stigmastanes and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Stigmastanes and derivatives |
| Alternative Parents | Triterpenoids C24-propyl sterols and derivatives 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 | C24-propyl-sterol-skeleton - Stigmastane-skeleton - Triterpenoid - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aliphatic homopolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. |
| External Descriptors | Stigmasterols and C24-ethyl derivatives |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Apr 09, 2025 | S111185 | |
| Certificate of Analysis | Apr 03, 2025 | S111185 | |
| Certificate of Analysis | Nov 02, 2023 | S111185 | |
| Certificate of Analysis | Nov 02, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 | |
| Certificate of Analysis | Jan 05, 2023 | S111185 |
| Rotación específica [α] | -50.5° (C=2,CHCl3) |
|---|---|
| Punto de fusión (°C) | 167°C |
| Peso molecular | 412.700 g/mol |
| XLogP3 | 8.600 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 5 |
| Exact Mass | 412.371 Da |
| Monoisotopic Mass | 412.371 Da |
| Topological Polar Surface Area | 20.200 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 674.000 |
| 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 |
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| 2. Xinxin Wang, Xia Ke, Ximan Zhao, Qijie Ren, Jiahao Cui, Zhiqiang Liu, Yuguo Zheng. (2023) Aldolase SalA dominates C24 steroidal side-chain-cleavage in the phytosterol degradation from Mycobacterium neoaurum. PROCESS BIOCHEMISTRY, [PMID:] [10.1016/j.procbio.2023.06.023] |
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| 6. Fanfan Song, Jingnan Chen, Aoze Zheng, Shaojun Tian. (2022) Effect of sterols on liposomes: Membrane characteristics and physicochemical changes during storage. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2022.113558] |
| 7. 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, [PMID:] [10.1021/acssuschemeng.1c08719] |
| 8. Sheng Zhou, Yuxiu Wen, Yiting Duan, Qi Li, Yuan Gao, Xiuzhu Yu. (2021) Functional Properties and Composition of New “Nut” Oil Obtained from Xanthium sibiricum Seeds. EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 124 (4): (2100135). [PMID:] [10.1002/ejlt.202100135] |
| 9. 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, [PMID:33965776] [10.1016/j.ultsonch.2021.105578] |
| 10. Zhifeng Cai, Liangliang Wu, Jierui Xi, Erxiao Hao, Kaifei Qi. (2021) Green and facile synthesis of polyethyleneimine-protected fluorescent silver nanoclusters for the highly specific biosensing of curcumin. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2021.126228] |
| 11. 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, [PMID:] [10.1016/j.fpsl.2020.100529] |
| 12. Dingding Duan, Xiaojing Si, Yaping Ding, Li Li, Guohong Ma, Lu Zhang, Bingyu Jian. (2019) A novel molecularly imprinted electrochemical sensor based on double sensitization by MOF/CNTs and Prussian blue for detection of 17β-estradiol. BIOELECTROCHEMISTRY, [PMID:31200251] [10.1016/j.bioelechem.2019.04.014] |
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| 17. Wenlu Pan, Yuming Zhou, Man He, Xiaohai Bu, Binbin Ding, Tingyuan Huang, Shuang Huang, Shiwei Li. (2017) Synthesis, helicity, and low infrared emissivity of optically active poly(N-propargylamide)s bearing stigmasteryl moieties. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2017.04.056] |
| 18. Pan Wenlu, He Man, Bu Xiaohai, Zhou Yuming, Ding Binbin, Huang Tingyuan, Huang Shuang, Li Shiwei. (2017) Microwave absorption and infrared emissivity of helical polyacetylene@multiwalled carbon nanotubes composites. JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS, 28 (12): (8601-8610). [PMID:] [10.1007/s10854-017-6584-4] |
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| 21. Zhigang Li, Jiaqin Liu, Yinglin Fang, Huayong Chen, Bo Yang, Yonghua Wang. (2024) An efficient and high-water-content enzymatic esterification method for the synthesis of β-sitosterol conjugated linoleate via a sodium citrate-based three-liquid-phase system. FOOD CHEMISTRY, [PMID:38964114] [10.1016/j.foodchem.2024.140250] |
| 22. 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, [PMID:] [10.1016/j.lwt.2024.117002] |
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