Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, analytical standard Analytical standard,Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light Ships Wet ice 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 35 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CC(C)CCCC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C |
|---|---|
| IUPAC Name | (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol |
| InChIKey | QYSXJUFSXHHAJI-YRZJJWOYSA-N |
| INCHI | 1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1 |
| Isomeric SMILES | C[C@H](CCCC(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](CCC3=C)O)C |
| WGK Germany | 2 |
| RTECS | VS2900000 |
| UN Number | 2811 |
| Packing Group | I |
| Molecular Weight | 384.64 |
| Beilstein | 2339331 |
| Reaxy-Rn | 31090004 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31090004&ln= |
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 |
| Class | Steroids and steroid derivatives |
| Subclass | Vitamin D and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Vitamin D and derivatives |
| Alternative Parents | Triterpenoids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | Triterpenoid - 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 vitamin d and derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. |
| External Descriptors | Vitamin D3 and derivatives |
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| Sensitivity | Light sensitive. |
|---|---|
| Specific Rotation[α] | 108 ° (C=0.5, EtOH) |
| Melt Point(°C) | 84-85°C |
| Molecular Weight | 384.600 g/mol |
| XLogP3 | 7.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 6 |
| Exact Mass | 384.339 Da |
| Monoisotopic Mass | 384.339 Da |
| Topological Polar Surface Area | 20.200 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 610.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |
| 1. Weijing Feng, Yintong Teng, Qingping Zhong, Yangmei Zhang, Jianwu Zhang, Peng Zhao, Guoqing Chen, Chunming Wang, Xing-Jie Liang, Caiwen Ou. (2023) Biomimetic Grapefruit-Derived Extracellular Vesicles for Safe and Targeted Delivery of Sodium Thiosulfate against Vascular Calcification. ACS Nano, [PMID:38055864] [10.1021/acsnano.3c05261] |
| 2. Jun Zheng, Xianwen Song, Zhaoyu Yang, Yun Tan, Chao Yin, Jiafu Yin, Yufang Lu, Yufan Yang, Chuntai Liu, Lunzhao Yi, Yi Zhang. (2022) Self-assembling glycyrrhizic acid micellar hydrogels as encapsulant carriers for delivery of curcumin. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2022.130680] |
| 3. Xuyuan Li, Sihan Zhang, Xiaohu Luo, Ren Wang, Wei Feng, Hao Zhang, Zhengxing Chen, Tao Wang. (2022) Co-assemblies of carboxymethyl cellulose and wheat glutenins as colloidal carriers of vitamin D3 with enhanced stability against long-term storage and ultraviolet radiation. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2022.108145] |
| 4. Xiaoxia Zhang, Ru Song, Xinyan Liu, Yan Xu, Rongbian Wei. (2022) Fabrication of vitamin D3 nanoemulsions stabilized by Tween 80 and Span 80 as a composite surface-active surfactant: Characterization and stability. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2022.128873] |
| 5. Yucong Fan, Weihua Yu, Yue Hu, Yunwen Liao, Xiaohui Jiang, Zhengjun Cheng. (2021) A Ratiometric Fluorescent Probe Based on Carbon Dots and Bimetallic Nanoclusters for the Assay of Copper Gluconate and Copper Sulfate. NANO, [PMID:] [10.1142/S1793292021501149] |
| 6. Li Cong, Zi Yuqiu, Xu Dawei, Jiang Dafeng, Qu Fei, Zhao Xian-En. (2021) A fluorescence strategy for monitoring α-glucosidase activity and screening its inhibitors from Chinese herbal medicines based on Cu nanoclusters with aggregation-induced emission. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 413 (9): (2553-2563). [PMID:33575817] [10.1007/s00216-021-03214-w] |
| 7. Chuyue Xiang, Jian Gao, Haoxin Ye, Gerui Ren, Xiangjuan Ma, Hujun Xie, Sheng Fang, Qunfang Lei, Wenjun Fang. (2020) Development of ovalbumin-pectin nanocomplexes for vitamin D3 encapsulation: Enhanced storage stability and sustained release in simulated gastrointestinal digestion. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2020.105926] |
| 8. Rakotomalala Manda Heriniaina, Jing DONG, Praveen Kumar Kalavagunta, Hua-Li WU, Dong-Sheng YAN, Jing SHANG. (2018) Effects of six compounds with different chemical structures on melanogenesis. Chinese Journal of Natural Medicines, [PMID:30322610] [10.1016/S1875-5364(18)30116-X] |
| 9. Hongshan Liang, Bin Zhou, Jing Li, Yun He, Yaqiong Pei, Bin Li. (2016) Engineering functional alginate beads for encapsulation of Pickering emulsions stabilized by colloidal particles. RSC Advances, 6 (103): (101267-101276). [PMID:] [10.1039/C6RA21755A] |
| 10. Yuan Lin, Yong-Hui Wang, Xiao-Quan Yang, Jian Guo, Jin-Mei Wang. (2016) Corn protein hydrolysate as a novel nano-vehicle: Enhanced physicochemical stability and in vitro bioaccessibility of vitamin D3. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2016.05.020] |
| 11. Hongshan Liang, Yaqiong Pei, Jing Li, Wenfei Xiong, Yun He, Shilin Liu, Yan Li, Bin Li. (2016) pH-Degradable antioxidant nanoparticles based on hydrogen-bonded tannic acid assembly. RSC Advances, 6 (37): (31374-31385). [PMID:] [10.1039/C6RA02527G] |
| 12. Xuyuan Sun, Minmin Liu, Hao Liu, Li Li, Yaping Ding. (2024) A molecularly imprinted electrochemical aptasensor-based dual recognition elements for selective detection of dexamethasone. TALANTA, [PMID:38879945] [10.1016/j.talanta.2024.126404] |
| 13. Cai Tongji, Chen Meilun, Yang Jie, Tang Chunhua, Lu Xiaoling, Wei Zheng, Jiang Hanbing, Hou Yucui, Zhao Jia, Yu Peng. (2024) An AuNPs-based electrochemical aptasensor for the detection of 25-hydroxy vitamin D3. ANALYTICAL SCIENCES, [PMID:38190076] [10.1007/s44211-023-00489-0] |
| 14. Fengyan Tang, Bo Zhao, Li Zhang, Faisal Raza, Hajra Zafar, Shao Zhong, Lin Li, Wenhua Zhu, Lingna Fang, Bing Lu, Liwen Shen, Ping Guo, Nengxing Yu, Quanmin Li. (2024) Co-treatment of Astragaloside IV with Vitamin D in Diabetic Peripheral Neuropathic Rats: Protective Effects and Potential Mechanisms. Current Molecular Pharmacology, 17 (1): (e18761429267000). [PMID:38254301] [10.2174/0118761429267000231004111024] |
| 15. Kangyuan Qu, Siyuan Xiong, Caiqian Huang, Xiaoxia Jiang, Lixia Tian, Shiwei Xie. (2024) Dietary supplementation of ornithine improved the growth, immune response and acute NH3 stress tolerance of Pacific white shrimp, Penaeus vannamei. Aquaculture Reports, [PMID:] [10.1016/j.aqrep.2024.102095] |
| 16. Hui Jin, Lichao Zhong, Yifan Xu, Jie Shen. (2024) Effects of vitamin D3 on lifespan in Drosophila at different yeast levels. ENTOMOLOGICAL RESEARCH, 54 (4): (e12729). [PMID:] [10.1111/1748-5967.12729] |
| 17. Ziqi Liang, Qiao Zhou, Yicheng Li, Xiaoqing Liu, Yiwen Shen, Jian Tian, Xiaolu Wang, Xing Qin, Yuan Wang, Huiying Luo, Xiaojun Yang, Bin Yao, Tao Tu. (2025) Efficient C25-Hydroxylation of Vitamin D3 Utilizing an Artificial Self-Sufficient Whole-Cell Cytochrome P450 Biocatalyst. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:40112285] [10.1021/acs.jafc.4c12356] |
| 18. Wenzhe Zhang, Ying Wan, Chaoyi Xue, Zhengxing Chen, Ren Wang, Wei Feng, Yanan Li, Tao Wang. (2024) Multicompartmented nanostructures with tunable interior complexities co-assembled by two plant proteins. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.149398] |
| 19. Qing-zhu Zhang, Hui-yuan Xu, Chao-yan Feng, Chu-hao Zhang, Kun Ren, Ying-ni Pan, Dong-mei Wang, Shu-meng Ren, Xiao-qiu Liu. (2024) Quercus dentata Thunb. leaves extract inhibits CaOx crystallization and ameliorates ethylene glycol-induced CaOx kidney stones via the OPN/CD44 and NLRP3 pathways. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:39299358] [10.1016/j.jep.2024.118839] |
| 20. Lixin Kang, Haoran Li, Kexin Lin, Shen Hu, Song Liu, Yuben Qiao, Ying Wang, Aitao Li. (2025) Regioselectivity Switching in CYP107Pdh-Catalyzed VD3 Hydroxylation: A Structure-Guided Approach To Improve Calcidiol Production. ACS Catalysis, [PMID:] [10.1021/acscatal.5c00444] |
| 21. SunHongzheng , HanLongsen , GuoYueshuai , AnHuiqing , WangBing , ZhangXiangzheng , LiJiashuo , JiangYingtong , WangYue , SunGuangyi , ZhuShuai , TangShoubin , GeJuan , ChenMinjian , GuoXuejiang , WangQiang. (2024) The global phosphorylation landscape of mouse oocytes during meiotic maturation. EMBO JOURNAL, [PMID:39256562] [10.1038/s44318-024-00222-1] |
| 22. Xin-Yu Xiao, Qian-Wei Luo, Wang-Shu Li, Ze-Kun Chen, Zhuo Yang, Ya-Xuan Zhu, Mu-Rong Lei, Fang-Fang Zhuo, Ming Yu, Tian-Tian Wei, Hong-Wei Jin, Zhong-Yao Li, Zhi-Yuan Lu, Zhu-Qing Zhang, Hua Wang, Yong-Cheng Wang, Qing Xia, Wei Yu, Bo Han, Peng-Fei Tu, Ke-Wu Zeng. (2025) Nanoparticles Induce Protein Corona Conformational Change to Reshape Intracellular Interactome for Microglial Polarization. ACS Nano, [PMID:40913578] [10.1021/acsnano.5c12630] |
| 23. Ying-zhuo Shen, Zheng Wang, Kangping Ning, Chuanli Ren, Dandan Yang, Xiao-Ya Hu, Qin Xu. (2023) Ultrasensitive alkaline phosphatase activity assay based on controllable signal probe production coupled with the cathodic photoelectrochemical analysis. FOOD CHEMISTRY, [PMID:37094400] [10.1016/j.foodchem.2023.136177] |
| 24. Weiping Zhao, Zheming Wang, Mengdi Zhou, Sangeeta Prakash, Xiuping Dong. (2025) pH-modulated pea protein-β-glucan and carboxymethyl chitosan double-layer complex coacervate microcapsules: Efficient vitamin D3 encapsulation and functional fortification of surimi. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:40286965] [10.1016/j.ijbiomac.2025.143472] |
| 25. Like Wang, Peiyan Feng, Bo Liu, Xiaonan Huang, Shouwei Yin. (2025) A Universal Co-Encapsulation Strategy for Hydrophilic and Hydrophobic Bioactives via Marangoni Effect-Driven Phase-Change Microcapsules. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2025.111522] |
| 26. Xuehui Deng, Xuchen Wang, Wenlong Xiao, Li Song, Qiaofeng Guo, Kai Huang, Nani Wang. (2025) Extracellular matrix-mimetic hydrogel encapsulating myoblast exosomes attenuates muscle atrophy by targeting Nrf2-mitochondrial axis. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.164612] |
| 27. Yue Wang, Xiliang Yu, Weiping Zhao, Shiyi Liu, Sangeeta Prakash, Xiuping Dong. (2025) Vitamin D-Loaded Microcapsule-Cod Protein Composite Gels: Texture, oral processing, and digestive properties. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2025.112191] |
| 28. Yuman Jiang, Ya'nan Li, Wei Wang, Ren Wang, Wei Feng, Tao Wang, Cuixia Sun. (2025) Amyloid fibrils creating a novel platform constructing network nanostructures for co-encapsulation of iron and vitamin D3. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2025.112389] |
| 29. Jiaxin Lin, Tao Wang, Ren Wang, Wei Feng, Xiaohu Luo, Kai Huang, Jian He. (2026) Eugenol-induced self-emulsification of gliadin-shellac hybrid composites for co-stabilization of vitamin K2 and D3. Journal of Agriculture and Food Research, [PMID:] [10.1016/j.jafr.2026.102688] |
| 30. Lihui Yang, Xian’e Ren, Yuting Wu, Feng Yang, Kunming Zhang, Yongchun Huang, Xiaolong Miao. (2026) Fabrication of gallic acid-soy protein isolate conjugates to stabilize O/W emulsions for vitamin D3 delivery. Applied Food Research, [PMID:] [10.1016/j.afres.2026.101739] |
| 31. Shanglin Li, Leiyi Zhang, Yulun Wu, Jiale Guo, Chengbo Yang, Kun Chen, Yajuan Li, Longjiang Tian, Jingbo Liu, Ting Zhang, Zhiyang Du. (2026) Fabrication of egg white peptides/konjac glucomannan co-assembly stabilized high internal phase Pickering emulsions: Application for co-delivery of vitamin D3 and riboflavin. CARBOHYDRATE POLYMERS, [PMID:41831985] [10.1016/j.carbpol.2026.125068] |
| 32. Guangxiao Zhang, Yawen Sun, Ling He, Bowen Zhao, Hongchao Jiao, Jingpeng Zhao, Xiaojuan Wang, Min Liu, Kelin Li, Hai Lin, Haifang Li. (2026) In ovo injection of vitamin D3 improves intestinal development of chicks via activating vitamin D receptor. POULTRY SCIENCE, 105 (5): (106672). [PMID:41723960] [10.1016/j.psj.2026.106672] |
| 33. Fan He, Qiaoqiao Ma, Huahua Zhang, Junheng Gou, Qingbo Deng, Jinsong Gong, Jinsong Shi, Zhenghong Xu, Hui Li. (2026) High efficiency biosynthesis of 1α,25-Dihydroxyvitamin D3 via engineered dihydroxylase and deep eutectic solvent based resting cell bioprocess. BIORESOURCE TECHNOLOGY, [PMID:] [10.1016/j.biortech.2026.134526] |
| 34. Shen Zhang, Zhuo Wang, Yuyu Guo. (2026) Construction of biomass carbon dots and multiple modes for precise determination of VB12. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:] [10.1016/j.saa.2026.127795] |
| 35. Xia Ke, Kai-Rui Wang, Tong Zheng, Ke-Qiang Xu, Ji-Dong Shen, Jun-Ping Zhou, Zhi-Qiang Liu, Yu-Guo Zheng. (2026) Structure-Guided Co-Evolution of Fungal Unspecific Peroxygenase for Improved VD3 C25-Hydroxylation by Substrate-Binding Pocket Engineering. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:] [10.1021/acs.jafc.5c17087] |
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
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