Determine the necessary mass, volume, or concentration for preparing a solution.
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≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads 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 19 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Dihexadecyl phosphate (DHP) is a negatively charged lipid that is used for the formation of model membranes.
application:
Ergosterol has been used:
as a component of yeast cell monolayer models, to study the effects of steroidal and triterpenoid saponins on the monolayers
as a standard sample, to isolate and identify a fungal metabolite fraction containing ergosterol
as a component of the culture medium to isolate the CYP51RNAi phenotype of Trypanosoma brucei gambiense, to verify ergosterol biosynthesis
| Canonical Smiles | CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C |
|---|---|
| IUPAC Name | (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol |
| InChIKey | DNVPQKQSNYMLRS-APGDWVJJSA-N |
| INCHI | 1S/C28H44O/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/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1 |
| Isomeric SMILES | C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C |
| WGK Germany | 3 |
| UN Number | 2811 |
| Molecular Weight | 396.65 |
| Beilstein | 2338604 |
| Reaxy-Rn | 2224515 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2224515&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 | Ergostane steroids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Ergosterols and derivatives |
| Alternative Parents | 3-hydroxy delta-7-steroids 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-7-steroids Delta-5-steroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | Ergosterol-skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxy-delta-7-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - Delta-7-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Alcohol - Organooxygen compound - Hydrocarbon derivative - 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 |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Aug 11, 2025 | E105722 | |
| Certificate of Analysis | Aug 11, 2025 | E105722 | |
| Certificate of Analysis | Apr 03, 2023 | E105722 | |
| Certificate of Analysis | Oct 09, 2022 | E105722 | |
| Certificate of Analysis | Oct 09, 2022 | E105722 | |
| Certificate of Analysis | Oct 09, 2022 | E105722 | |
| Certificate of Analysis | Oct 09, 2022 | E105722 | |
| Certificate of Analysis | Oct 09, 2022 | E105722 |
| Solubility | insoluble in DMSO; insoluble in EtOH; insoluble in H2O |
|---|---|
| Sensitivity | Light Sensitive;Heat sensitive;Moisture sensitive;air sensitive |
| Specific Rotation[α] | -112.5 ° (C=1, THF) |
| Boil Point(°C) | 250°C |
| Melt Point(°C) | 156-158°C |
| Molecular Weight | 396.600 g/mol |
| XLogP3 | 7.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 4 |
| Exact Mass | 396.339 Da |
| Monoisotopic Mass | 396.339 Da |
| Topological Polar Surface Area | 20.200 Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 712.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 8 |
| 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 |
| 1. Yuhong Chen, Ying Gao, Mingan Yuan, Zhaisheng Zheng, Junfeng Yin. (2023) Anti-Candida albicans Effects and Mechanisms of Theasaponin E1 and Assamsaponin A. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (11): (9350). [PMID:37298302] [10.3390/ijms24119350] |
| 2. Zhonghua Dong, Xiao Sun. (2023) Chemical components in artificial Cordyceps sinensis and their effects on fibrosis. Chinese Herbal Medicines, [PMID:38375041] [10.1016/j.chmed.2022.11.008] |
| 3. Han Wu, Hao-Nan Liu, Ai-Min Ma, Jian-Zhong Zhou, Xiu-Dong Xia. (2021) Synergetic effects of Lactobacillus plantarum and Rhizopus oryzae on physicochemical, nutritional and antioxidant properties of whole-grain oats (Avena sativa L.) during solid-state fermentation. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2021.112687] |
| 4. Xin Yang, Zejun Pei, Renjing Hu, Zhehao Zhang, Zaixiang Lou, Xin Sun. (2021) Study on the Inhibitory Activity and Possible Mechanism of Myriocin on Clinically Relevant Drug-Resistant Candida albicans and Its Biofilms. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 44 (3): (305-315). [PMID:33441497] [10.1248/bpb.b20-00246] |
| 5. 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] |
| 6. Dong Zhonghua, Iqbal Sajid, Zhao Zhongxi. (2020) Preparation of Ergosterol-Loaded Nanostructured Lipid Carriers for Enhancing Oral Bioavailability and Antidiabetic Nephropathy Effects. AAPS PHARMSCITECH, 21 (2): (1-11). [PMID:31932990] [10.1208/s12249-019-1597-3] |
| 7. Sun Xiao, Feng Xiuli, Zheng Dandan, Li Ang, Li Chunyan, Li Siying, Zhao Zhongxi. (2019) Ergosterol attenuates cigarette smoke extract-induced COPD by modulating inflammation, oxidative stress and apoptosis in vitro and in vivo. CLINICAL SCIENCE, 133 (13): (1523-1536). [PMID:31270147] [10.1042/CS20190331] |
| 8. 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, [PMID:30991138] [10.1016/j.jep.2019.111879] |
| 9. Kedong Tai, Fuguo Liu, Xiaoye He, Peihua Ma, Like Mao, Yanxiang Gao, Fang Yuan. (2018) The effect of sterol derivatives on properties of soybean and egg yolk lecithin liposomes: Stability, structure and membrane characteristics. FOOD RESEARCH INTERNATIONAL, [PMID:29803447] [10.1016/j.foodres.2018.04.014] |
| 10. Fang Fang, Bingye Dai, Guang Zhao, Hua Zhao, Chao Sun, Hui Liu, Mo Xian. (2016) In depth understanding the molecular response to the enhanced secretion of fatty acids in Saccharomyces cerevisiae due to one-step gene deletion of acyl-CoA synthetases. PROCESS BIOCHEMISTRY, [PMID:] [10.1016/j.procbio.2016.05.017] |
| 11. Cheng Zhengjun. (2012) Interaction of ergosterol with bovine serum albumin and human serum albumin by spectroscopic analysis. MOLECULAR BIOLOGY REPORTS, 39 (10): (9493-9508). [PMID:22733490] [10.1007/s11033-012-1814-6] |
| 12. Zhuomin Zhang, Wei Tan, Yuling Hu, Gongke Li. (2011) Simultaneous determination of trace sterols in complicated biological samples by gas chromatography–mass spectrometry coupled with extraction using β-sitosterol magnetic molecularly imprinted polymer beads. JOURNAL OF CHROMATOGRAPHY A, [PMID:21632061] [10.1016/j.chroma.2011.05.022] |
| 13. Hui Wang, Jin Qi, Tian Xu, Ji-Hua Liu, Min-Jian Qin, Dan-Ni Zhu, Bo-Yang Yu. (2010) Effects of Storage Condition Factors on Fungal Invasion of Radix Ophiopogonis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:20397649] [10.1021/jf9044588] |
| 14. Meng Li, Biwen Yang, Jiayi Tang, Mengling Ning, Zerong Guan, Zhenzhen Li, Binggang Ye, Huiqing Zhong, Zhouyi Guo, Zhiming Liu. (2024) Dynamic visualization monitoring of cell membrane damage using polarity-responsive amphiphilic carbon dots. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.149038] |
| 15. Wen Zhang, Yilei Wen, Zhequan Wang, Chenyang Diao, Zhiwei Liu. (2025) The Fungi–Bacteria Interaction Mechanism of Microbial Consortium During Efficient Lignin Degradation Based on Metabolomics Analysis. MOLECULES, 30 (3): (508). [PMID:39942613] [10.3390/molecules30030508] |
| 16. Zhonghua Dong, Xiao Li, Xuan Wang, Jingya Xu, Wei Xu. (2025) Ergosterol from Edible Fungi: Enhancing Fatty Acid Oxidation via CPT1A to Protect Against Diabetic Kidney Disease. Food & Function, [PMID:40704985] [10.1039/D5FO00371G] |
| 17. Jianbin Ye, Zhan Zhang, Ji Yan, Hui Hao, Xiangzhen Liu, Zongcan Yang, Ke Ma, Xuepeng Yang, Duobin Mao, Hao Zhou. (2016) Degradation of phytosterols in tobacco waste extract by a novel Paenibacillus sp.. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 64 (6): (843-850). [PMID:27958658] [10.1002/bab.1547] |
| 18. Yapeng Zhang, Chenwen Liu, Wenqiang Li, Zhidong Ma, Bo Lv, Lei Qin, Chun Li. (2025) Systematic engineering of the sterol synthesis pathway for Saccharomyces cerevisiae promotes the efficient production of β-caryophyllene. METABOLIC ENGINEERING, [PMID:40480515] [10.1016/j.ymben.2025.06.004] |
| 19. Duo Lai, Delin Wang, Jian Qin, Qingli Zhuang, Xuehua Shao, Weiqiang Xiao. (2025) Inhibitory effects and mechanisms of physcion against Penicillium choerospondiatis, a serious pathogen in Phyllanthus emblica fruits. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:41350061] [10.1016/j.pestbp.2025.106804] |