Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, 10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6 |
|---|---|
| IUPAC Name | 5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole |
| InChIKey | PEYUIKBAABKQKQ-AFHBHXEDSA-N |
| INCHI | 1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1 |
| Isómeros SMILES | C1[C@H]2[C@H](CO[C@@H]2C3=CC4=C(C=C3)OCO4)[C@H](O1)C5=CC6=C(C=C5)OCO6 |
| WGK Alemania | 3 |
| CAS alternativo | 81602-22-4,7076-24-6,607-80-7 |
| Términos de entrada MeSH | asarinin;epi-sesamin;episesamin;sesamin;sesamin, (1R-(1alpha,3aalpha,4alpha,6aalpha))-isomer;sesamin, (1R-(1alpha,3aalpha,4beta,6aalpha))-isomer |
| Peso molecular | 354.35 |
| Reaxy-Rn | 96112 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=96112&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 | Lignans, neolignans and related compounds |
| Clase | Furanoid lignans |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Furanoid lignans |
| Alternative Parents | Furofuran lignans Benzodioxoles Furofurans Benzenoids Tetrahydrofurans Oxacyclic compounds Dialkyl ethers Acetals Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Furanoid lignan - Furofuran lignan skeleton - Benzodioxole - Furofuran - Benzenoid - Tetrahydrofuran - Oxacycle - Organoheterocyclic compound - Ether - Dialkyl ether - Acetal - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. |
| External Descriptors | Phenylpropanoids - Lignans |
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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 03, 2026 | S425032 |
| Sensibilidad | heat sensitive |
|---|---|
| Rotación específica [α] | 67° (C=1,CHCl3) |
| Punto de fusión (°C) | 123°C |
| Peso molecular | 354.400 g/mol |
| XLogP3 | 2.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 354.11 Da |
| Monoisotopic Mass | 354.11 Da |
| Topological Polar Surface Area | 55.400 Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 482.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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 |
| 1. Hui Du, Shiwen Tong, Ge Kuang, Xia Gong, Ningman Jiang, Xian Yang, Hao Liu, Nana Li, Yao Xie, Yang Xiang, Jiashi Guo, Zhenhan Li, Yinglin Yuan, Shengwang Wu, Jingyuan Wan. (2023) Sesamin Protects against APAP-Induced Acute Liver Injury by Inhibiting Oxidative Stress and Inflammatory Response via Deactivation of HMGB1/TLR4/NFκB Signal in Mice. Journal of Immunology Research, [PMID:37663051] [10.1155/2023/1116841] |
| 2. Liumin Huang, Jun Li, Yanlan Bi, Yanhui Xu, Yanmei Wang, Jian Wang, Dan Peng. (2021) Simultaneous determination of α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, sesamin, sesamolin, sesamol, and asarinin in sesame oil by normal-phase high performance liquid chromatography. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2021.104132] |
| 3. Zhenzhen Xia, Tian Yi, Yan Liu. (2019) Rapid and nondestructive determination of sesamin and sesamolin in Chinese sesames by near-infrared spectroscopy coupling with chemometric method. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:31727518] [10.1016/j.saa.2019.117777] |
| 4. Yan Liu, Zhenzhen Xia, Liyun Yao, Yang Wu, Yan Li, Shan Zeng, Hao Li. (2019) Discriminating geographic origin of sesame oils and determining lignans by near-infrared spectroscopy combined with chemometric methods. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2019.103327] |
| 5. Deng Shuang, Zhou Jian-Lin, Fang Hong-Song, Nie Zhi-Gang, Chen Sen, Peng Hao. (2018) Sesamin Protects the Femoral Head From Osteonecrosis by Inhibiting ROS-Induced Osteoblast Apoptosis in Rat Model. Frontiers in Physiology, [PMID:30618801] [10.3389/fphys.2018.01787] |
| 6. Qiang Li, Yuan Jiang, Shouyin Jiang, Yulin Li, Libing Jiang, Jian-an Wang. (2015) Sesamin Attenuates Lipopolysaccharide-Induced Acute Lung Injury by Inhibition of TLR4 Signaling Pathways. INFLAMMATION, 39 (1): (467-472). [PMID:26468152] [10.1007/s10753-015-0270-6] |
| 7. Li Ma, Xia Gong, Ge Kuang, Rong Jiang, Rongchun Chen, Jingyuan Wan. (2015) Sesamin ameliorates lipopolysaccharide/d-galactosamine-induced fulminant hepatic failure by suppression of Toll-like receptor 4 signaling in mice. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, [PMID:25866179] [10.1016/j.bbrc.2015.03.154] |
| 8. Mengyun Dong, Tianliang Zhang, Xueli Liang, Xinyi Cheng, Fuyan Shi, Hang Yuan, Fengxiang Zhang, Qiqi Jiang, Xia Wang. (2024) Sesamin alleviates lipid accumulation induced by oleic acid via PINK1/Parkin-mediated mitophagy in HepG2 cells. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, [PMID:38531220] [10.1016/j.bbrc.2024.149815] |
| 9. Tao Chen, Peng Liu, Yu Ge, Xiaoting Lei, Zhenzong Fan, Xiaoyu Zhu, Yangping Wen, Hassan Karimi-Maleh, Xiaoqiang Wang. (2025) XGBoost algorithm-guided synthesis of violet phosphorus/MoAlB-MBene nanozyme for portable wireless intelligent sensing of sesamol in different varieties of sesame seeds. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.160080] |
| 10. Siqi Zhu, Jingyi Ren, Yadong Zhang, Xiaoya Sun, Huanting Pei, Bowen Yin, Ziyi Wang, Zhenao Zhang, Shenghe Li, Ruonan Zhang, Ziqian Zeng, Yuxia Ma. (2025) Sesamin protects against Acetaminophen-induced nephrotoxicity by suppressing HMOX1-mediated apoptosis and ferroptosis. REDOX REPORT, [PMID:40650944] [10.1080/13510002.2025.2529695] |
| 11. Jingyi Ren, Longfei Li, Ziyi Wang, Siqi Zhu, Huanting Pei, Yadong Zhang, Bowen Yin, Zhenao Zhang, Xiaoya Sun, Huicai Guo, Yuxia Ma. (2025) Sesamin attenuates liver inflammation caused by PFOS via regulating SAP130-mediated hepatocyte-macrophage crosstalk. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, [PMID:40773918] [10.1016/j.ecoenv.2025.118773] |
| 12. Ke Li, Xia Gong, Ge Kuang, Rong Jiang, Jingyuan Wan, Bin Wang. (2016) Sesamin protects against renal ischemia reperfusion injury by promoting CD39-adenosine-A2AR signal pathway in mice. American Journal of Translational Research, [PMID:27347331] [PMID:27347331] |
| 13. Yadong Zhang, Rui Wen, Jingyi Ren, Fan Zhang, Huanting Pei, Jinshi Zuo, Yuxia Ma. (2024) Exploring the mechanism of sesamin for the treatment of PM2.5-induced cardiomyocyte damage based on transcriptomics, network pharmacology and experimental verification. Frontiers in Pharmacology, [PMID:39564108] [10.3389/fphar.2024.1486563] |
| 14. Jingyi Ren, Ziyi Wang, Yadong Zhang, Huanting Pei, Rui Wen, Zhenao Zhang, Siqi Zhu, Xiaoya Sun, Bowen Yin, Shenghe Li, Yuxia Ma. (2025) Sesamin alleviates drug-induced hepatotoxicity via autophagy enhancement and ferroptosis inhibition. REDOX REPORT, [PMID:41254937] [10.1080/13510002.2025.2588863] |
| 15. Siqi Zhu, Yadong Zhang, Hao Tian, Shenghe Li, Chongyue Zhang, Xiaolong Zhang, Huanting Pei, Ziqian Zeng, Jingyi Ren, Yuxia Ma. (2026) Sesamin ameliorates perfluorooctane sulfonate-induced myocardial injury by inhibiting apoptosis and autophagy in mice. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, [PMID:41601061] [10.1016/j.ecoenv.2025.119632] |
| 16. Yadong Zhang, Zhenao Zhang, Huanting Pei, Chongyue Zhang, Xiaolong Zhang, Simeng Qiao, Siqi Zhu, Ziyi Wang, Jingyi Ren, Yuxia Ma. (2026) Sesamin Protects Against Polystyrene Microplastics-Induced Lung Injury via Attenuating Bcl2-Mediated Apoptosis. Antioxidants, 15 (3): (279). [PMID:] [10.3390/antiox15030279] |
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