≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C 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 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
DSS Crosslinker is a membrane permeable, noncleavable crosslinker. The NHS ester groups are reactive toward primary amines.
| Canonical Smiles | C1CC(=O)N(C1=O)OC(=O)CCCCCCC(=O)ON2C(=O)CCC2=O |
|---|---|
| IUPAC Name | bis(2,5-dioxopyrrolidin-1-yl) octanedioate |
| InChIKey | ZWIBGKZDAWNIFC-UHFFFAOYSA-N |
| INCHI | 1S/C16H20N2O8/c19-11-7-8-12(20)17(11)25-15(23)5-3-1-2-4-6-16(24)26-18-13(21)9-10-14(18)22/h1-10H2 |
| Isomeric SMILES | C1CC(=O)N(C1=O)OC(=O)CCCCCCC(=O)ON2C(=O)CCC2=O |
| WGK Germany | 3 |
| Molecular Weight | 368.34 |
| Reaxy-Rn | 3635296 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3635296&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 | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Dicarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dicarboxylic acids and derivatives |
| Alternative Parents | Pyrrolidine-2-ones Dicarboximides Lactams Carboxylic acid salts Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Dicarboxylic acid or derivatives - Pyrrolidone - 2-pyrrolidone - Pyrrolidine - Dicarboximide - Carboxylic acid salt - Lactam - Azacycle - Organoheterocyclic compound - Organic oxide - Hydrocarbon derivative - Organic salt - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2528453 | Certificate of Analysis | Apr 28, 2024 | D596968 |
| E2528454 | Certificate of Analysis | Apr 28, 2024 | D596968 |
| A2614173 | Certificate of Analysis | Apr 16, 2024 | D596968 |
| F2413291 | Certificate of Analysis | Apr 16, 2024 | D596968 |
| Melt Point(°C) | 171 °C |
|---|---|
| Molecular Weight | 368.340 g/mol |
| XLogP3 | -0.100 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 11 |
| Exact Mass | 368.122 Da |
| Monoisotopic Mass | 368.122 Da |
| Topological Polar Surface Area | 127.000 Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 544.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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. Zongwei Guo, Zhao Wang, Jiajun Ma, Lin Jin, Yuhui Ao. (2023) Graphene Oxide-Modified MXenes with Ti–O–C Covalent Bonding for Carbon Fiber Composites with Enhanced Interfacial Properties and Toughness. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.3c01439] |
| 2. Yueke Lin, Xiaoting Lv, Caiyu Sun, Yanlin Sun, Min Yang, Dapeng Ma, Weiqiang Jing, Yunxue Zhao, Yeping Cheng, Haocheng Xuan, Lihui Han. (2022) TRIM50 promotes NLRP3 inflammasome activation by directly inducing NLRP3 oligomerization. EMBO REPORTS, 23 (11): (e54569). [PMID:36178239] [10.15252/embr.202154569] |
| 3. Zhipeng Dong, Yunxue Yin, Jun Luo, Bingxia Li, Fangning Lou, Qiyan Wang, Qingfa Zhou, Baofen Ye, Yue Wang. (2022) An FGFR1-Binding Peptide Modified Liposome for siRNA Delivery in Lung Cancer. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (15): (8380). [PMID:35955516] [10.3390/ijms23158380] |
| 4. Xing-Jie Zhang, Peng-Yun Yang, Ling Ding, Jun Wang, Xiao-Li Li, Wei-Lie Xiao. (2025) Isolicoflavonol alleviates UVB-induced photodamage via protecting mitochondria and blocking the activation of NLRP3 inflammasome. TOXICOLOGY AND APPLIED PHARMACOLOGY, [PMID:39929282] [10.1016/j.taap.2025.117262] |
| 5. Zhang Shijie, Wang Siyu, Wang Yixue, Zhou Tianle, Yang Jiaxin, Xu Jingxue, Li Gen, Zhang Yunyan, Wang Xiaoyuan, Yin Hang. (2025) PRMT3 Drives IDO1-Dependent Radioresistance and Immunosuppression by Promoting Kynurenine Metabolism in Non-Small Cell Lung Cancer. CANCER RESEARCH, [PMID:41129671] [10.1158/0008-5472.CAN-24-4162] |
| 6. Xiaorong Kou, Xue Wu, Tao He, Liping Bai, Xinchao Li, Rui Luo, Yangsong Xu, Yixi Wang, Meiling Shen, Changyang Gong, Qinjie Wu. (2026) Tumor-activated dual metabolic nanomodulator turns over tolerogenic tumor control and unleashes systemic immune responses. JOURNAL OF NANOBIOTECHNOLOGY, [PMID:41629977] [10.1186/s12951-026-04086-x] |
