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Moligand™, Ready Made Solution, 10mg/mL 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 13 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Cytochalasin B from Drechslera dematioidea has been used:
to block cytokinesis, to obtain binucleated cells
as a specific glucose transporter inhibitor
to inhibit glucose transport by class I and III GLUTs to determine the 50% inhibitory concentration (IC50) in HCMV-infected and mock-infected cells
Cytochalasin B is used to inhibit sugar transport in fibroblasts , decrease cytoskeletal actin and myosin in rabbit neutrophils, and to stimulate B lymphocytes.
| Sonrisas canónicas | CC1CCCC(C=CC(=O)OC23C(C=CC1)C(C(=C)C(C2C(NC3=O)CC4=CC=CC=C4)C)O)O |
|---|---|
| IUPAC Name | (1S,4E,6R,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione |
| InChIKey | GBOGMAARMMDZGR-TYHYBEHESA-N |
| INCHI | 1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1 |
| Isómeros SMILES | C[C@@H]1CCC[C@H](/C=C/C(=O)O[C@]23[C@@H](/C=C/C1)[C@@H](C(=C)[C@H]([C@H]2[C@@H](NC3=O)CC4=CC=CC=C4)C)O)O |
| WGK Alemania | 3 |
| RTECS | RO0205000 |
| Número ONU | 1544 |
| Peso molecular | 479.61 |
| Beilstein | 1096207 |
| Reaxy-Rn | 949535 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=949535&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 | Alkaloids and derivatives |
| Clase | Cytochalasans |
| Subclass | Cytochalasins |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cytochalasins |
| Alternative Parents | Isoindolones Isoindoles Benzene and substituted derivatives Pyrrolidine-2-ones Enoate esters Secondary carboxylic acid amides Cyclic alcohols and derivatives Secondary alcohols Lactams Lactones Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides Organonitrogen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Lactone cytochalasin skeleton - Cytochalasin - Isoindolone - Isoindoline - Isoindole - Isoindole or derivatives - Monocyclic benzene moiety - Pyrrolidone - Benzenoid - 2-pyrrolidone - Cyclic alcohol - Pyrrolidine - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Secondary carboxylic acid amide - Secondary alcohol - Carboxamide group - Carboxylic acid ester - Lactam - Lactone - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Organopnictogen compound - Organic oxygen compound - Alcohol - Organonitrogen compound - Carbonyl group - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as cytochalasins. These are cytochalasans in which the hydrogenated isoindolone bears a benzyl group. |
| External Descriptors | Cytochalasins |
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| Punto de fusión (°C) | 218-223°C |
|---|---|
| Peso molecular | 479.600 g/mol |
| XLogP3 | 3.400 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 479.267 Da |
| Monoisotopic Mass | 479.267 Da |
| Topological Polar Surface Area | 95.900 Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 859.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 8 |
| 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. Yaqi Feng, Mi Li. (2023) Micropipette-assisted atomic force microscopy for single-cell 3D manipulations and nanomechanical measurements. Nanoscale, [PMID:37526589] [10.1039/D3NR02404K] |
| 2. Yuying Bai, Dawei Tian, Zhengxin Ren, Dangyang Yue, Qian Ren, Li Pei, Jun Pan. (2023) The dependences of mesenchymal stem cells commitments on the size, concentration, internalization and exposure time of Iron Oxide Nanoparticles through F-actin, Lamin A and ROS. JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, [PMID:36939155] [10.1002/jbm.a.37534] |
| 3. Xinyue Li, Yuanyuan Fan, Zhengbao Zha, Deyan Gong, Jiajia Yu, Qianhui Li, Ruoyao Li, Hua Wang, Fei Wang. (2023) Cordycepin-Loaded Macrophage Vesicles for Targeted Nonalcoholic Steatohepatitis Attenuation. ADVANCED FUNCTIONAL MATERIALS, 33 (18): (2214059). [PMID:] [10.1002/adfm.202214059] |
| 4. Sun Xiaoxi, Huang Bing, Pan Yuping, Fang Jinhua, Wang Hefeng, Ji Yanru, Ling Yingchen, Guo Pei, Lin Jiangguo, Li Quhuan, Fang Ying, Wu Jianhua. (2022) Spatiotemporal characteristics of P-selectin-induced β2 integrin activation of human neutrophils under flow. Frontiers in Immunology, [PMID:36439190] [10.3389/fimmu.2022.1023865] |
| 5. Luchun Zhang, Meng Yuan, Xingwei Huang, Qianzi Cao, Shaogang Huang, Ruizhen Sun, Lei Lei. (2022) Inhibition of METTL5 improves preimplantation development of mouse somatic cell nuclear transfer embryos. REPRODUCTION, [PMID:36111643] [10.1530/REP-22-0169] |
| 6. Zhe Chen, Qing Luo, Chuanchuan Lin, Dongdong Kuang, Guanbin Song. (2016) Simulated microgravity inhibits osteogenic differentiation of mesenchymal stem cells via depolymerizing F-actin to impede TAZ nuclear translocation.. Scientific Reports, [PMID:27444891] [10.1038/srep30322] |
| 7. Gu Haiping, Lou Jun, Wang Haizhen, Yang Yu, Wu Laosheng, Wu Jianjun, Xu Jianming. (2016) Biodegradation, Biosorption of Phenanthrene and Its Trans-Membrane Transport by Massilia sp. WF1 and Phanerochaete chrysosporium. Frontiers in Microbiology, [PMID:26858710] [10.3389/fmicb.2016.00038] |
| 8. Y.N. Lin, R. Jia, Y.H. Liu, Y. Gao, L.L. Wang, J.P. Kou, B.Y. Yu. (2015) Ruscogenin suppresses mouse neutrophil activation: Involvement of protein kinase A pathway. JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, [PMID:26134424] [10.1016/j.jsbmb.2015.06.003] |
| 9. Jiaqi Lin, Ziwei Lin, Anqi Huang, Xinyi Wu, Wei Yan, Daojun Liu, Chiju Wei, Wencan Xu. (2025) Effects of a PDGF-Stem Cell-Hydrogel Compound on Skin Wound Healing in Mice. CYTOTHERAPY, [PMID:40121568] [10.1016/j.jcyt.2025.01.001] |
| 10. Di Wu, Hang Sun, Bingwei Yang, Erqun Song, Yang Song, Weihong Tan. (2024) Exosome Heterogeneity Affects the Distal “Barrier-Crossing” Trafficking of Exosome Encapsulated Quantum Dots. ACS Nano, [PMID:38394382] [10.1021/acsnano.3c09378] |
| 11. Yijie Li, Shuni Duan, Yinhao Zhang, Runping Liu, Rong Sun, Jianzhi Wu, Zhi Ma, Xiaojiaoyang Li. (2025) Precise subcellular organelle-targeted analyses of hepatotoxicity of Polygonum multiflorum. Chinese Herbal Medicines, [PMID:41584695] [10.1016/j.chmed.2025.03.001] |
| 12. Zixuan Dong, Song Liu, Xiaobing Liu, Dong He, Qi Chu, Linjie Zhong, Xiangyu Yu, Xiaoling Fu. (2025) Therapeutic Mitochondrial Transfer via Mesenchymal Stem Cell-Derived Microvesicles for Macrophage Modulation in Myocardial Infarction Complicated by Diabetes. BIOMATERIALS, [PMID:40706127] [10.1016/j.biomaterials.2025.123563] |
| 13. Zixuan Dong, Xiaobing Liu, Shichun Li, Xiaoling Fu. (2025) Inhibition and Rescue of Hyperglycemia-Induced Cellular Senescence by Mitochondrial Transfer from Enucleated Mesenchymal Stem Cell-Derived Microvesicles for Chronic Wound Healing. Advanced Science, [PMID:40407245] [10.1002/advs.202501612] |
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