Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™ Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships 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 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)O)O)O)O |
|---|---|
| IUPAC Name | [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate |
| InChIKey | FVTCRASFADXXNN-SCRDCRAPSA-N |
| INCHI | 1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1 |
| Isomeric SMILES | CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O |
| Alternate CAS | 146-17-8,6184-17-4 (mono-hydrochloride salt,di-hydrate) |
| PubChem CID | 643976 |
| MeSH Entry Terms | 5'-Monophosphate, Riboflavin;5'-Phosphate, Riboflavin;Flavin Mononucleotide;Flavin Mononucleotide Disodium Salt;Flavin Mononucleotide Monosodium Salt;Flavin Mononucleotide Monosodium Salt, Dihydrate;Flavin Mononucleotide Sodium Salt;FMN;Mononucleotide, Fl |
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 | Nucleosides, nucleotides, and analogues |
| Class | Flavin nucleotides |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Flavin nucleotides |
| Alternative Parents | Flavins Quinoxalines Pyrimidones Monoalkyl phosphates Pyrazines Benzenoids Vinylogous amides Heteroaromatic compounds Secondary alcohols Lactams Polyols Azacyclic compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Flavin nucleotide - Flavin - Isoalloxazine - Diazanaphthalene - Pteridine - Quinoxaline - Monoalkyl phosphate - Pyrimidone - Pyrazine - Organic phosphoric acid derivative - Phosphoric acid ester - Benzenoid - Alkyl phosphate - Pyrimidine - Heteroaromatic compound - Vinylogous amide - Secondary alcohol - Lactam - Azacycle - Polyol - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. |
| External Descriptors | flavin mononucleotide |
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| Molecular Weight | 456.300 g/mol |
|---|---|
| XLogP3 | -2.600 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 7 |
| Exact Mass | 456.105 Da |
| Monoisotopic Mass | 456.105 Da |
| Topological Polar Surface Area | 202.000 Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 843.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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 |
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| 2. Xing Yan, Ming-Jun Zhu. (2023) Enhanced bioelectricity generation in thermophilic microbial fuel cell with lignocellulose as an electron donor by resazurin-mediated electron transfer. BIORESOURCE TECHNOLOGY, [PMID:37722540] [10.1016/j.biortech.2023.129764] |
| 3. Yawen Liu, Hao Ma, Junqi Zhao, Jihong Wang, Xiaoxia Han, Bing Zhao. (2023) Surface-Enhanced Raman Spectroscopic Analysis of Flavoenzyme Cofactors: Guidance for Flavin-Related Bio- and Chemo- Sensors. Chemosensors, 11 (3): (190). [PMID:] [10.3390/chemosensors11030190] |
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| 6. Yidong Zhou, Siyuan Gao, Mingliang Zhang, Wankui Jiang, Zhijian Ke, Jiguo Qiu, Jianhong Xu, Qing Hong. (2021) Unveiling the CoA mediated salicylate catabolic mechanism in Rhizobium sp. X9. MOLECULAR MICROBIOLOGY, 116 (3): (783-793). [PMID:34121246] [10.1111/mmi.14771] |
| 7. Yeli Wang, Zian Deng, Xinmiao Wang, Yugang Shi, Ying Lu, Sheng Fang, Xianrui Liang. (2021) Formononetin/methyl-β-cyclodextrin inclusion complex incorporated into electrospun polyvinyl-alcohol nanofibers: Enhanced water solubility and oral fast-dissolving property. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:33984451] [10.1016/j.ijpharm.2021.120696] |
| 8. Bo Zhang, Hao-Yi Cheng, Aijie Wang. (2020) Extracellular electron transfer through visible light induced excited-state outer membrane C-type cytochromes of Geobacter sulfurreducens. BIOELECTROCHEMISTRY, [PMID:33421898] [10.1016/j.bioelechem.2020.107683] |
| 9. Wei Zhang, Jimin Yang, Di Wu. (2020) Surface-Functionalized MoS2 Nanosheets Sensor for Direct Electrochemical Detection of PIK3CA Gene Related to Lung Cancer. JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 167 (2): (027501). [PMID:] [10.1149/1945-7111/ab61ec] |
| 10. Tao Song, Jingdong Zhao, Tongbai Jiang, Xing Jin, Yubin Li, Xinrong Liu. (2018) Formononetin protects against balloon injury‑induced neointima formation in rats by regulating proliferation and migration of vascular smooth muscle cells via the TGF‑β1/Smad3 signaling pathway. INTERNATIONAL JOURNAL OF MOLECULAR MEDICINE, 42 (4): (2155-2162). [PMID:30066831] [10.3892/ijmm.2018.3784] |
| 11. Meng Yan, Hun Xu, Zhang Yue, Luo Xiliang. (2016) Toehold-aided DNA recycling amplification using hemin and G-quadruplex reporter DNA on magnetic beads as tags for chemiluminescent determination of riboflavin. MICROCHIMICA ACTA, 183 (11): (2965-2971). [PMID:] [10.1007/s00604-016-1937-x] |
| 12. Yang Yuanyuan, Lin Jinping, Wei Dongzhi. (2016) Heterologous Overexpression and Biochemical Characterization of a Nitroreductase from Gluconobacter oxydans 621H. MOLECULAR BIOTECHNOLOGY, 58 (6): (428-440). [PMID:27138989] [10.1007/s12033-016-9942-1] |
| 13. Jiang Wu, Ying Liu, Wei Li, Chunyan Wang, Yanjun Li, Ying Tian, Jing Sun, Shouju Wang, Xin Wang, Yuxia Tang, Hong Zhu, Zhaogang Teng, Guangming Lu. (2014) Magnetically guided survivin-siRNA delivery and simultaneous dual-modal imaging visualization based on Fe3O4@mTiO2 nanospheres for breast cancer. Journal of Materials Chemistry B, 2 (44): (7756-7764). [PMID:32261912] [10.1039/C4TB01264J] |
| 14. Lili Zhao, Shuhua Zhu, Jie Zhou. (2012) A novel amperometric nitric oxide sensor based on imprinted microenvironments for controlling metal coordination. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2012.05.035] |
| 15. Yang Tang, Zheng Wang, Feng Zhou, Ling Li, Chen Sun, Linhui Li, Fei Tang, Dongqin Huang, Zewei Li, Yang Tan, Gang Pei. (2025) Benzoylpaeoniflorin alleviates ulcerative colitis by inhibiting ferroptosis through targeting phosphogluconic dehydrogenase. PHYTOMEDICINE, [PMID:40829505] [10.1016/j.phymed.2025.157111] |
| 16. Qian Zhu, Kangning Wei, Kaihua Pan, Gang Hu, Weihao Zhu, Yanni Huang, Changchang Wang, Qian Li, Mingliang Zhang, Jiguo Qiu, Qing Hong. (2025) Identification of a novel ipp gene cluster responsible for 2-isopropylphenol degradation in strain Rhodococcus sp. D-6. APPLIED AND ENVIRONMENTAL MICROBIOLOGY, [PMID:40810535] [10.1128/aem.00995-25] |
| 17. Yidong Zhou, Zhijian Ke, Hangting Ye, Mengting Hong, Yifei Xu, Mingliang Zhang, Wankui Jiang, Qing Hong. (2020) Hydrolase CehA and a Novel Two-Component 1-Naphthol Hydroxylase CehC1C2 are Responsible for the Two Initial Steps of Carbaryl Degradation in Rhizobium sp. X9. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:33264024] [10.1021/acs.jafc.0c03845] |
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