Ferroheme - Moligand™,≥95% , Agonist of Rev-Erb-α;Agonist of Rev-Erb-β, CAS No.14875-96-8, Agonist of Rev-Erb-α;Agonist of Rev-Erb-β

CAS: 14875-96-8 Cat. No.: H610806 Peso molecular: 616.49

GRADE & PURITY Moligand™, ≥95%

Synonyms

protoheme | heme | 1,3,5,8-Tetramethyl-2,4-divinylporphine-6,7-dipropionic Acid Ferrous Complex, Ferroheme, Hem Fe, Heme, Heme B, Hydrogen [7,12-Diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-κN21,κN22,κN23,κN24]ferrate (heme), Iro

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Ferroheme is the ferrous form of heme in hemoglobin, reversibly binding oxygen as an oxygen carrier. Its free form induces oxidative stress and ferroptosis by releasing iron ions, which catalyze reactive oxygen species generation via Fenton reactions, leading to lipid peroxidation and cell death. This mechanism is critical in pathological contexts like intracerebral hemorrhage and neurodegenerative diseases, making it a target for studying iron-overload disorders and ferroptosis-related pathologies.

Specifications

Sinónimos

protoheme | heme | 1, 3, 5, 8-Tetramethyl-2, 4-divinylporphine-6, 7-dipropionic Acid Ferrous Complex, Ferroheme, Hem Fe, Heme, Heme B, Hydrogen [7, 12-Diethenyl-3, 8, 13, 17-tetramethyl-21H, 23H-porphine-2, 18-dipropanoato(4-)-κN21, κN22, κN23, κN24]ferrate (heme), Iro

Especificaciones y pureza

Moligand™, ≥95%

Condiciones de almacenamiento de almacenamiento

Protected from light, Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

AGONIST

Mecanismo de acción

Agonist of Rev-Erb-α;Agonist of Rev-Erb-β

Pureza

≥95%

Nombres e identificadores

• Sonrisas canónicas: CC1=C(C2=CC3=C(C(=C([N-]3)C=C4C(=C(C(=N4)C=C5C(=C(C(=N5)C=C1[N-]2)C)C=C)C)C=C)C)CCC(=O)O)CCC(=O)O.[Fe+2]
• IUPAC Name: 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,24-diid-2-yl]propanoic acid;iron(2+)
• InChIKey: KABFMIBPWCXCRK-UHFFFAOYSA-L
• INCHI: 1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2
• Isómeros SMILES: CC1=C(C2=CC3=C(C(=C([N-]3)C=C4C(=C(C(=N4)C=C5C(=C(C(=N5)C=C1[N-]2)C)C=C)C)C=C)C)CCC(=O)O)CCC(=O)O.[Fe+2]
• CAS alternativo: 16009-13-5
• Peso molecular: 616.49

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Tetrapyrroles and derivatives
      • Subclass Metallotetrapyrroles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Tetrapyrroles and derivatives
• Subclass: Metallotetrapyrroles
• Intermediate Tree Nodes: Not available
• Direct Parent: Metalloporphyrins
• Alternative Parents: Porphyrins Substituted pyrroles Dicarboxylic acids and derivatives Heteroaromatic compounds Organic transition metal salts Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Metalloporphyrin - Porphyrin - Dicarboxylic acid or derivatives - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Carboxylic acid derivative - Azacycle - Organic transition metal salt - Carboxylic acid - Organopnictogen compound - Carbonyl group - Organic zwitterion - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic salt - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as metalloporphyrins. These are polycyclic compounds containing a porphyrin moiety and a metal atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

NR1D1 Tchem Nuclear receptor subfamily 1 group D member 1 (0 Activities)

Discover Target: NR1D1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NR1D2 Tchem Nuclear receptor subfamily 1 group D member 2 (1 Activities)

Discover Target: NR1D2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Propiedades químicas y físicas

• Solubilidad: DMSO: 3.1 mg/mL (5.03 mM)
• Sensibilidad: light sensitive
• Peso molecular: 616.500 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 616.177 Da
• Monoisotopic Mass: 616.177 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 1010.000
• 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: 2

XLogP3

Referencias

1. Yuxiang Zhou, Yanyun Wang, Mengyuan Song, Lanrui Jiang, Chaoran Sun, Shuangshuang Wang, Hewen Yao, Zefei Wang, Xindi Wang, Chunhui Liu, Haibo Luo, Feng Song.  (2023)  A high-throughput droplet digital PCR system aiming eight DNA methylation targets for age prediction.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:38181558] [10.1016/j.jpba.2023.115943]

2. Meng Shi, Demin Kong, Hui Zhang, Deming Rao, Tianlong Zhao, Jing Yang, Zhanzhi Liu, Sheng Chen, Fengshan Zhang, Jing Wu, Lei Wang.  (2023)  Enhancing the heterologous expression of latex clearing protein from Streptomyces sp. strain K30 in Escherichia coli through fermentation condition optimization and molecular modification.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37949282] [10.1016/j.ijbiomac.2023.127995]

3. Tao Zhan, Xiao-Zhen Feng, Yun-Yun Cheng, Guo-Cheng Han, Zhencheng Chen, Heinz-Bernhard Kraatz.  (2023)  Electrochemical sensor for ultrasensitive sensing of biotin based on heme conjugated with gold nanoparticles and its electrooxidation mechanism.  FOOD CHEMISTRY,      [PMID:37516051] [10.1016/j.foodchem.2023.136997]

4. Guo-Cheng Han, Jiating Hou, Zong-Li Huang, Xiao-Zhen Feng, Zhencheng Chen, Wenxiang Xiao, Shuang Li.  (2023)  Electrochemical Behaviors of Ferrocene Dicarboxylate and its Application for Heme Detection.  International Journal of Electrochemical Science,      [PMID:] [10.20964/2017.07.69]

5. Linlin Gao, Lin Zhang, Huan Liu, Jielun Hu.  (2023)  In vitro gastrointestinal digestion of whole grain noodles supplemented with soluble dietary fiber and their effects on children fecal microbiota.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2023.102600]

6. Qi Yang, Huan Yu, Yiling Qu, Xiaochun Zhang, Ruocheng Xia, Ziwei Wang, Rui Tan, Lei Xiong, Shihan Xi, Jun Wu, Yuzhen Gao, Suhua Zhang, Chengtao Li.  (2022)  Developmental validation of the novel six-dye GoldeneyeTM DNA ID System 35InDel kit for forensic application.  Forensic Sciences Research,      [PMID:36817233] [10.1080/20961790.2021.1945723]

7. Xueting Guan, Yujing Feng, Yunyao Jiang, Yeye Hu, Ji Zhang, Zhengpeng Li, Chao Song, Fu Li, Jincai Hou, Ting Shen, Weicheng Hu.  (2022)  Simulated digestion and in vitro fermentation of a polysaccharide from lotus (Nelumbo nucifera Gaertn.) root residue by the human gut microbiota.  FOOD RESEARCH INTERNATIONAL,      [PMID:35400452] [10.1016/j.foodres.2022.111074]

8. Jin-Guang Liu, Jia-Zheng Wan, Qing-Min Lin, Guo-Cheng Han, Xiao-Zhen Feng, Zhencheng Chen.  (2021)  Convenient Heme Nanorod Modified Electrode for Quercetin Sensing by Two Common Electrochemical Methods.  Micromachines,  12  (12): (1519).  [PMID:34945369] [10.3390/mi12121519]

9. Huaxu Zhou, Xinyu Ma, Ajabkhan Sailjoi, Yanqi Zou, Xingyu Lin, Fei Yan, Bin Su, Jiyang Liu.  (2021)  Vertical silica nanochannels supported by nanocarbon composite for simultaneous detection of serotonin and melatonin in biological fluids.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.131101]

10. Jiang Bowei, Qu Weifeng, Wang Feng, Zhang Liming, Rong Haibo, Li Jienan, Wen Dan, Zeye Moutanou Modeste Judes, He Wei, Wang Chudong, Xing Hao, Zhang Tao, Jin Chuan, Chen Li, Liu Ying, Cai Jifeng, Zha Lagabaiyila.  (2021)  Development and validation of novel 8-dye short tandem repeat multiplex system for forensic applications.  INTERNATIONAL JOURNAL OF LEGAL MEDICINE,  135  (6): (2263-2274).  [PMID:34550443] [10.1007/s00414-021-02695-9]

11. Peilin Chen, Suzhen Lei, Mingyao Tong, Qing Chang, Baodong Zheng, Yi Zhang, Hongliang Zeng.  (2021)  Effect of polysaccharide fractions from Fortunella margarita on the fecal microbiota of mice and SCFA production in vitro.  Food Science and Human Wellness,      [PMID:] [10.1016/j.fshw.2021.07.011]

12. Yiling Qu, RuiYang Tao, Huan Yu, Qi Yang, Ziwei Wang, Rui Tan, Xiaochun Zhang, Ruocheng Xia, Lei Xiong, Shihan Xi, Jun Wu, Yuzhen Gao, Suhua Zhang, Chengtao Li.  (2021)  Development and validation of a forensic six-dye multiplex assay with 29 STR loci.  ELECTROPHORESIS,      [PMID:33864289] [10.1002/elps.202100019]

13. Xinyi Hua, Zhifang Wang, Ziqi Wang, Linlin Chen, Zaichun Zhou, Junlin Ouyang, Keqin Deng, Xiumei Yang, Haowen Huang.  (2021)  De Novo Development of a Universal Biosensing Platform by Rapid Direct Native Protein Modification.  ANALYTICAL CHEMISTRY,      [PMID:33734672] [10.1021/acs.analchem.1c00341]

14. Guo-Cheng Han, Huifang Li, Annaleizle Ferranco, Tao Zhan, Yunyun Cheng, Zhencheng Chen, Mingyue Xue, Xiao-Zhen Feng, Heinz-Bernhard Kraatz.  (2020)  The construction of a simple sensor for the simultaneous detection of nitrite and thiosulfate by heme catalysis.  RSC Advances,  10  (58): (35007-35016).  [PMID:35515684] [10.1039/D0RA06942F]

15. Shuangshuang Wang, Feng Song, Mingkun Xie, Ke Zhang, Bowen Xie, Zhanglong Huang, Haibo Luo.  (2020)  Evaluation of a six-dye multiplex composed of 27 markers for forensic analysis and databasing.  Molecular Genetics & Genomic Medicine,  8  (9): (e1419).  [PMID:32677357] [10.1002/mgg3.1419]

16. Zhi-yong Yu, Shu-wang Duo.  (2020)  Facile, ultrafast synthesis of up- and down-conversion fluorescent carbon dots for highly sensitive detection of hematin.  OPTICAL MATERIALS,      [PMID:] [10.1016/j.optmat.2020.110029]

17. Wei He, Zhenxiang Huo, Xiangying Sun, Jiangshan Shen.  (2019)  Facile and green synthesis of N, Cl-dual-doped carbon dots as a label-free fluorescent probe for hematin and temperature sensing.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2019.104528]

18. Tao Ruiyang, Chen Chong, Sheng Xiang, Xia Ruocheng, Zhang Xiaochun, Zhang Jingyi, Yang Zihao, Zhang Suhua, Li Chengtao.  (2019)  Validation of the Investigator 24plex QS Kit: A 6-dye Multiplex PCR Assay for Forensic Application in the Chinese Han Population.  Forensic Sciences Research,  7  (2): (172-180).  [PMID:35784410] [10.1080/20961790.2019.1665160]

19. Xie Mingkun, Song Feng, Li Jienan, Xie Bowen, Wang Shuangshuang, Wang Weizhi, Ma Hong, Luo Haibo.  (2019)  Validation of the AGCU Expressmarker 16 + 22Y Kit: a new multiplex for forensic application.  INTERNATIONAL JOURNAL OF LEGAL MEDICINE,  134  (1): (177-183).  [PMID:31713677] [10.1007/s00414-019-02200-3]

20. Shan Chen, Congcong Yin, Tao Jiang, Mang Gao, Yun Chen, De-Yin Wu, Yanzhen Yu, Aiyang Zhang, Yimin Fang..  (2019)  Triethylamine as a complexing reagent for highly efficient naked-eyes copper ions sensing – A new catalytic pathway for ultrasensitive detection.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.127373]

21. Jiaoxing Xu, Chuxin Wu, Qiangmin Yu, Yi Zhao, Xun Li, Lunhui Guan.  (2017)  Ammonia Defective Etching and Nitrogen-Doping of Porous Carbon toward High Exposure of Heme-Derived Fe–Nx Site for Efficient Oxygen Reduction.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.7b02841]

22. Yuqin Wu, Hongmei Zhang, Yanqing Wang.  (2017)  Conformational and functional changes of bovine serum albumin induced by TiO2 nanoparticles binding.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2017.07.116]

23. Jienan Li, Haibo Luo, Feng Song, Lushun Zhang, Chuncao Deng, Zailiang Yu, Tianzhen Gao, Miao Liao, Yiping Hou.  (2016)  Validation of the Microreader™ 23sp ID system: A new STR 23-plex system for forensic application.  Forensic Science International-Genetics,      [PMID:27992828] [10.1016/j.fsigen.2016.12.005]

24. Ning Xia, Youjuan Zhang, Pengpeng Guan, Yuanqiang Hao, Lin Liu.  (2015)  A simple and label-free electrochemical method for detection of beta-site amyloid precursor protein cleaving enzyme and screening of its inhibitor.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2015.02.081]

25. Shao-Liang Jiang, Yu-Ting Wu, Wang-Cai Chen, Jia-Ping Huang, Dong Chen, Lu Hu, Liang Han, Jie-Hua Shi.  (2024)  Exploring intermolecular interaction between transporter protein, bovine serum albumin and antitumor drug Lorlatinib: Multispectral approaches combined with molecular simulation.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.139834]

26. Tao Sun, Xiaoning Liang, Xiaoyi Xu, Linhao Wang, Wei Xiao, Yuhang Ma, Rui Wang, Yian Gu, Sha Li, Yibin Qiu, Dafeng Sun, Hong Xu, Peng Lei.  (2024)  In vitro digestion and fecal fermentation of basidiospore-derived exopolysaccharides from Naematelia aurantialba.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38286376] [10.1016/j.ijbiomac.2024.129756]

27. Jun Wang, Nannan Zhang, Ting Xia, Yaning Nie, Xiaodong Zhang, Fanfan Lang, Kai Liang, Tianmeng Li, Min Wang.  (2024)  Melanoidins from Shanxi aged vinegar: Characterization and behavior after in vitro simulated digestion and colonic fermentation.  FOOD CHEMISTRY,      [PMID:39481311] [10.1016/j.foodchem.2024.141769]

28. Yongli Zhang, Chunlong Zuo, Xiaoyu Liu, Ziyin Ye, Wei Tan, Ping Li, Yuanlin Ren, Xiaohui Liu.  (2025)  Preparation of flame retardant and anti-dripping PET fabric based on heme chloride dyeing and mussel-inspired strategy.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2025.109097]

29. Zheng Chang, Qiqi Zhao.  (2025)  Label-free electrochemical immunosensor determination of CA125 using Cu2+ and hemin dual-functionalized PEI/SiO2 nanoparticles.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.114543]

30. Fang Fang, Yuxin He, Jutang Zhao, Yanli Zhang, Chunhua Chen, Huijun He, Quanyong Wu, Mengwei Hu, Shaoping Nie, Mingyong Xie, Jielun Hu.  (2022)  Effects of boiling and steaming process on dietary fiber components and in vitro fermentation characteristics of 9 kinds of whole grains.  FOOD RESEARCH INTERNATIONAL,      [PMID:36737921] [10.1016/j.foodres.2022.112328]

31. Fang Fang, Yu-Xin He, Hao-Qiang Wang, Yan-Li Zhang, Ya-dong Zhong, Xiao-Tian Hu, Shao-Ping Nie, Ming-Yong Xie, Jie-Lun Hu.  (2024)  Impact of eight extruded starchy whole grains on glycemic regulation and fecal microbiota modulation.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2024.110756]

32. Zhang Peng, Chen Hsiao-Chien, Zhu Houyu, Chen Kuo, Li Tuya, Zhao Yilin, Li Jiaye, Hu Ruanbo, Huang Siying, Zhu Wei, Liu Yunqi, Pan Yuan.  (2024)  Inter-site structural heterogeneity induction of single atom Fe catalysts for robust oxygen reduction.  Nature Communications,  15  (1): (1-14).  [PMID:38453927] [10.1038/s41467-024-46389-3]

33. Xiaoli Zhou, Zhicheng Qin, Yan Chen, YaPing Wang, Bin Du, Dong Lin, Lingshuai Meng.  (2025)  Effect of bound polyphenol removal on in vitro digestion and fermentation of Rosa roxburghii Tratt. dietary fiber.  Journal of Agriculture and Food Research,      [PMID:] [10.1016/j.jafr.2025.102542]

34. Jiang Zhentao, Rao Jingxin, Zhu Caokai, Li Yamiao, Zhu Qiang, Zheng Mingyue, Zhang Wenchi, Zhang Rongzhen.  (2025)  Systemic engineering and global regulation enabling high-level bilirubin biosynthesis.  Nature Communications,      [PMID:41436472] [10.1038/s41467-025-67804-3]

35. He Haisheng, Zhu Wenwei, Miao Han, Wang Shangfeng, Du Zunguo, Zhang Hongxin, Ming Jiang, Shi Ben, Wang Hao, Qi Jianping, Fan Yong, Wu Wei, Zhao Dongyuan, Qin Lun-Xiu, Zhang Fan.  (2026)  Label-free tissue NIR-II autofluorescence imaging for visualization of human liver malignancy.  Nature Biomedical Engineering,      [PMID:41559191] [10.1038/s41551-025-01593-4]