Lumiflavine - Moligand™,≥95% , CAS No.1088-56-8

CAS: 1088-56-8 Cat. No.: L338492 Peso molecular: 256.26 Número EC: 214-125-5

GRADE & PURITY Moligand™, ≥95%

Synonyms

7,8,10-trimethyl-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione | 7,8,10-Trimethylbenzo(g)pteridine-2,4,(3H,10H)-dione | BENZO(G)PTERIDIN-2(10H)-ONE, 4-HYDROXY-7,8,10-TRIMETHYL- | AKOS004910107 | KPDQZGKJTJRBGU-UHFFFAOYSA- | LUMIFLAVINE [MI] | RIBOFLAVIN SODIUM

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Descripción general

Lumiflavine (Lumiflavin) is produced by the photolysis of vitamin B2 (Riboflavin). Lumiflavine, a riboflavin uptake inhibitor, is used to study riboflavin uptake in intestinal epithelial (Caco-2) and other epithelial cells

Specifications

Sinónimos

7, 8, 10-trimethyl-2H, 3H, 4H, 10H-benzo[g]pteridine-2, 4-dione | 7, 8, 10-Trimethylbenzo(g)pteridine-2, 4, (3H, 10H)-dione | BENZO(G)PTERIDIN-2(10H)-ONE, 4-HYDROXY-7, 8, 10-TRIMETHYL- | AKOS004910107 | KPDQZGKJTJRBGU-UHFFFAOYSA- | LUMIFLAVINE [MI] | RIBOFLAVIN SODIUM

Especificaciones y pureza

Moligand™, ≥95%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Protected from light, Argon charged

Enviado en

Wet ice

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

Grado

Moligand™

Pureza

≥95%

Nombres e identificadores

• Sonrisas canónicas: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C
• IUPAC Name: 7,8,10-trimethylbenzo[g]pteridine-2,4-dione
• InChIKey: KPDQZGKJTJRBGU-UHFFFAOYSA-N
• INCHI: 1S/C13H12N4O2/c1-6-4-8-9(5-7(6)2)17(3)11-10(14-8)12(18)16-13(19)15-11/h4-5H,1-3H3,(H,16,18,19)
• Isómeros SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C
• WGK Alemania: 3
• RTECS: OK4800000
• Peso molecular: 256.26
• Reaxy-Rn: 269756
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=269756&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Pteridines and derivatives
      • Subclass Alloxazines and isoalloxazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Pteridines and derivatives
• Subclass: Alloxazines and isoalloxazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavins
• Alternative Parents: Quinoxalines Pyrimidones Pyrazines Benzenoids Vinylogous amides Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavin - Diazanaphthalene - Quinoxaline - Pyrimidone - Pyrazine - Pyrimidine - Benzenoid - Heteroaromatic compound - Vinylogous amide - Lactam - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as flavins. These are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, with a structure characterized by an isoalloaxzine tricyclic ring.
• External Descriptors: flavin

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in 20 mg/ml, 0.1 M NaOH
• Sensibilidad: Light sensitive
• Peso molecular: 256.260 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 256.096 Da
• Monoisotopic Mass: 256.096 Da
• Topological Polar Surface Area: 74.100 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 511.000
• 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

Referencias

1. 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]

2. Shaojie Chen, Hao Tang, Xiaoliang Fan, Bohan Li, Yaomin Wang, Wei Zhou, Xiaoyu Jiang, Xiaomin Dong, Yanyi Wang, Peng Zhao, Tianwen Ye, Bolin An, Yijun Zheng, Chao Zhong.  (2026)  Bio-orthogonal functionalization of bacterial cellulose combining metabolic glycoengineering and click chemistry.  Nature Communications,      [PMID:41633993] [10.1038/s41467-026-69130-8]