Nuclear fast red - Biological stain , CAS No.6409-77-4

CAS: 6409-77-4 Cat. No.: N683437 Molecular Weight: 357.28 EC Number: 229-088-0

GRADE & PURITY Biological Stain

Synonyms

NFR | Kernechtrot | Calcium Red | 4-Amino-9,10-dihydro-1,3-dihydroxy-9,10-dioxo-2-anthracenesulfonic acid

Storage

Protected from light,Argon charged,Desiccated,Room temperature

Shipped In

Normal

Overview

It turns pale purple when exposed to sodium hydroxide and brown solution in sulfuric acid. Soluble in ethanol and water. The maximum absorption wavelength is 518nm. Irritating. There are also references that this product is Neutral red. Colour Index Number 60760 solubility in water: 1 g/l (25 c).

Nuclear staining of connective tissue. Reagent for determination of calcium in serum.

Specifications

Synonyms

NFR | Kernechtrot | Calcium Red | 4-Amino-9, 10-dihydro-1, 3-dihydroxy-9, 10-dioxo-2-anthracenesulfonic acid

Specifications & Purity

Biological stain

Storage

Protected from light, Argon charged, Desiccated, Room temperature

Shipped In

Normal

Grade

Biological Stain

Names and Identifiers

• Pubchem Sid: 504769624
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769624
• Canonical Smiles: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3N)O)S(=O)(=O)[O-])O.[Na+]
• IUPAC Name: sodium;4-amino-1,3-dihydroxy-9,10-dioxoanthracene-2-sulfonate
• InChIKey: IFSXZLJQEKGQAF-UHFFFAOYSA-M
• INCHI: 1S/C14H9NO7S.Na/c15-9-7-8(12(18)14(13(9)19)23(20,21)22)11(17)6-4-2-1-3-5(6)10(7)16;/h1-4,18-19H,15H2,(H,20,21,22);/q;+1/p-1
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3N)O)S(=O)(=O)[O-])O.[Na+]
• WGK Germany: 1
• Molecular Weight: 357.28
• Reaxy-Rn: 20093893
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=20093893&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Anthracenes
      • Subclass Anthraquinones

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Anthracenes
• Subclass: Anthraquinones
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxyanthraquinones
• Alternative Parents: Arylsulfonic acids and derivatives Aryl ketones Vinylogous amides Vinylogous acids Sulfonyls Organosulfonic acids Primary amines Organopnictogen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Hydroxyanthraquinone - Arylsulfonic acid or derivatives - Aryl ketone - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Vinylogous amide - Vinylogous acid - Ketone - Organic alkali metal salt - Organic sodium salt - Amine - Hydrocarbon derivative - Organic oxide - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organic salt - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxyanthraquinones. These are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: 1 g/l (1% or 5% sodium bicarbonate aqueous solution, 25 ° C)
• Sensitivity: Light sensitive；Moisture sensitive
• Melt Point(°C): 300°C
• Molecular Weight: 357.270 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 356.992 Da
• Monoisotopic Mass: 356.992 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 634.000
• 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

References

1. Hongxia Xiu, Yajie Liu, Huihui Yang, Haibin Ren, Bowen Luo, Zhipeng Wang, Hong Shao, Fengzhong Wang, Jingjian Zhang, Yutang Wang.  (2022)  Identification of novel umami molecules via QSAR models and molecular docking.  Food & Function,  13  (14): (7529-7539).  [PMID:35765918] [10.1039/D2FO00544A]

2. Hui-Hui Xiao, Quan-Gui Gao, Ming-Xian Ho, Yan Zhang, Ka-Chun Wong, Yi Dai, Xin-Sheng Yao, Man-Sau Wong.  (2015)  An 8-O-4′ norlignan exerts oestrogen-like actions in osteoblastic cells via rapid nongenomic ER signaling pathway.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:25978953] [10.1016/j.jep.2015.05.012]

3. Junling An, Hao Li, Wenjing Wen, Gaojian Liu, Zixuan Huang, Xinwei Zhao, Gaofeng Liang.  (2025)  Dual Inhibition of GPX4 and LCN2 via miR-214-3p Loaded Iron Oxide Nanoparticles for Enhancing Ferroptosis in Liver Cancer.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.137049]