Alizarin complexone - indicator , CAS No.3952-78-1

CAS: 3952-78-1 Cat. No.: A108723 Molecular Weight: 385.32 Beilstein Registry Number: 2190028 EC Number: 223-544-2

GRADE & PURITY Indicator

Synonyms

Alizarin-3-methylimino-N,N-diacetic Acid | 1,2-DIHYDROXYANTHRAQUINONE-3-METHYLAMINE-N,N-DIACETIC ACID | 3-Aminomethylalizarin-N,N-diacetic acid | Acetic acid, (((3,4-dihydroxy-2-anthraquinonyl)methyl)imino)di- | Alizarin-3-methyliminodiacetic acid | 3-Ami

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

Alizarin-3-methylimino-N, N-diacetic Acid | 1, 2-DIHYDROXYANTHRAQUINONE-3-METHYLAMINE-N, N-DIACETIC ACID | 3-Aminomethylalizarin-N, N-diacetic acid | Acetic acid, (((3, 4-dihydroxy-2-anthraquinonyl)methyl)imino)di- | Alizarin-3-methyliminodiacetic acid | 3-Ami

Specifications & Purity

indicator

Storage

Room temperature

Shipped In

Normal

Grade

Indicator

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3)CN(CC(=O)O)CC(=O)O)O)O
• IUPAC Name: 2-[carboxymethyl-[(3,4-dihydroxy-9,10-dioxoanthracen-2-yl)methyl]amino]acetic acid
• InChIKey: PWIGYBONXWGOQE-UHFFFAOYSA-N
• INCHI: 1S/C19H15NO8/c21-13(22)7-20(8-14(23)24)6-9-5-12-15(19(28)16(9)25)18(27)11-4-2-1-3-10(11)17(12)26/h1-5,25,28H,6-8H2,(H,21,22)(H,23,24)
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3)CN(CC(=O)O)CC(=O)O)O)O
• WGK Germany: 3
• RTECS: AH0585000
• Alternate CAS: 455303-00-1
• Molecular Weight: 385.32
• Beilstein: 2190028
• Reaxy-Rn: 2190028
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2190028&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: Alpha amino acids Aryl ketones Aralkylamines 1-hydroxy-4-unsubstituted benzenoids Dicarboxylic acids and derivatives Vinylogous acids Trialkylamines Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Hydroxyanthraquinone - Alpha-amino acid - Alpha-amino acid or derivatives - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - Aralkylamine - Dicarboxylic acid or derivatives - Vinylogous acid - Amino acid or derivatives - Amino acid - Tertiary aliphatic amine - Tertiary amine - Ketone - Carboxylic acid derivative - Carboxylic acid - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Amine - Organic oxygen compound - 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: dicarboxylic acid - dihydroxyanthraquinone

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

Chemical and Physical Properties

• Melt Point(°C): 190°C
• Molecular Weight: 385.300 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 385.08 Da
• Monoisotopic Mass: 385.08 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 648.000
• 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

References

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2. Yixuan Pan, Maohua Yang, Mei Zhang, Mingyan Jia.  (2019)  Rapid discrimination of commercial American ginseng and Asian ginseng according to diols composition using a colorimetric sensor array.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.05.029]

3. Yujiao Tu, Shuangqiao Ju, Pingyan Wang.  (2016)  Flame atomic absorption spectrometric determination of copper, lead, and cadmium in Gastrodiae rhizoma samples after preconcentration using magnetic solid-phase extraction.  SPECTROSCOPY LETTERS,      [PMID:] [10.1080/00387010.2015.1134578]

4. Yamei Li, Limin Zhang, Huayun Han, Xiaoli Tian, Xinxin Shi, Kai Wang, Shusheng Zhang.  (2015)  Preconcentration of ultra-trace Cu(II) and Cd(II) using SPE based on an alizarin complexone modified silica gel with detection using FAAS and determination of ultra-trace Cu(II) by the naked eye.  Analytical Methods,  7  (9): (3876-3882).  [PMID:] [10.1039/C4AY03114H]

5. Yankun Jia, Zhixiong Li, Wenying Shi.  (2013)  A colorimetric chemosensor for F− based on Alizarin complexone and layered double hydroxide ultrafilms.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2013.07.064]

6. Xiaoyu Du, Gan Wu, Xilin Dou, Zhaoyang Ding, Jing Xie.  (2024)  Alizarin complexone modified UiO-66-NH2 as dual-mode colorimetric and fluorescence pH sensor for monitoring perishable food freshness.  FOOD CHEMISTRY,      [PMID:38359567] [10.1016/j.foodchem.2024.138700]

7. Chengtuo Niu, Huating Chen, Jinjing Wang, Chunfeng Liu, Qi Li.  (2025)  Enhanced robustness and fermentation characteristics of lager yeast in high gravity brewing through accumulation of intracellular proline.  JOURNAL OF BIOTECHNOLOGY,      [PMID:40345338] [10.1016/j.jbiotec.2025.05.008]

8. Binglu Teng, Zhenhua Zhao, Jiangxuan Wu, Liling Xia, Yuanchi Wang, Jiayuan Cheng, Wenqing Zhang, Hailong Wang.  (2025)  Study on PFAS removal by different forms of iron-modified biochar: Adsorption effects and catalytic activity.  Journal of Environmental Chemical Engineering,  13  (6): (120333).  [PMID:] [10.1016/j.jece.2025.120333]