Quinoline yellow - Dye content ≥95% , CAS No.8003-22-3

CAS: 8003-22-3 Cat. No.: Q336317 Molecular Weight: 273.29 Beilstein Registry Number: 1536880 EC Number: 232-318-2

GRADE & PURITY Dye content ≥95%

Synonyms

C.I. 47000 | NSC18950 | NSC-18950 | 1H-Indene-1,3(2H)-dione, 2-(2-quinolinyl)- | BBL027785 | D & C Yellow 11 | KI204 [INCI] | SR-01000002715 | CI 47000 | F87556 | D&C Yellow No. 11 | MLS000037978 | NCGC00020851-03 | D and C Yellow No. 11 | Solvent yellow

Storage

Room temperature

Shipped In

Normal

Overview

Quinoline Yellow belongs to the class of quinophthalone dyes. It is generally used as a food colorant. Quinoline Yellow is anionic in nature and is used to dye wool and silk. Studies show that Quinoline Yellow is not genotoxic or carcinogenic. It is considered to be safe for human health. 

λmax：439 nm 

Amax：1.16 at 285-291 nm in methanol at 0.01 g/L 

Specifications

Synonyms

C.I. 47000 | NSC18950 | NSC-18950 | 1H-Indene-1, 3(2H)-dione, 2-(2-quinolinyl)- | BBL027785 | D & C Yellow 11 | KI204 [INCI] | SR-01000002715 | CI 47000 | F87556 | D&C Yellow No. 11 | MLS000037978 | NCGC00020851-03 | D and C Yellow No. 11 | Solvent yellow

Specifications & Purity

Dye content ≥95%

Storage

Room temperature

Shipped In

Normal

Product Properties

• pKa: pKₐ: -0.74 (Predicted), pKₐ: 9.29 (Predicted)

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C=CC(=N2)C3C(=O)C4=CC=CC=C4C3=O
• IUPAC Name: 2-quinolin-2-ylindene-1,3-dione
• InChIKey: IZMJMCDDWKSTTK-UHFFFAOYSA-N
• INCHI: 1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,16H
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=N2)C3C(=O)C4=CC=CC=C4C3=O
• WGK Germany: 2
• RTECS: GE5925000
• Molecular Weight: 273.29
• Beilstein: 1536880

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Indanes
      • Subclass Indanones

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Indanes
• Subclass: Indanones
• Intermediate Tree Nodes: Not available
• Direct Parent: Indanediones
• Alternative Parents: Quinolines and derivatives Aryl alkyl ketones Beta-diketones Pyridines and derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indanedione - Quinoline - Aryl ketone - Aryl alkyl ketone - 1,3-diketone - Pyridine - 1,3-dicarbonyl compound - Heteroaromatic compound - Ketone - Organoheterocyclic compound - Azacycle - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indanediones. These are compounds containing an indane ring bearing two ketone groups.
• External Descriptors: quinolines - aromatic ketone - beta-diketone

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

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

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THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

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AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

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GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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NR1H2 Tchem LXR-beta (3841 Activities)

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HEK293 (82097 Activities)

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Lymphoblastoid cell (5959 Activities)

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HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)

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GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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POLH Tchem DNA polymerase eta (21678 Activities)

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SNCA Tchem Alpha-synuclein (10960 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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NPC1 Tchem Niemann-Pick C1 protein (18985 Activities)

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GMNN Tbio Geminin (128009 Activities)

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RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)

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MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

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microRNA 21 (64692 Activities)

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ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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Associated Targets(non-human)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

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Mapk1 MAP kinase ERK2 (650 Activities)

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Plasmodium falciparum (966862 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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PYK Pyruvate kinase (6726 Activities)

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Giardia (1682 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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pos-1 Cytoplasmic zinc-finger protein (1690 Activities)

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mex-5 Zinc finger protein mex-5 (1676 Activities)

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Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, chloroform (1 mg/ml), and ethyl acetate. Insoluble in water.
• Refractive Index: n20D1.70
• Boil Point(°C): ~514.5° C at 760 mmHg (Predicted)
• Melt Point(°C): 242-244° C
• Molecular Weight: 273.300 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 273.079 Da
• Monoisotopic Mass: 273.079 Da
• Topological Polar Surface Area: 47.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 422.000
• 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

1. Chen Liang, Jingjing Cui, Yongding Sun, Zhe Lu, Fukang Liu, Shiwei Feng, Guang Hu, Jin Cui, Biao Zhang.  (2023)  Digital light 3D printed fast- and controlled degradation of covalent hydrogel networks.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.148027]

2. Junhong Li, Danhua Zhu, Hui Huang, Shuqian Xie, Jingkun Xu, Ruirui Yue, Xuemin Duan.  (2023)  High-efficient electrochemical sensing platform based on MOF-doped Au/PEDOT composites toward simultaneous detection of catechin and sunset yellow in tea beverage.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2023.142732]

3. Yuanting Xu, Dandan Yuan, Jianxu Bao, Yi Xie, Min He, Zhengqiang Shi, Shengqiu Chen, Chao He, Weifeng Zhao, Changsheng Zhao.  (2018)  Nanofibrous membranes with surface migration of functional groups for ultrafast wastewater remediation.  Journal of Materials Chemistry A,  6  (27): (13359-13372).  [PMID:] [10.1039/C8TA04005B]

4. Ran Wei, Wanying Song, Fan Yang, Jukai Zhou, Man Zhang, Xiang Zhang, Weifeng Zhao, Changsheng Zhao.  (2018)  Bidirectionally pH-Responsive Zwitterionic Polymer Hydrogels with Switchable Selective Adsorption Capacities for Anionic and Cationic Dyes.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.8b01027]

5. Yunqiao Gao, Meiling Wang, Xiongbo Yang, Qian Sun, Jianwei Zhao.  (2014)  Rapid detection of quinoline yellow in soft drinks using polypyrrole/single-walled carbon nanotubes composites modified glass carbon electrode.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2014.10.011]

6. Jingjing Bai, Fukang Liu, Jingjing Cui, Yibo Hong, Mingzheng Hao, Bingxiao Liu, Yanyan Lv, Yan Zhai, Weijie Ren, Zhenxing Qin, Biao Zhang.  (2025)  Bioinspired 4D printing of multi-responsive and tough hydrogels with micelle-enhanced double networks.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.165745]

7. Chen Liang, Ang Chu, Zhe Lu, Shiwei Feng, Fukang Liu, Jingjing Cui, Yunlong Guo, Weizi Gao, Biao Zhang.  (2025)  Self-Degradation of Digital Light 3D Printed Covalent Cross-Linked Hydrogel at Ambient Temperature.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c02690]