Coumarin 153 - ≥98%(HPLC) , CAS No.53518-18-6

CAS: 53518-18-6 Cat. No.: C154039 Peso molecular: 309.29

GRADE & PURITY ≥98%(HPLC)

Synonyms

2,3,6,7-Tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1] | C 6F | CHEBI:51773 | BBL027979 | Coumarin 540a | Pilot 495 | BDBM50875 | HMS2304H16 | SR-01000389313-1 | VS-08637 | EINECS 258-600-5 | STK386370 | 1H,5H,11H-(1)Benzopyrano(6,7,8-ij)quinolizin-11-one,

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

2, 3, 6, 7-Tetrahydro-9-(trifluoromethyl)-1H, 5H, 11H-[1] | C 6F | CHEBI:51773 | BBL027979 | Coumarin 540a | Pilot 495 | BDBM50875 | HMS2304H16 | SR-01000389313-1 | VS-08637 | EINECS 258-600-5 | STK386370 | 1H, 5H, 11H-(1)Benzopyrano(6, 7, 8-ij)quinolizin-11-one,

Especificaciones y pureza

≥98%(HPLC)

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥98%(HPLC)

Nombres e identificadores

• Pubchem Sid: 504754658
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754658
• Sonrisas canónicas: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC(=O)C=C3C(F)(F)F
• IUPAC Name: 6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),5,8-tetraen-4-one
• InChIKey: VSSSHNJONFTXHS-UHFFFAOYSA-N
• INCHI: 1S/C16H14F3NO2/c17-16(18,19)12-8-13(21)22-15-10-4-2-6-20-5-1-3-9(14(10)20)7-11(12)15/h7-8H,1-6H2
• Isómeros SMILES: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC(=O)C=C3C(F)(F)F
• Peso molecular: 309.29
• Reaxy-Rn: 3624201
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3624201&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Coumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: 1-benzopyrans Hydroquinolines Dialkylarylamines Pyranones and derivatives Aralkylamines Benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Azacyclic compounds Organofluorides Hydrocarbon derivatives Organooxygen compounds Organopnictogen compounds Alkyl fluorides Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Benzopyran - Tetrahydroquinoline - 1-benzopyran - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Pyranone - Aralkylamine - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Tertiary amine - Oxacycle - Azacycle - Organoheterocyclic compound - Alkyl halide - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl fluoride - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
• External Descriptors: 7-aminocoumarins

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)

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

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HepG2 (196354 Activities)

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

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HTT Tchem Huntingtin (19182 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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TSG101 Tbio Tumor susceptibility gene 101 protein (2874 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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USP2 Tbio Ubiquitin carboxyl-terminal hydrolase 2 (8818 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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GPR35 Tchem G-protein coupled receptor 35 (2643 Activities)

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EYA2 Tbio Eyes absent homolog 2 (5884 Activities)

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GMNN Tbio Geminin (128009 Activities)

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KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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APOBEC3F Tbio DNA dC->dU-editing enzyme APOBEC-3F (14861 Activities)

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

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RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)

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KEAP1 Tclin Kelch-like ECH-associated protein 1 (1736 Activities)

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

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RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

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CGA Tbio Glycoprotein hormones alpha chain (29278 Activities)

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NFE2L2 Tchem Keap1/Nrf2 (1722 Activities)

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Objetivos asociados (no humanos)

blaZ Beta-lactamase (285 Activities)

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

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bla(tem-2) Beta Lactamase (819 Activities)

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FTL Ferritin light chain (43324 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: light sensitive
• Punto de fusión (°C): 166℃
• Peso molecular: 309.280 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 309.098 Da
• Monoisotopic Mass: 309.098 Da
• Topological Polar Surface Area: 29.500 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 516.000
• 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. Xiuzhu Huo, Xia Wang, Ran Yang, Zhaohui Li, Yuanqiang Sun, Lingbo Qu, Huajin Zeng.  (2020)  A novel fluorescent probe for highly selective and sensitive detection of hypobromous acid in arthritis model mice.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.128125]

2. Tingting Lei, Yating Xu, Siyi Tan, Jiafu Xiao, Shaojing Zhao, Minhuan Lan.  (2025)  Smartphone-Integrated Ratiometric Fluorescent Sensing Platform Based on Carbon Dots for One-Step Detection of Glyphosate.  LUMINESCENCE,  40  (11): (e70328).  [PMID:41158083] [10.1002/bio.70328]