4-Methylesculetin - Moligand™,≥98%(HPLC) , CAS No.529-84-0

CAS: 529-84-0 Cat. No.: M158652 Molecular Weight: 192.17 Beilstein Registry Number: 18104 EC Number: 208-470-0

GRADE & PURITY Moligand™, ≥98%(HPLC)

Synonyms

Z57109126 | 4-Methylesculetol | Pipecolic acid, L- | SPBio_000554 | alpha-Liponsaeure | BSPBio_002064 | SR-01000389898-1 | KBio2_001509 | SCHEMBL409482 | 6,7-Dihydroxy-4-methyl-2H-1-benzopyran-2-one | 6,7-DIHYDROXY-4-METHYLCOUMARIN | M0766 | 4-methy1-6,7-

Storage

Room temperature

Shipped In

Normal

Overview

4-Methylesculetin is a coumarin derivative, with potent anti-oxidant and anti-inflammatory activities. 4-Methylesculetin inhibits myeloperoxidase activity. 4-Methylesculetin protects bone resorption by reducing the elevated levels of bone-joint exoglycosidases, cathepsin-D and tartrate resistant acid phosphatases. 4-Methylesculetin ameliorats the upregulated non-enzymatic inflammatory markers like TNF-α, IL-1β, IL-6, COX-2 and PGE2, which is promising for research of inflammatory diseases.

Specifications

Synonyms

Z57109126 | 4-Methylesculetol | Pipecolic acid, L- | SPBio_000554 | alpha-Liponsaeure | BSPBio_002064 | SR-01000389898-1 | KBio2_001509 | SCHEMBL409482 | 6, 7-Dihydroxy-4-methyl-2H-1-benzopyran-2-one | 6, 7-DIHYDROXY-4-METHYLCOUMARIN | M0766 | 4-methy1-6, 7-

Specifications & Purity

Moligand™, ≥98%(HPLC)

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488195339
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195339
• Canonical Smiles: CC1=CC(=O)OC2=CC(=C(C=C12)O)O
• IUPAC Name: 6,7-dihydroxy-4-methylchromen-2-one
• InChIKey: KVOJTUXGYQVLAJ-UHFFFAOYSA-N
• INCHI: 1S/C10H8O4/c1-5-2-10(13)14-9-4-8(12)7(11)3-6(5)9/h2-4,11-12H,1H3
• Isomeric SMILES: CC1=CC(=O)OC2=CC(=C(C=C12)O)O
• RTECS: GN6384500
• Molecular Weight: 192.17
• Beilstein: 18104
• Reaxy-Rn: 162550
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=162550&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives
      • Subclass Hydroxycoumarins

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Hydroxycoumarins
• Intermediate Tree Nodes: Not available
• Direct Parent: 6,7-dihydroxycoumarins
• Alternative Parents: 7-hydroxycoumarins 1-benzopyrans Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6,7-dihydroxycoumarin - 7-hydroxycoumarin - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively.
• 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

Associated Targets(Human)

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

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

Discover Target: THRB

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)

Discover Target: MTOR

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SORD Tchem Sorbitol dehydrogenase (133 Activities)

Discover Target: SORD

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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U-937 (7138 Activities)

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MCL1 Tchem Induced myeloid leukemia cell differentiation protein Mcl-1 (3820 Activities)

Discover Target: MCL1

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

Discover Target: HPGD

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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Associated Targets(non-human)

Cruzipain (33337 Activities)

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rmlD dTDP-4-dehydrorhamnose reductase (49 Activities)

Discover Target: rmlD

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Dimethylformamide
• Melt Point(°C): 275°C
• Molecular Weight: 192.170 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 192.042 Da
• Monoisotopic Mass: 192.042 Da
• Topological Polar Surface Area: 66.800 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 284.000
• 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