7-Methoxycoumarin - ≥98% , CAS No.531-59-9

CAS: 531-59-9 Cat. No.: M158657 Molecular Weight: 176.17 Beilstein Registry Number: 141728 EC Number: 208-513-3

GRADE & PURITY ≥98%

Synonyms

7-Methoxy Coumarin | KBio2_003440 | Methyl umbelliferyl ether | BRD-K81209159-001-02-9 | HY-N1366 | Q3408685 | 7-METHOXYCOUMARIN (CONSTITUENT OF CHAMOMILE) [DSC] | S5163 | SY048641 | 7-Methyl ether derivative of Umbelliferone | BRN 0141728 | SCHEMBL61221

Storage

Room temperature

Shipped In

Normal

Overview

7-Methoxycoumarin is one of the main volatile odorant found in key lime essential oil and tarragon leaves.

Specifications

Synonyms

7-Methoxy Coumarin | KBio2_003440 | Methyl umbelliferyl ether | BRD-K81209159-001-02-9 | HY-N1366 | Q3408685 | 7-METHOXYCOUMARIN (CONSTITUENT OF CHAMOMILE) [DSC] | S5163 | SY048641 | 7-Methyl ether derivative of Umbelliferone | BRN 0141728 | SCHEMBL61221

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504751998
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751998
• Canonical Smiles: COC1=CC2=C(C=C1)C=CC(=O)O2
• IUPAC Name: 7-methoxychromen-2-one
• InChIKey: LIIALPBMIOVAHH-UHFFFAOYSA-N
• INCHI: 1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3
• Isomeric SMILES: COC1=CC2=C(C=C1)C=CC(=O)O2
• WGK Germany: 2
• RTECS: DJ3100380
• Molecular Weight: 176.17
• Beilstein: 141728
• Reaxy-Rn: 141728
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=141728&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: 1-benzopyrans Anisoles Pyranones and derivatives Alkyl aryl ethers Heteroaromatic compounds Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Benzopyran - 1-benzopyran - Anisole - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Ether - 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 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: coumarins

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)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

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CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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CA3 Tclin Carbonic anhydrase III (753 Activities)

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CA6 Tclin Carbonic anhydrase VI (993 Activities)

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CA1 Tclin Carbonic anhydrase I (13240 Activities)

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AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

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CA5B Tclin Carbonic anhydrase VB (957 Activities)

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CA5A Tclin Carbonic anhydrase VA (1168 Activities)

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CA14 Tclin Carbonic anhydrase XIV (1305 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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SORD Tchem Sorbitol dehydrogenase (133 Activities)

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CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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Raji (5516 Activities)

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

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POLK Tbio DNA polymerase kappa (8653 Activities)

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XPO1 Tclin Exportin-1 (375 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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

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

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

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

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Associated Targets(non-human)

Ca7 Carbonic anhydrase VII (3 Activities)

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Hsd11b1 11-beta-hydroxysteroid dehydrogenase 1 (202 Activities)

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Ca13 Carbonic anhydrase XIII (322 Activities)

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CA4 Carbonic anhydrase IV (1713 Activities)

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Hsd11b2 11-beta-hydroxysteroid dehydrogenase 2 (82 Activities)

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Artemia salina (1320 Activities)

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Salmonella typhimurium (15756 Activities)

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Entamoeba histolytica (2676 Activities)

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Fusarium oxysporum (3998 Activities)

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Botrytis cinerea (4183 Activities)

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RAW264.7 (28094 Activities)

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V79 (1637 Activities)

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Ca15 Carbonic anhydrase 15 (173 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Bursaphelenchus xylophilus (372 Activities)

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Colletotrichum fragariae (147 Activities)

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Colletotrichum gloeosporioides (560 Activities)

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Coptotermes formosanus (677 Activities)

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Oryzias latipes (115 Activities)

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Mbp Myelin basic protein (42 Activities)

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Colletotrichum acutatum (300 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Melt Point(°C): 118 °C
• Molecular Weight: 176.170 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.047 Da
• Monoisotopic Mass: 176.047 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 234.000
• 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. Meng Tao, Wenli Guo, Jin Liang, Zhengquan Liu.  (2024)  Unraveling the key cooked off-flavor compounds in thermally sterilized green tea beverages, and masking effect of tea raw material baking.  FOOD CHEMISTRY,      [PMID:39423534] [10.1016/j.foodchem.2024.141671]