7-Hydroxycoumarin-4-acetic Acid - ≥97% , CAS No.6950-82-9

CAS: 6950-82-9 Cat. No.: H133558 Molecular Weight: 220.18 Beilstein Registry Number: 204777 EC Number: 626-152-3

GRADE & PURITY ≥97%

Synonyms

7-Hydroxycoumarinyl-4-acetic acid | EN300-186397 | NSC 65625 | DTXSID50943938 | VELNACRINE [MI] | NSC642907 | NSC-642907 | 2H-1-Benzopyran-4-acetic acid, 7-hydroxy-2-oxo- | 7-Hydroxycoumarinyl-4-acetic acid, 97% | EINECS 204-249-8 | Umbelliferone-4-acetic

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Usually used in the synthesis of novel and specific enzyme substrates for Maroteaux-Lamy (MPS VI) and Morquio A (MPS IVA) diseases, and also employed as ionic liquid matrice for MALDI-TOF MS of proteins, peptides and carbohydrates.

Specifications

Synonyms

7-Hydroxycoumarinyl-4-acetic acid | EN300-186397 | NSC 65625 | DTXSID50943938 | VELNACRINE [MI] | NSC642907 | NSC-642907 | 2H-1-Benzopyran-4-acetic acid, 7-hydroxy-2-oxo- | 7-Hydroxycoumarinyl-4-acetic acid, 97% | EINECS 204-249-8 | Umbelliferone-4-acetic

Specifications & Purity

≥97%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488195376
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195376
• Canonical Smiles: C1=CC2=C(C=C1O)OC(=O)C=C2CC(=O)O
• IUPAC Name: 2-(7-hydroxy-2-oxochromen-4-yl)acetic acid
• InChIKey: BNHPMQBVNXMPDU-UHFFFAOYSA-N
• INCHI: 1S/C11H8O5/c12-7-1-2-8-6(3-10(13)14)4-11(15)16-9(8)5-7/h1-2,4-5,12H,3H2,(H,13,14)
• Isomeric SMILES: C1=CC2=C(C=C1O)OC(=O)C=C2CC(=O)O
• WGK Germany: 3
• Molecular Weight: 220.18
• Beilstein: 204777
• Reaxy-Rn: 204777
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=204777&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: 7-hydroxycoumarins
• Alternative Parents: 1-benzopyrans Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 7-hydroxycoumarin - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
• 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)

AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

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LCK Tclin Tyrosine-protein kinase LCK (9212 Activities)

Discover Target: LCK

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SORD Tchem Sorbitol dehydrogenase (133 Activities)

Discover Target: SORD

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FYN Tclin Tyrosine-protein kinase FYN (5308 Activities)

Discover Target: FYN

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HT-29 (80576 Activities)

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HepG2 (196354 Activities)

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IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

Discover Target: IDO1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Grb2 Growth factor receptor-bound protein 2 (49 Activities)

Discover Target: Grb2

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Mus musculus (284745 Activities)

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B16-F10 (4610 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Melt Point(°C): 190 °C(dec.)
• Molecular Weight: 220.180 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 220.037 Da
• Monoisotopic Mass: 220.037 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 346.000
• 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. Na Wen, Chunmei Gao, Shaoyu Lü, Xiubin Xu, Xiao Bai, Can Wu, Piao Ning, Shaofei Zhang, Mingzhu Liu.  (2017)  Novel amphiphilic glucose-responsive modified starch micelles for insulin delivery.  RSC Advances,  7  (73): (45978-45986).  [PMID:] [10.1039/C7RA08291F]