Esculin hydrate - ≥98% , CAS No.531-75-9

CAS: 531-75-9 Cat. No.: E107333 Formula: C₁₅H₁₆O₉·xH₂O Molecular Weight: 340.28(anhydrous) Beilstein Registry Number: 18(3/4)1326 EC Number: 208-517-5

GRADE & PURITY ≥98%

Synonyms

2H-1-Benzopyran-2-one, 6-(beta-D-glucopyranosyloxy)-7-hydroxy- | AKOS015895151 | SR-01000633930-1 | Z1494829512 | aesculin | CAS-531-75-9 | 7-hydroxy-2-oxo-2H-chromen-6-yl beta-D-glucopyranoside | C09264 | DTXCID5025318 | 7-hydroxy-6-(((2S,3R,4S,5S,6R)-3,

Storage

Room temperature

Shipped In

Normal

Overview

Product Introduction

Esculin hydrate has vasoprotective and venotonic properties.

Application

Esculin hydrate has been used as a component of sporulation-inducing esculin agar. It has also been used for esculin uptake assay.

Specifications

Synonyms

2H-1-Benzopyran-2-one, 6-(beta-D-glucopyranosyloxy)-7-hydroxy- | AKOS015895151 | SR-01000633930-1 | Z1494829512 | aesculin | CAS-531-75-9 | 7-hydroxy-2-oxo-2H-chromen-6-yl beta-D-glucopyranoside | C09264 | DTXCID5025318 | 7-hydroxy-6-(((2S,3R,4S,5S,6R)-3,

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Antioxidant and plant coumarin glucoside. Exerts SOD-mimetic effects and reduces superoxide radicals generation. Inhibitory effects of chemically induced oxidative DNA damage and carcinogenesis in vivo.

Storage

Room temperature

Shipped In

Normal

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

Pubchem Sid

488195236

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488195236

Canonical Smiles

C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O

IUPAC Name

7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

InChIKey

XHCADAYNFIFUHF-TVKJYDDYSA-N

INCHI

1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1

Isomeric SMILES

C1=CC(=O)OC2=CC(=C(C=C21)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

RTECS

DJ3085000

Molecular Weight

340.28(anhydrous)

Beilstein

18(3/4)1326

Reaxy-Rn

1297608

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1297608&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Coumarin glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarin glycosides
• Alternative Parents: Phenolic glycosides 7-hydroxycoumarins Hexoses O-glycosyl compounds 1-benzopyrans Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Oxanes Heteroaromatic compounds Lactones Secondary alcohols Oxacyclic compounds Acetals Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin o-glycoside - Coumarin-6-o-glycoside - Phenolic glycoside - 7-hydroxycoumarin - Hydroxycoumarin - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Benzopyran - 1-benzopyran - Pyranone - 1-hydroxy-2-unsubstituted benzenoid - Pyran - Monosaccharide - Oxane - Benzenoid - Heteroaromatic compound - Secondary alcohol - Lactone - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Primary alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.
• 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)

MAOA Tclin Monoamine oxidase A (11911 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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MIF Tchem Macrophage migration inhibitory factor (979 Activities)

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GLA Tclin Alpha-galactosidase A (5444 Activities)

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GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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CASP1 Tchem Caspase-1 (6235 Activities)

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CASP7 Tchem Caspase-7 (3146 Activities)

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Homo sapiens (32628 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 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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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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TAS2R16 Tchem Taste receptor type 2 member 16 (102 Activities)

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dsDNA (365 Activities)

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quadruplex DNA (2700 Activities)

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Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

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Cruzipain (33337 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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pol Human immunodeficiency virus type 1 integrase (9041 Activities)

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RAW264.7 (28094 Activities)

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C6 (2371 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Impa1 Inositol monophosphatase 1 (16203 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -79 ° (C=2.4, 50% Dioxane)
• Melt Point(°C): 203-205°C
• Molecular Weight: 340.280 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 340.079 Da
• Monoisotopic Mass: 340.079 Da
• Topological Polar Surface Area: 146.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 495.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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