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Esculin hydrate - 98%, high purity , CAS No.531-75-9
Antioxidant. Plant coumarin glucoside.
Basic Description
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.
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.
Product Description
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.
Taxonomic Classification
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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
488195236
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488195236
IUPAC Name
7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
INCHI
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
InChIKey
XHCADAYNFIFUHF-TVKJYDDYSA-N
Smiles
C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O
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=
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
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
Citations of This Product
1.
Yin Lu, Yuan Zhang, Kan Zhang.
(2022)
Renewable biomass resources to access halogen- and phosphorus-free flame retardant thermosets with ultra-low heat release capacity.
CHEMICAL ENGINEERING JOURNAL,
448
(137670).
2.
Lizhen Chen, Jie Wu, Feng Yan, Huangxian Ju.
(2021)
A facile strategy for quantitative sensing of glycans on cell surface using organic electrochemical transistors.
BIOSENSORS & BIOELECTRONICS,
175
(112878).
3.
Yuanyang Dong, Qihang Hou, Meng Sun, Jingjing Sun, Bingkun Zhang.
(2020)
Targeted Isolation of Antioxidant Constituents from Plantago asiatica L. and In Vitro Activity Assay.
MOLECULES,
25
(8):
(1825).
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