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E8250

Sigma-Aldrich

Esculin hydrate

≥98%

Synonym(s):

(-)-Esculin, 6,7-Dihydroxycoumarin 6-glucoside, Esculetin 6-β-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C15H16O9 · xH2O
CAS Number:
531-75-9
Molecular Weight:
340.28 (anhydrous basis)
EC Number:
208-517-5
MDL number:
MFCD00149492
UNSPSC Code:
12352201
PubChem Substance ID:
24894668
NACRES:
NA.25

Quality Level

200

Assay

≥98%

SMILES string

O.OC[C@H]1O[C@@H](Oc2cc3C=CC(=O)Oc3cc2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C15H16O9.H2O/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;1H2/t10-,12-,13+,14-,15-;/m1./s1

InChI key

CQYPGSKIFJFVDQ-QWFKVUSTSA-N

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General description

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.

Biochem/physiol Actions

Esculin is a coumarin glycoside that demonstrates antioxidant activitites and protection against chemically-induced carcinogenesis. Esculin is utilized in microbiology for the isolation and identification of Enterococcus (group D streptococci).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Clinician's Handbook of Natural Medicine (2015)
Hee-Jung Choi et al.
International immunopharmacology, 14(3), 267-274 (2012-08-04)
Expression of matrix metalloproteinase 9 (MMP-9) may contribute to inflammatory conditions such as arthritis, hepatitis, atherosclerosis, and pulmonary fibrosis, which involves the destruction of the extracellular matrix (ECM). Macrophages stimulated with lipopolysaccharide (LPS) express MMP-9 through the nuclear factor-kappa B
Ghada Ben Rhouma et al.
Food chemistry, 135(3), 1700-1707 (2012-09-08)
Rutin and esculin have been polymerised by laccase. Five fractions with M(w)¯ between 2127.42 and 8331.85g/mol for oligorutins, and between 688.12 and 6973g/mol for oligoesculins, were obtained. Fourier transformed infrared analysis showed that oligorutins were formed through C-C, C-O and
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