Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H16O9 |
| Molecular Weight | 340.2821 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](OC2=CC3=C(OC(=O)C=C3)C=C2O)[C@H](O)[C@@H](O)[C@@H]1O
InChI
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
DescriptionCurator's Comment: description was created based on several sources, including
http://jp.indena.com/pdf/jp/esculoside.pdf
https://www.ncbi.nlm.nih.gov/pubmed/27746168
https://www.google.ru/url?sa=t&rct=j&q=&esrc=s&source=web&cd=17&ved=0ahUKEwjpoea13YDQAhXCXiwKHZuaDcw4ChAWCEIwBg&url=http%3A%2F%2Fijpt.iums.ac.ir%2Findex.php%2Fijpt%2Farticle%2Fdownload%2F1132%2F546&usg=AFQjCNGF-hA7_Te9Mt8D4MUFEwJJscZRaQ
http://www.funakoshi.co.jp/data/datasheet/CHF/CFN99114.pdf
Curator's Comment: description was created based on several sources, including
http://jp.indena.com/pdf/jp/esculoside.pdf
https://www.ncbi.nlm.nih.gov/pubmed/27746168
https://www.google.ru/url?sa=t&rct=j&q=&esrc=s&source=web&cd=17&ved=0ahUKEwjpoea13YDQAhXCXiwKHZuaDcw4ChAWCEIwBg&url=http%3A%2F%2Fijpt.iums.ac.ir%2Findex.php%2Fijpt%2Farticle%2Fdownload%2F1132%2F546&usg=AFQjCNGF-hA7_Te9Mt8D4MUFEwJJscZRaQ
http://www.funakoshi.co.jp/data/datasheet/CHF/CFN99114.pdf
Esculin (Esculoside), a coumarin compound derived from the horse chestnut and the traditional Chinese herbs such as Cortex Fraxini, has long been used for treating inflammatory and vascular diseases. The main activities of Esculoside focus on capillary protection, as it improves capillary permeability and fragility. It is reported to inhibit catabolic enzymes such as hyaluronidase and collagenase, thus preserving the integrity of the perivascular connective tissue. Esculin has various biological activities including anti-oxidant activity, intestinal anti-inflammatory activity, anti-cancer activity and growth inhibition of human leukemia cells. Esculin inhibits lipid peroxidation and scavenges hydroxyl radicals in the rat liver and exerts anti-inflammatory activity in both carrageenan- and zymosan-induced paw edema in mice. Esculin has the gastroprotective effect in cold-restraint stress and pylorus ligation-induced ulcer models.
Esculin is used in a microbiology laboratory to aid in the identification of bacterial species
(especially Enterococci and Listeria).
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL3077 |
|||
Target ID: GO:0032635 |
|||
Target ID: GO:0032640 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Palliative | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Esculoside Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
Doses
| Dose | Population | Adverse events |
|---|---|---|
1 % single, topical Studied dose |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
Disc. AE: Contact dermatitis... AEs leading to discontinuation/dose reduction: Contact dermatitis Sources: |
65 mg single, intramuscular Studied dose Dose: 65 mg Route: intramuscular Route: single Dose: 65 mg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
Disc. AE: Drug-induced hepatitis... AEs leading to discontinuation/dose reduction: Drug-induced hepatitis Sources: |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Contact dermatitis | Disc. AE | 1 % single, topical Studied dose |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
| Drug-induced hepatitis | Disc. AE | 65 mg single, intramuscular Studied dose Dose: 65 mg Route: intramuscular Route: single Dose: 65 mg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Saccharofermentans acetigenes gen. nov., sp. nov., an anaerobic bacterium isolated from sludge treating brewery wastewater. | 2010-12 |
|
| Complete genome sequence of Nocardiopsis dassonvillei type strain (IMRU 509). | 2010-11-30 |
|
| Slackia piriformis sp. nov. and Collinsella tanakaei sp. nov., new members of the family Coriobacteriaceae, isolated from human faeces. | 2010-11 |
|
| Mechanisms involved in the gastroprotective activity of esculin on acute gastric lesions in mice. | 2010-10-06 |
|
| Salinimicrobium marinum sp. nov., a halophilic bacterium of the family Flavobacteriaceae, and emended descriptions of the genus Salinimicrobium and Salinimicrobium catena. | 2010-10 |
|
| High-level Aminoglycoside Resistance and Reduced Susceptibility to Vancomycin in Nosocomial Enterococci. | 2010-09 |
|
| Paenibacillus prosopidis sp. nov., isolated from the nodules of Prosopis farcta. | 2010-09 |
|
| Mucilaginibacter dorajii sp. nov., isolated from the rhizosphere of Platycodon grandiflorum. | 2010-08-01 |
|
| Vibrio casei sp. nov., isolated from the surfaces of two French red smear soft cheeses. | 2010-08 |
|
| Succinatimonas hippei gen. nov., sp. nov., isolated from human faeces. | 2010-08 |
|
| Complete genome sequence of Coraliomargarita akajimensis type strain (04OKA010-24). | 2010-06-15 |
|
| Serratia glossinae sp. nov., isolated from the midgut of the tsetse fly Glossina palpalis gambiensis. | 2010-06 |
|
| Complete genome sequence of Segniliparus rotundus type strain (CDC 1076). | 2010-03-30 |
|
| Sortase anchored proteins of Streptococcus uberis play major roles in the pathogenesis of bovine mastitis in dairy cattle. | 2010-03-16 |
|
| Reproductive performance, udder health, and antibiotic resistance in mastitis bacteria isolated from Norwegian Red cows in conventional and organic farming. | 2010-02-08 |
|
| Halomonas xinjiangensis sp. nov., a halotolerant bacterium isolated from a salt lake. | 2010-02 |
|
| Complete genome sequence of Gordonia bronchialis type strain (3410). | 2010-01-28 |
|
| Complete genome sequence of Alicyclobacillus acidocaldarius type strain (104-IA). | 2010-01-28 |
|
| Complete genome sequence of Pirellula staleyi type strain (ATCC 27377). | 2009-12-30 |
|
| Marinobacterium maritimum sp. nov., a marine bacterium isolated from Arctic sediment. | 2009-12 |
|
| Complete genome sequence of Halorhabdus utahensis type strain (AX-2). | 2009-11-22 |
|
| Pseudomonas brassicacearum subsp. neoaurantiaca subsp. nov., orange-pigmented bacteria isolated from soil and the rhizosphere of agricultural plants. | 2009-10 |
|
| Complete genome sequence of Eggerthella lenta type strain (IPP VPI 0255). | 2009-09-28 |
|
| Complete genome sequence of Capnocytophaga ochracea type strain (VPI 2845). | 2009-09-24 |
|
| Selenomonas bovis sp. nov., isolated from yak rumen contents. | 2009-08 |
|
| Pulsatilla decoction and its active ingredients inhibit secretion of NO, ET-1, TNF-alpha, and IL-1 alpha in LPS-induced rat intestinal microvascular endothelial cells. | 2009-07 |
|
| Winogradskyella echinorum sp. nov., a marine bacterium of the family Flavobacteriaceae isolated from the sea urchin Strongylocentrotus intermedius. | 2009-06 |
|
| Providencia sneebia sp. nov. and Providencia burhodogranariea sp. nov., isolated from wild Drosophila melanogaster. | 2009-05 |
|
| Biotransformation of aesculin by human gut bacteria and identification of its metabolites in rat urine. | 2009-03-28 |
|
| Detection and identification by PCR of Clostridium chauvoei in clinical isolates, bovine faeces and substrates from biogas plant. | 2009-03-03 |
|
| Kineosporia babensis sp. nov., isolated from plant litter in Vietnam. | 2009-03 |
|
| Emended description of Actinomyces naeslundii and descriptions of Actinomyces oris sp. nov. and Actinomyces johnsonii sp. nov., previously identified as Actinomyces naeslundii genospecies 1, 2 and WVA 963. | 2009-03 |
|
| The effect of lactic acid bacteria isolates on the urinary tract pathogens to infants in vitro. | 2009-01 |
|
| Chinese herbal medicinal ingredients inhibit secretion of IL-6, IL-8, E-selectin and TXB2 in LPS-induced rat intestinal microvascular endothelial cells. | 2009 |
|
| Dialister succinatiphilus sp. nov. and Barnesiella intestinihominis sp. nov., isolated from human faeces. | 2008-12 |
|
| Paenibacillus castaneae sp. nov., isolated from the phyllosphere of Castanea sativa Miller. | 2008-11 |
|
| Phylogenetic and metabolic bacterial diversity of Phragmites australis periphyton communities in two Hungarian soda ponds. | 2008-11 |
|
| A high-performance liquid chromatographic method for determination of scopolin in rat plasma: application to pharmacokinetic studies. | 2008-10 |
|
| Saccharibacillus sacchari gen. nov., sp. nov., isolated from sugar cane. | 2008-08 |
|
| Bacteroides propionicifaciens sp. nov., isolated from rice-straw residue in a methanogenic reactor treating waste from cattle farms. | 2008-02 |
|
| Fatal Streptococcus equi subsp. ruminatorum infection in a man. | 2007-12 |
|
| Dasania marina gen. nov., sp. nov., of the order Pseudomonadales, isolated from Arctic marine sediment. | 2007-12 |
|
| Lactobacillus hayakitensis sp. nov., isolated from intestines of healthy thoroughbreds. | 2007-12 |
|
| Determination of aesculin in rat plasma by high performance liquid chromatography method and its application to pharmacokinetics studies. | 2007-10-15 |
|
| Clinical mastitis in ewes; bacteriology, epidemiology and clinical features. | 2007-09-24 |
|
| Micelle-mediated extraction and cloud point preconcentration for the analysis of aesculin and aesculetin in Cortex fraxini by HPLC. | 2007-08-15 |
|
| [Study on the extracting and dried process of Qinxiangzhixie enteric-coated tablet]. | 2007-08 |
|
| Prevotella paludivivens sp. nov., a novel strictly anaerobic, Gram-negative, hemicellulose-decomposing bacterium isolated from plant residue and rice roots in irrigated rice-field soil. | 2007-08 |
|
| Pseudosphingobacterium domesticum gen. nov., sp. nov., isolated from home-made compost. | 2007-07 |
|
| Lactobacillus ghanensis sp. nov., a motile lactic acid bacterium isolated from Ghanaian cocoa fermentations. | 2007-07 |
Sample Use Guides
twice a day for 60 days with a 3% O/W emulsion
Route of Administration:
Transdermal
To investigate the effect of the compounds on endothelial hyperpermeability in vitro, confluent human microvascular endothelial cells (HMEC-1) were pre-incubated in a Transwell insert
with Esculin and the aglycone neoruscogenin (0.1 to 100 uM) for 30 min before the addition of thrombin (3 U/ml). Esculin (53.3%) reduced the thrombin induced permeability at 10 lM.
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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208-517-5
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1314351
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C83696
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4853
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100000091250
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C45678
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CONCEPT | Industrial Aid | ||
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5281417
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AESCULIN
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DTXSID7045318
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26665
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SUB26025
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531-75-9
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D004929
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DB13155
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1Y1L18LQAF
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m5023
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1Y1L18LQAF
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)
