エスクリン
- 関
- esculoside
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/08/20 11:41:16」(JST)
[Wiki en表示]
Not to be confused with aescin, a saponin also found in horse chestnut.
Aesculin
|
Names |
IUPAC name
7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy- 6-(hydroxymethyl)-2-tetrahydropyranyl]oxy}-2-chromenone
|
Other names
Esculetin 6-β-D-glucoside
|
Identifiers |
CAS Registry Number
|
531-75-9 Y |
ChEMBL |
ChEMBL482581 Y |
ChemSpider |
4444765 Y |
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 Y
Key: XHCADAYNFIFUHF-TVKJYDDYSA-N Y
-
InChI=1/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
Key: XHCADAYNFIFUHF-TVKJYDDYBL
|
Jmol-3D images |
Image |
PubChem |
5281417 |
SMILES
-
O=C/3Oc2c(cc(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)c(O)c2)\C=C\3
|
UNII |
1Y1L18LQAF Y |
Properties |
Chemical formula
|
C15H16O9 |
Molar mass |
340.282 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Y verify (what is: Y/N?) |
Infobox references |
|
|
Aesculin, also rendered Æsculin or Esculin, is a coumarin glucoside that naturally occurs in the horse chestnut (Aesculus hippocastanum),[1] California Buckeye (Aesculus californica),[2] Prickly Box (Bursaria spinosa) and in daphnin (the dark green resin of Daphne mezereum). It is also found in dandelion coffee.
Contents
- 1 Medical uses
- 2 Aesculin hydrolysis test
- 3 Line notes
- 4 References
Medical uses
Aesculin is used in a microbiology laboratory to aid in the identification of bacterial species (especially Enterococci and Listeria). In fact, all strains of Group D Streptococci hydrolyze æsculin in 40% bile.
Aesculin hydrolysis test
Aesculin is incorporated into agar with ferric citrate and bile salts (bile aesculin agar).[3] Hydrolysis of the aesculin forms aesculetin (6,7-dihydroxycoumarin) and glucose. The aesculetin forms dark brown or black complexes with ferric citrate, allowing the test to be read.
The bile aesculin agar is streaked and incubated at 37 °C for 24 hours. The presence of a dark brown or black halo indicates that the test is positive. A positive test can occur with Enterococcus, Aerococcus and Leuconostoc. Aesculin will fluoresce under long wave ultraviolet light (360 nm): hydrolysis of aesculin results in loss of this fluorescence.
Enterococcus will often flag positive within four hours of the agar being inoculated.
UV visible spectrum of esculin with a maximum of absorbance at 346 nm
Line notes
- ^ Plant poisons: Aesculin]
- ^ C. Michael Hogan, 2008
- ^ National Standard Methods (UK)
References
- Plant poisons: Aesculin
- National Standard Methods MSOP 48 (Bile aesculin agar) and BSOPTP 2 (Aesculin hydrolysis test (UK)).
- C. Michael Hogan (2008) California Buckeye: Aesculus californica, GlobalTwitcher.com, N. Stromberg ed.
Glycosides
|
|
Bond |
- O-glycosidic bond
- N-glycosidic bond
- S-glycosidic bond
- C-glycosidic bond
|
|
Geometry |
- α-Glycoside
- β-Glycoside
- 1,4-Glycoside
- 1,6-Glycoside
|
|
Glycone |
- Fructoside
- Galactoside
- Glucoside
- Glucuronide
- Rhamnoside
- Riboside
|
|
Aglycone |
- Alcoholic glycoside
- Cardiac glycoside
- Bufadienolide
- Cardenolide
- Cyanogenic glycoside
- Glycosylamine
- Phenolic glycoside
- Anthraquinone glycoside
- Coumarin glycoside
- Flavonoid glycoside
- Saponin
- Steviol glycoside
- Thioglycoside
|
|
Index of biochemical families
|
|
Carbohydrates |
- Alcohols
- Glycoproteins
- Glycosides
|
|
Lipids |
- Eicosanoids
- Fatty acids
- Glycerides
- Phospholipids
- Sphingolipids
- Steroids
|
|
Nucleic acids |
|
|
Proteins |
|
|
Other |
|
|
|
Types of coumarins
|
|
Aglycones |
- Aesculetin
- Ferujol
- Umbelliferone
O-Methylated
|
- Fraxetin
- Herniarin (7-O-Methylumbelliferone)
- Osthol
- Scopoletin (6-Methoxyumbelliferone)
|
|
|
glycosides |
- Aesculin (Esculetin 6-O-glucoside)
- Fraxin (Fraxetin glucoside)
- Skimmin (Umbelliferone 7-O-glucoside)
- Scopolin
- Umbelliferone 7-apiosylglucoside
|
|
derivatives |
Furanocoumarins
|
Aglycones
|
- Angelicin
- Marmesin
- Psoralen
- Vaginol
- Xanthotoxol (8-Hydroxypsoralen)
O-Methylated
|
- Bergapten (5-methoxypsoralen)
- Isopimpinellin (5,8-Dimethoxypsoralene)
- Methoxsalen (8-Methoxypsoralen)
- Trioxsalen (2,5,9-Trimethylpsoralen)
|
|
|
Furanocoumarin glycosides
|
- Apterin (vaginol glucoside)
|
|
Meroterpene furanocoumarin ether
|
- Auraptene
- Bergamottin
- Imperatorin
|
|
|
|
Oligomers |
|
|
Synthetic |
- Acenocoumarol
- Coumatetralyl
- Ensaculin
- Ethyl biscoumacetate
- 4-Hydroxycoumarins
- Hymecromone
- Phenprocoumon
- Warfarin
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Phenotypes of Escherichia coli isolated from urine: Differences between extended-spectrum β-lactamase producers and sensitive strains.
- Šišková P1, Černohorská L1, Mahelová M1, Turková K2, Woznicová V3.
- Journal of microbiology, immunology, and infection = Wei mian yu gan ran za zhi.J Microbiol Immunol Infect.2015 Jun;48(3):329-34. doi: 10.1016/j.jmii.2014.04.010. Epub 2014 May 24.
- BACKGROUND: Escherichia coli is a frequent causative agent of urinary tract infections, and increasing resistance of E. coli to antimicrobials presents a growing challenge.METHODS: Here we compare phenotypes of extended-spectrum β-lactamase (ESBL) producers (n = 220) with a control group of sensi
- PMID 24865414
- Pseudoclavibacter otitis media in a 3-year-old boy with pulmonary and spinal tuberculosis.
- Ayuthaya SI1, Leelaporn A, Kiratisin P, Oberdorfer P.
- Medicine.Medicine (Baltimore).2015 May;94(17):e709. doi: 10.1097/MD.0000000000000709.
- Pseudoclavibacter has rarely been documented as an etiologic agent of infection in humans. We presented the first case report of Pseudoclavibacter otitis media in a boy with pulmonary and spinal tuberculosis.A 3-year-old boy was referred to our hospital due to prolonged fever and progressive paraple
- PMID 25929901
- Description of a novel marine bacterium, Vibrio hyugaensis sp. nov., based on genomic and phenotypic characterization.
- Urbanczyk Y1, Ogura Y2, Hayashi T2, Urbanczyk H3.
- Systematic and applied microbiology.Syst Appl Microbiol.2015 Apr 24. pii: S0723-2020(15)00066-1. doi: 10.1016/j.syapm.2015.04.001. [Epub ahead of print]
- Three luminous bacteria strains have been isolated from seawater samples collected in the coastal regions of the Miyazaki prefecture in Japan. Analysis of the 16S rRNA gene sequences identified the three strains as members of the genus Vibrio (Vibrionaceae, Gammaproteobacteria), closely related to b
- PMID 25952324
Japanese Journal
- 第36回家畜診療等技術全国研究集会・入賞論文 全国農業共済協会長賞 高体細胞農場に対するバルク乳細菌検査を用いた搾乳改善指導の取り組み
- Inhibitory Effects of Coumarins from the Stem Barks of Fraxinus rhynchophylla on Adipocyte Differentiation in 3T3-L1 Cells
- Shin Eunjin,Choi Kyeong-Mi,Yoo Hwan-Soo,Lee Chong-Kil,Hwang Bang Yeon,Lee Mi Kyeong
- Biological & Pharmaceutical Bulletin 33(9), 1610-1614, 2010
- … Activity-guided fractionation led to the isolation of six coumarins such as esculetin (1), scopoletin (2), fraxetin (3), fraxidin (4) esculin (5) and fraxin (6). …
- NAID 130000322365
Related Links
- Aesculin, also rendered Æsculin or Esculin, is a coumarin glucoside that naturally occurs in the horse chestnut (Aesculus hippocastanum), California Buckeye (Aesculus californica), Prickly Box (Bursaria spinosa) and in daphnin ( the dark ...
- Bile Esculin Agar (BEA) is a selective differential agar used to isolate and identify members of the genus Enterococcus, also known as "group D streptococci". Contents. 1 Composition and process; 2 Uses; 3 References; 4 External links ...
Related Pictures
★リンクテーブル★
[★]
- 英
- esculin
- 関
- エスクロシド
[★]
エスクロシド
- 関
- esculin