7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

• ChemBase ID: 72915
• Molecular Formular: C15H16O9
• Molecular Mass: 340.28214
• Monoisotopic Mass: 340.07943209
• SMILES: c1(c(cc2c(c1)oc(=O)cc2)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3ccc(=O)oc3cc2O)[C@@H]([C@H]([C@@H]1O)O)O
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one
• IUPAC Traditional name: (-)-esculin
• Synonyms: Esculetin 6-β-D-glucoside; Polychrome solution; Esculin; Aesculin

Database IDs

• CAS Number: 531-75-9
• MDL Number: MFCD00006879
• Beilstein Number: 95387
• PubChem SID: 24887752; 162037835
• PubChem CID: 5281417
• CHEMBL: 482581
• Chemspider ID: 4444765
• Unique Ingredient Identifier: 1Y1L18LQAF
• Wikipedia Title: Aesculin

CALCULATED PROPERTIES

• Acid pKa: 8.116544
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.0928804
• LogD (pH = 7.4): -1.1675371
• Log P: -1.0918391
• Molar Refractivity: 77.6548 cm^3
• Polarizability: 30.738152 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 15 °C; 59 °F
• Density: 0.791 g/mL at 20 °C

Safety Information

• Storage Condition: -20°C
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-20/21/22-34-68/20/21/22
• Safety Statements: 16-26-36/37/39-45
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H314-H371
• GHS Precautionary statements: P210-P260-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2

Pharmacology Properties

• Gene Information: rat ... Maoa(29253), Maob(25750)

Product Information

• Grade: for microscopy
• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2258

Research Area: Inflammation
Biological Activity:
Aesculin(Esculin) is a glucoside found in horse chestnuts. It is incorporated into agar with ferric citrate and bile salts (bile aesculin agar). 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. [1] 

Sigma Aldrich - 81320

General description
alcoholic solution of Bismarck Brown Y, Eosin A alcohol soluble, Erioglancine A, Phosphotungstic acid and Lithium carbonate
Other Notes
Alcoholic dye solution for the staining according to Papanicolaou1

REFERENCES

• http://en.wikipedia.org/wiki/Aesculin