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Merck
CN

50292

Aloin

analytical standard

Synonym(s):

1,8-Dihydroxy-10-(β-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone, 10-β-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone, Aloin A, Barbaloin

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About This Item

Empirical Formula (Hill Notation):
C21H22O9
CAS Number:
1415-73-2
Molecular Weight:
418.39
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329757585
EC Number:
215-808-0
Beilstein/REAXYS Number:
6077558
MDL number:
MFCD00151160

Key Documents

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InChI

1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14+,17-,19+,20-,21+/m1/s1

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)[C@H]2c3cccc(O)c3C(=O)c4c(O)cc(CO)cc24

InChI key

AFHJQYHRLPMKHU-OSYMLPPYSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤10.0% water (Karl Fischer)

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Purgative activity in rats requires activation by Eubacterium sp. strain BAR or similar intestinal anaerobe, presumably by conversion to aloe-emodin anthrone.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH9044
BCCH4742
BCCH2892
BCCG9033
BCCG2617

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Q M Che et al.
Chemical & pharmaceutical bulletin, 39(3), 757-760 (1991-03-01)
Eubacterium sp. strain BAR, isolated from human feces, transformed barbaloin to aloe-emodin anthrone in a basal medium lacking carbohydrate. Barbaloin remarkably stimulated the growth of strain BAR in the basal medium, the stimulative extent of the growth depending on the
M Yamamoto et al.
Journal - Association of Official Analytical Chemists, 68(3), 493-494 (1985-05-01)
A simple and rapid liquid chromatographic method is described for the determination of barbaloin (aloin, 10-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthraceno ne) in foods. Barbaloin is extracted with water from foods containing aloe and the extract is cleaned up on a disposable cartridge by using
Metabolism of barbaloin by intestinal bacteria.
M Hattori et al.
Chemical & pharmaceutical bulletin, 36(11), 4462-4466 (1988-11-01)
Jin-dong Chen et al.
Se pu = Chinese journal of chromatography, 20(4), 367-368 (2003-01-25)
Barbaloin in aloe capsule was quantitatively determined by high performance liquid chromatography with ODS column, a mixture of CH3OH-H2O (50:50, volume ratio) as mobile phase and UV detection at 298 nm. There was a good linear relationship within the range
Y Ishii et al.
Biological & pharmaceutical bulletin, 17(5), 651-653 (1994-05-01)
Aloe-emodin-9-anthrone(AE-anthrone), produced from barbaloin in the rat large intestine, caused not only an increase in the intestinal water content but also stimulated mucus secretion. This might play an important role in the occurrence of diarrhea. It was demonstrated that the
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