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A0451

Sigma-Aldrich

Aloin

from Curacao aloe, ~50%

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
Beilstein:
6077558
EC Number:
215-808-0
MDL number:
MFCD00151160
UNSPSC Code:
41116107
PubChem Substance ID:
24890427
NACRES:
NA.79

biological source

Curacao aloe

form

powder

concentration

~50%

color

yellow to brown

mp

418.39  °C ((785.10 °F ))

solubility

pyridine: 50 mg/mL, clear, dark red to very dark red and red purple

storage temp.

room temp

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

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

InChI key

AFHJQYHRLPMKHU-OSYMLPPYSA-N

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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.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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K Shimpo et al.
Phytotherapy research : PTR, 15(8), 705-711 (2001-12-18)
We examined the modifying effect of whole-leaf Aloe arborescens Miller var. natalensis Berger (designated as 'ALOE') on azoxymethane (AOM)-induced aberrant crypt foci (ACF), putative preneoplastic lesions, in the rat colorectum. Male F344 rats (4 weeks old) were fed the basal
[Studies of aloe. II. Mechanism of cathartic effect].
Y Ishii et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 108(9), 904-910 (1988-09-01)
Hong-Xing Wang et al.
Ying yong sheng tai xue bao = The journal of applied ecology, 21(1), 260-264 (2010-04-15)
By using transmission electron microscopy and high performance liquid chromatography, this paper studied the effects of enhanced UV-B radiation on the leaf anthraquinones content and cell ultrastructure of Aloe vera L. After treated with enhanced UV-B radiation 6 hours per
Jianniao Tian et al.
Chemical & pharmaceutical bulletin, 51(5), 579-582 (2003-05-09)
The fluorescence quenching reactions of barbaloin with bovine serum albumin (BSA) in pH 7.20 Tris-HCl buffer solution were studied. The quenching mechanism of BSA by barbaloin was interpreted using the Stern-Volmer (S-V) mechanism. The binding constant K values were 2.78
M Hattori et al.
Pharmacology, 47 Suppl 1, 125-133 (1993-10-01)
A strictly anaerobic bacterium, Bifidobacterium sp. SEN, capable of hydrolyzing the O-glucosyl of sennosides was isolated from human feces. The bacterium stepwisely hydrolyzed sennoside B to sennidin B through sennidin-8-monoglucoside in PYF medium but not in GAM broth. Addition of
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