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B6906

Sigma-Aldrich

Aloin

from Aloe barbadensis Miller leaves, ≥97%

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C21H22O9
Numero CAS:
1415-73-2
Peso molecolare:
418.39
Beilstein:
6077558
Numero CE:
215-808-0
Numero MDL:
MFCD00151160
Codice UNSPSC:
12352201
ID PubChem:
24891938
NACRES:
NA.25

Origine biologica

Aloe barbadensis Miller leaves

Livello qualitativo

200

Saggio

≥97%

Stato

powder

Solubilità

methanol: 100 mg/mL, clear to very slightly hazy, light yellow to yellow

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

2-8°C

Stringa SMILE

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
AFHJQYHRLPMKHU-OSYMLPPYSA-N

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Applicazioni

Aloin, a natural mixed diastereomer (A/B) anthracycline from aloe plant, may be studied as a chemopreventive factor and antineoplastic agent. Aloin inhibits angiogenesis, enhances melanogenesis and regulates transglutaminase activity. Aloin may be used to assess its activity as a selective phosphodiesterase inhibitor. Aloin A is used as a stabilizer in the preparation of gold and silver nanoparticles.

Azioni biochim/fisiol

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302

Consigli di prudenza

P301 + P312 + P330

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000373630
0000373630
0000331728
0000331727
0000340194

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Vinpocetine

Claudio Tabolacci et al.
Life sciences, 87(9-10), 316-324 (2010-07-14)
Aloe-emodin (AE), a natural hydroxyanthraquinone compound, has been reported as a potential anticancer agent. We studied the antineoplastic properties of AE on highly metastatic B16-F10 melanoma murine cells. Cell proliferation was assessed by cell counting and viability was investigated using
Mahmoud A Elsohly et al.
Journal of AOAC International, 90(1), 28-42 (2007-03-22)
Methods using liquid chromatography/mass spectrometry (LC/MS) and LC with diode array detection (DAD) in the UV range (LC/UV) were developed for the determination of low levels of the anthraquinones aloe-emodin and aloin-A (barbaloin) in aloe-based products. The methods were used
Angelo Gismondi et al.
Amino acids, 38(1), 257-262 (2009-02-13)
The aim of this study was to collect evidences on the role of transglutaminase (TG, E.C.2.3.2.13) in the antineoplastic properties exerted by nimesulide (NMS), a non-steroidal anti-inflammatory drug, on murine B16-F10 melanoma cells. Treatment of melanoma cells with nimesulide produces
Aloin enhances cisplatin antineoplastic activity in B16-F10 melanoma cells by transglutaminase-induced differentiation.
Tabolacci C, Rossi S, Lentini A, et al.
Amino Acids, doi: 10-doi: 10 (2011)
Zeljka Krpetić et al.
Langmuir : the ACS journal of surfaces and colloids, 25(13), 7217-7221 (2009-06-10)
A novel use of two components of Cape aloe, aloin A and aloesin, acting as stabilizers in the preparation of gold and silver nanoparticles, is reported. Stable water-soluble particles of different size and shape are prepared by varying the reaction
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