B6906

Aloin

from Aloe barbadensis Miller leaves, ≥97%

• 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
• 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: 12352201
• PubChem Substance ID: 24891938
• NACRES: NA.25

Properties

• biological source: Aloe barbadensis Miller leaves
• Assay: ≥97%
• form: powder
• solubility: methanol: 100 mg/mL, clear to very slightly hazy, light yellow to yellow
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• 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

Description

Application

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.

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.

Safety Information

• Pictograms: 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