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Key Documents

SMB00190

Sigma-Aldrich

Aloenin

≥95% (LC/MS-ELSD)

Synonym(s):

6-[2-(β-D-Glucopyranosyloxy)-4-hydroxy-6-methylphenyl]-4-methoxy-2H-pyran-2-one, Aloearbonaside

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About This Item

Empirical Formula (Hill Notation):
C19H22O10
CAS Number:
Molecular Weight:
410.37
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

COC1=CC(=O)OC(=C1)c2c(C)cc(O)cc2O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O

InChI

1S/C19H22O10/c1-8-3-9(21)4-11(15(8)12-5-10(26-2)6-14(22)27-12)28-19-18(25)17(24)16(23)13(7-20)29-19/h3-6,13,16-21,23-25H,7H2,1-2H3/t13-,16-,17+,18-,19-/m1/s1

InChI key

KFJNVVJUICKJEQ-LQDZTQBFSA-N

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General description

Natural product derived from plant source.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Gas chromatographic and mass spectral determination of aloenin in skin-care cosmetics.
H Nakamura et al.
Journal of chromatography, 509(2), 377-382 (1990-06-22)
M Yokohira et al.
Journal of food science, 74(2), T24-T30 (2009-03-28)
A 2-y carcinogenicity study of Aloe, Aloe arborescens Miller var. natalensis Berger, a food additive, was conducted for assessment of toxicity and carcinogenic potential in the diet at doses of 4% or 0.8% in groups of male and female Wistar
T Hirata et al.
Experientia, 37(12), 1252-1253 (1981-12-15)
Aloenin has been established to be 4-methoxy-6-(2-beta-D-glucopyranosyloxy-4-hydroxy-6-methylphenyl)-2-pyrone; it shows an inhibitory activity for gastric juice secretion. Rats metabolized it to 4-methoxy-6-(2,4-dihydroxy-6-methylphenyl)-2-pyrone, 2,5-dimethyl-7-hydroxychromone and glucose, which were excreted in the feces and the urine. The distribution of the radioactivity originating from
Guang-Zhu Jin et al.
Cancer letters, 218(1), 15-20 (2005-01-11)
The cytotoxic effects on HCT 116, Hep G2 and HCT 116/VCR 100-1-1 cell lines of synthetic 4'-O-alkylaloenins (2-17), 4'-O-benzylaloenin (18) and 4'-O-allylaloenin (19) were examined by MTT assay, and compared with that of aloenin (1) isolated from Aloe arborescens Mill.
Hidehiko Beppu et al.
Journal of ethnopharmacology, 103(3), 468-477 (2006-01-13)
We carried out three experimental trials to determine antidiabetic effects of Aloe arborescens Miller components. Firstly, ICR mice which received frequent injections of streptozotocin (Sz) in small doses (low-dose Sz-induced diabetes mice) were fed ad libitum with basal diets supplemented

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