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

assay

≥95% (LC/MS-ELSD)

form

solid

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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Related Categories

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

Certificate of Analysis

Certificate of Origin

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
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
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.
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)
Yitzchak Gutterman et al.
Journal of natural medicines, 62(4), 430-435 (2008-05-13)
Aloe arborescens plants, originating from the deserts of South Africa, are grown in the Introduction Garden at Sede Boker in the Negev Desert of Israel. In previous studies, we developed agro-technical methods to raise the content of secondary phenol metabolites

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