42258
(S)-ar-Turmerone
analytical standard
Synonym(s):
(S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one
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About This Item
Empirical Formula (Hill Notation):
C15H20O
CAS Number:
Molecular Weight:
216.32
UNSPSC Code:
85151701
PubChem Substance ID:
MDL number:
InChI
1S/C15H20O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13H,10H2,1-4H3/t13-/m0/s1
SMILES string
C[C@@H](CC(=O)\C=C(\C)C)c1ccc(C)cc1
InChI key
NAAJVHHFAXWBOK-ZDUSSCGKSA-N
grade
analytical standard
assay
≥90.0% (GC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
application(s)
food and beverages
format
neat
storage temp.
2-8°C
General description
(S)-ar-Turmerone is the major constituent of turmeric oil derived from turmeric, which can find pharmaceutical applications due to its antibacterial, anti-carcinogenic, insect-repellent, anti-oxidant and anti-fungal properties.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Sun Young Park et al.
International immunopharmacology, 14(1), 13-20 (2012-06-26)
Amyloid β (Aβ) induces the production of neuroinflammatory molecules, which may contribute to the pathogenesis of numerous neurodegenerative diseases. Therefore, suppression of neuroinflammatory molecules could be developed as a therapeutic method. Aromatic (ar)-turmerone, turmeric oil isolated from Curcuma longa, has
Mai Fujiwara et al.
Journal of natural products, 74(1), 86-89 (2010-12-30)
Biotransformation studies conducted on (+)-(S)-ar-turmerone (1) and (+)-(S)-dihydro-ar-turmerone (2) by the fungus Aspergillus niger have revealed that 1 was metabolized to give four oxidized metabolites, (+)-(7S)-hydroxydehydro-ar-todomatuic acid (3), (+)-(7S,10E)-12-hydroxydehydro-ar-todomatuic acid (4), (+)-(7S,10E)-7,12-dihydroxydehydro-ar-todomatuic acid (5), and (+)-(7S)-15-carboxy-9,13-epoxy-7-hydroxy-9,13-dehydro-ar-curcumene (6), and (+)-(S)-dihydro-ar-turmerone (2)
Mingjie Ji et al.
International journal of molecular medicine, 14(2), 253-256 (2004-07-16)
This study investigated the cytotoxic effect of ar-turmerone isolated from turmeric (Curcuma longa L) on the K562, L1210, U937 and RBL-2H3 cell lines by the MTT assay. Ar-turmerone exhibited potent cytotoxicity on these cancer cell lines. The IC50 values of
Shao-Bin Cheng et al.
Journal of agricultural and food chemistry, 60(38), 9620-9630 (2012-09-06)
The mechanisms underlying the antiproliferative and antitumor activities of aromatic turmerone (ar-turmerone), a volatile turmeric oil isolated from Curcuma longa Linn., have been largely unknown. In this study, 86% pure ar-turmerone was extracted by supercritical carbon dioxide and liquid-solid chromatography
C H Hong et al.
Archives of pharmacal research, 24(5), 424-426 (2001-11-06)
In the course of searching for biologically active sesquiterpenoids from Curcuma genus, two sesquiterpenoids were isolated from the rhizome of Curcuma zedoaria (Zingiberaceae). Their structures were identified as ar-turmerone (1) and beta-turmerone (2). The structure elucidation of compounds 1 and
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