| Identification | Back Directory | [Name]
ar-turmerone | [CAS]
532-65-0 | [Synonyms]
(S)-ar-Turmerone (S)-(+)-Turmerone TURMERONE, AR-(SH) TURMERONE, AR-(SG) Turmerone, (S)-ar- (+)-(S)-ar-Turmerone TurMerone, froM turMeric 2-Methyl-6-p-tolylhept-2-en-4-one [S,(+)]-2-Methyl-6-p-tolyl-2-hepten-4-one (S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one (6S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (6S)- | [Molecular Formula]
C15H20O | [MDL Number]
MFCD09265332 | [MOL File]
532-65-0.mol | [Molecular Weight]
216.32 |
| Chemical Properties | Back Directory | [alpha ]
D20 +82.21° (Rupe, Gassman); D22 +59.9° (c = 4.5 in hexane) (Sato) | [Boiling point ]
326℃ | [density ]
0.945 | [Fp ]
122℃ | [storage temp. ]
2-8°C | [solubility ]
Ethanol: Miscible | [form ]
neat | [color ]
Colorless to light yellow | [InChI]
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 | [InChIKey]
NAAJVHHFAXWBOK-ZDUSSCGKSA-N | [SMILES]
C/C(/C)=C\C(=O)C[C@@H](C1=CC=C(C)C=C1)C | [LogP]
3.749 (est) |
| Hazard Information | Back Directory | [Uses]
(+)-ar-Turmerone-d3 is the isotope labelled analog of (+)-ar-Turmerone. (+)-ar-Turmerone is an anti-tumor and immune activating agent, which maintains a cytotoxic effect in cancer cells. Antimicrobial agent. | [Definition]
ChEBI: A sesquiterpenoid that is 2-methylhept-2-en-4-one substituted by a 4-methylphenyl group at position 6. It has been isolated from Peltophorum dasyrachis. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 38, p. 2909, 1973 DOI: 10.1021/jo00956a039 Synthetic Communications, 11, p. 579, 1981 DOI: 10.1080/00397918108063627 Tetrahedron Letters, 20, p. 1519, 1979 DOI: 10.1016/S0040-4039(01)86195-5 | [in vivo]
ar-Turmerone (100 mg/kg; p.o.; daily for 14 days) protects hippocampal and cortical neurons by downregulating the neuroinflammatory response, thereby alleviating spatial memory impairment in mice[5].
| Animal Model: | Repeated intraperitoneal injections of Lipopolysaccharides (LPS) (HY-D1056) in C57BL/6 mice. [5] | | Dosage: | 100 mg/kg | | Administration: | Oral gavage (p.o.); daily for 14 days | | Result: | Mitigated the impairment of spatial learning and reference memory in mice.
Reversed the effect of LPS induced TNF-α and IL-1βin hippocampal and cortex.
The number of normal neurons and morphological characteristics were partially restored.
Increased neuronal survival in both the hippocampus and cortex.
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J & K SCIENTIFIC LTD.
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https://www.jkchemical.com |
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Sigma-Aldrich
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