(+)-(S)-ar-Turmerone
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Identifiers
CAS number
532-65-0Molecular formula
C15H20OSMILES
CC1=CC=C(C=C1)[C@@H](C)CC(=O)C=C(C)C
Safety labels
Irritant
EnvironmentalRetention indicies (RI)
- DB5: 1664.5
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Odor profile
Floral 76.22% Fruity 59.94% Sweet 56.56% Rose 49.43% Woody 47.05% Green 46.75% Herbal 44.47% Honey 34.11% Dry 32.55% Berry 32.18% Scent© AI
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Properties
XLogP3-AA
4.0Molecular weight
216.32 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
291°CFlash point est.
125.22 ˚C -
Synonyms
- ar-Turmerone
- 532-65-0
- (+)-(S)-ar-turmerone
- (+)-ar-Turmerone
- (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
- CHEBI:70159
- 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (6S)-
- CHEMBL1668333
- 1944T899NO
- 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (S)-
- MFCD09031381
- Turmerone, AR-
- ar-(+)-Turmerone
- UNII-1944T899NO
- (+)-Turmerone
- ar-Turmerone (Standard)
- AR-TURMERONE [MI]
- SCHEMBL376916
- (6S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one
- HY-N6703R
- DTXSID60201258
- HY-N6703
- BDBM50335905
- MSK001598
- (S)-ar-Turmerone, analytical standard
- AKOS015965498
- AC-20332
- BT162701
- DA-61230
- CS-0069722
- (S)-2-Methyl-6-(p-tolyl)hept-2-en-4-one
- E80186
- Q27138500
- 664-010-2
- ar-Turmerone(+)-ar-Turmerone; (6S)-2-methyl-6-(4-methylphenyl)hept-2-en-4-one; (S)-ar-Turmerone
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Applications
(+)-(S)-ar-Turmerone (CAS 532-65-0) is a key sesquiterpene ketone from turmeric (Curcuma longa) essential oil applied broadly in: drug discovery and pharmacology as a scaffold exhibiting anti-inflammatory activity (e.g., dampening NF-κB/COX-2 signaling), antioxidant, antimicrobial/antifungal, neuroactive effects (promoting neural stem cell proliferation/differentiation and neuroprotection, supporting research avenues in brain injury and neurodegeneration), and in vitro anticancer activity; bio‑agriculture as a natural repellent, larvicide, and insecticide (e.g., against mosquitoes and crop pests); cosmetics and fragrances as a warm-woody aroma component that can support soothing/antioxidant formulations; foods and beverages (where permitted) as a turmeric-derived natural flavor; analytical chemistry as a reference standard for GC/MS or LC identification/quantification, authenticity testing, chemical fingerprinting, and quality control of turmeric oils; formulation science as a lipophilic model active for nanoemulsions, cyclodextrin inclusion, and liposomes to improve solubility and bioavailability; and, specifically, the (+)-(S) enantiomer enables studies of stereoselectivity, enantio‑pharmacokinetics, and configuration‑dependent receptor interactions.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 1184.49 methanol 1045.66 isopropanol 959.22 water 0.44 ethyl acetate 1193.08 n-propanol 920.18 acetone 1322.82 n-butanol 982.1 acetonitrile 1321.09 DMF 1088.29 toluene 673.63 isobutanol 712.8 1,4-dioxane 2398.85 methyl acetate 865.37 THF 2291.63 2-butanone 1020.57 n-pentanol 644.47 sec-butanol 754.44 n-hexane 346.13 ethylene glycol 66.59 NMP 788.93 cyclohexane 411.31 DMSO 586.4 n-butyl acetate 970.23 n-octanol 313.78 chloroform 2648.68 n-propyl acetate 603.07 acetic acid 551.77 dichloromethane 1916.35 cyclohexanone 1539.17 propylene glycol 191.2 isopropyl acetate 668.62 DMAc 811.19 2-ethoxyethanol 522.62 isopentanol 797.26 n-heptane 173.46 ethyl formate 552.59 1,2-dichloroethane 1282.27 n-hexanol 1009.77 2-methoxyethanol 882.79 isobutyl acetate 409.35 tetrachloromethane 284.04 n-pentyl acetate 405.29 transcutol 2080.19 n-heptanol 311.89 ethylbenzene 376.71 MIBK 568.4 2-propoxyethanol 1030.77 tert-butanol 1023.81 MTBE 1146.06 2-butoxyethanol 453.57 propionic acid 458.9 o-xylene 345.91 formic acid 102.73 diethyl ether 1604.19 m-xylene 445.28 p-xylene 460.85 chlorobenzene 734.59 dimethyl carbonate 269.31 n-octane 60.21 formamide 174.84 cyclopentanone 1261.32 2-pentanone 991.98 anisole 611.63 cyclopentyl methyl ether 1073.71 gamma-butyrolactone 1107.05 1-methoxy-2-propanol 748.62 pyridine 1266.98 3-pentanone 689.73 furfural 857.21 n-dodecane 40.94 diethylene glycol 430.87 diisopropyl ether 410.34 tert-amyl alcohol 712.31 acetylacetone 781.18 n-hexadecane 48.87 acetophenone 465.02 methyl propionate 685.88 isopentyl acetate 767.82 trichloroethylene 2060.4 n-nonanol 272.12 cyclohexanol 854.66 benzyl alcohol 444.41 2-ethylhexanol 490.83 isooctanol 253.02 dipropyl ether 765.03 1,2-dichlorobenzene 583.42 ethyl lactate 220.6 propylene carbonate 728.01 n-methylformamide 415.59 2-pentanol 699.66 n-pentane 212.24 1-propoxy-2-propanol 772.61 1-methoxy-2-propyl acetate 692.57 2-(2-methoxypropoxy) propanol 437.37 mesitylene 268.85 ε-caprolactone 1059.52 p-cymene 208.94 epichlorohydrin 1479.9 1,1,1-trichloroethane 1231.82 2-aminoethanol 242.35 morpholine-4-carbaldehyde 1031.08 sulfolane 834.3 2,2,4-trimethylpentane 79.01 2-methyltetrahydrofuran 1637.03 n-hexyl acetate 633.56 isooctane 68.96 2-(2-butoxyethoxy)ethanol 646.84 sec-butyl acetate 424.09 tert-butyl acetate 629.0 decalin 149.91 glycerin 181.53 diglyme 1151.29 acrylic acid 294.57 isopropyl myristate 248.69 n-butyric acid 906.98 acetyl acetate 545.43 di(2-ethylhexyl) phthalate 204.37 ethyl propionate 494.2 nitromethane 812.09 1,2-diethoxyethane 942.32 benzonitrile 619.11 trioctyl phosphate 148.2 1-bromopropane 966.22 gamma-valerolactone 1498.77 n-decanol 200.87 triethyl phosphate 213.65 4-methyl-2-pentanol 349.36 propionitrile 862.85 vinylene carbonate 643.47 1,1,2-trichlorotrifluoroethane 669.04 DMS 423.62 cumene 246.99 2-octanol 228.59 2-hexanone 691.45 octyl acetate 309.29 limonene 332.94 1,2-dimethoxyethane 1216.6 ethyl orthosilicate 219.28 tributyl phosphate 204.1 diacetone alcohol 560.9 N,N-dimethylaniline 378.96 acrylonitrile 708.7 aniline 682.08 1,3-propanediol 431.92 bromobenzene 755.36 dibromomethane 1395.41 1,1,2,2-tetrachloroethane 1736.87 2-methyl-cyclohexyl acetate 409.76 tetrabutyl urea 239.0 diisobutyl methanol 244.12 2-phenylethanol 528.89 styrene 435.5 dioctyl adipate 324.32 dimethyl sulfate 277.79 ethyl butyrate 585.06 methyl lactate 224.66 butyl lactate 291.09 diethyl carbonate 356.14 propanediol butyl ether 375.97 triethyl orthoformate 370.1 p-tert-butyltoluene 197.28 methyl 4-tert-butylbenzoate 360.01 morpholine 2426.11 tert-butylamine 748.54 n-dodecanol 156.63 dimethoxymethane 906.47 ethylene carbonate 616.95 cyrene 336.98 2-ethoxyethyl acetate 546.42 2-ethylhexyl acetate 583.36 1,2,4-trichlorobenzene 626.53 4-methylpyridine 1254.15 dibutyl ether 568.2 2,6-dimethyl-4-heptanol 244.12 DEF 844.43 dimethyl isosorbide 697.24 tetrachloroethylene 975.96 eugenol 339.33 triacetin 454.05 span 80 403.75 1,4-butanediol 166.39 1,1-dichloroethane 1424.08 2-methyl-1-pentanol 551.82 methyl formate 330.58 2-methyl-1-butanol 707.58 n-decane 78.55 butyronitrile 1114.97 3,7-dimethyl-1-octanol 334.41 1-chlorooctane 283.69 1-chlorotetradecane 104.82 n-nonane 84.44 undecane 54.59 tert-butylcyclohexane 140.75 cyclooctane 121.14 cyclopentanol 625.45 tetrahydropyran 2366.4 tert-amyl methyl ether 653.44 2,5,8-trioxanonane 703.41 1-hexene 888.96 2-isopropoxyethanol 402.5 2,2,2-trifluoroethanol 143.92 methyl butyrate 673.36 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
|
Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Turmeric 1 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 12.0% |
| Turmeric (India) 1 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 23.6% |
| Curcuma xanthorrhiza (Indonesia) | Curcuma xanthorrhiza Roxb., fam. Zingiberaceae | 0.6% | |
| Turmeric (Indonesia) | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 24.7% |
| Turmeric 2 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 27.5% |
| Curcuma aromatica (Indonesia) | Curcuma aromatica Salisb., fam. Zingiberaceae | 0.01% | |
| Pelargonium reniforme | Pelargonium reniforme Curt., fam. Geraniaceae | 0.3% | |
| Curcuma aromatica (India) 2a leaf | Curcuma aromatica Salisb., fam. Zingiberaceae | 13.2% | |
| Curcuma xanthorrhiza (Malaysia) | Curcuma xanthorrhiza Roxb., fam. Zingiberaceae | 0.8% | |
| Turmeric (Malaysia) | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 1.3% |
| Turmeric (Vietnam) 1 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 10.0% |
| Turmeric (China) 1a rhizome | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 18.38% |
| Turmeric (China) 1b tuber | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 14.44% |
| Turmeric (India) 2 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 18.38% |
| Turmeric (China) 2 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 24.7% |
| Turmeric (China) 3 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 6.38% |
| Turmeric (Bhutan) 1a rhizome | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 16.7% |
| Turmeric (Bhutan) 1b leaf | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 0.1% |
| Turmeric 3 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 8.85% |
| Turmeric (India) 4 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 62.0% |
| Turmeric 4 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 42.0% |
| Turmeric (India) 5a rhizome | 8024-37-1 | Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae | 7.0% |
| Turmeric (India) 5b leaf | 8024-37-1 | Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae | 0.5% |
| Turmeric (India) 6 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 0.3% |
| Kohlrabi, green (seed) | Brassica oleraceae var. gongylodes, fam. Brassicaceae (Cruciferae) | 0.1% | |
| Turmeric (Reunion Island) 1a rhizome | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 7.7% |