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Cyclocurcumin

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Catalog No. TN3741Cas No. 153127-42-5

Cyclocurcumin is a minor curcuminoid derived from the rhizome of Curcuma longa that differs structurally from curcumin despite sharing the same molecular formula (C21H20O6), Cyclocurcumin features an α,β-unsaturated dihydropyranone moiety that drives trans–cis photoisomerization instead of the diketone/keto–enol tautomerism characteristic of curcumin. Cyclocurcumin demonstrates potent biochemical activities, including selective inhibition of human aromatase (CYP19A1) with an IC50 of 4.43 μM—approximately fivefold stronger than curcumin—making it valuable for studying estrogen-related pathways, and uniquely stimulates melanogenesis and melanin export in both melanocyte and melanoma models, positioning it as a promising research tool for investigating hypopigmentary skin disorders.

Cyclocurcumin

Cyclocurcumin

😃Good
Purity: 99.62%
Catalog No. TN3741Cas No. 153127-42-5
Cyclocurcumin is a minor curcuminoid derived from the rhizome of Curcuma longa that differs structurally from curcumin despite sharing the same molecular formula (C21H20O6), Cyclocurcumin features an α,β-unsaturated dihydropyranone moiety that drives trans–cis photoisomerization instead of the diketone/keto–enol tautomerism characteristic of curcumin. Cyclocurcumin demonstrates potent biochemical activities, including selective inhibition of human aromatase (CYP19A1) with an IC50 of 4.43 μM—approximately fivefold stronger than curcumin—making it valuable for studying estrogen-related pathways, and uniquely stimulates melanogenesis and melanin export in both melanocyte and melanoma models, positioning it as a promising research tool for investigating hypopigmentary skin disorders.
Pack SizePriceUSA WarehouseGlobal WarehouseQuantity
1 mg$118-In Stock
5 mg$288-In Stock
10 mg$427-In Stock
25 mg$693-In Stock
50 mg$987-In Stock
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In Stock Estimated shipping dateUSA Warehouse[1-2 days] Global Warehouse[5-7 days]
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Purity:99.62%
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Product Introduction

Bioactivity
Description
Cyclocurcumin is a minor curcuminoid derived from the rhizome of Curcuma longa that differs structurally from curcumin despite sharing the same molecular formula (C21H20O6), Cyclocurcumin features an α,β-unsaturated dihydropyranone moiety that drives trans–cis photoisomerization instead of the diketone/keto–enol tautomerism characteristic of curcumin. Cyclocurcumin demonstrates potent biochemical activities, including selective inhibition of human aromatase (CYP19A1) with an IC50 of 4.43 μM—approximately fivefold stronger than curcumin—making it valuable for studying estrogen-related pathways, and uniquely stimulates melanogenesis and melanin export in both melanocyte and melanoma models, positioning it as a promising research tool for investigating hypopigmentary skin disorders.
In vitro
Cyclocurcumin (10-40 μM, 18 hours) significantly inhibited LPS-stimulated TNF-α release in Homo sapiens macrophages in a dose-dependent manner [1].
Cyclocurcumin (5-25 μM) concentration-dependently antagonized phenylephrine-induced vasoconstriction in freshly isolated rat aortic rings, with a half-maximal inhibitory concentration (IC50) of 14.9±1.0 μM [2].
Cyclocurcumin (5-25 μM, 30 minutes) dose-dependently inhibited intracellular calcium influx [2].
Chemical Properties
Molecular Weight368.38
FormulaC21H20O6
Cas No.153127-42-5
SmilesC(=C/C1=CC(OC)=C(O)C=C1)\C=2OC(CC(=O)C2)C3=CC(OC)=C(O)C=C3
Relative Density.1.352 g/cm3 (Predicted)
ColorYellow
AppearanceSolid
Storage & Solubility Information
Storagekeep away from direct sunlight | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
Solubility Information
DMSO: 80 mg/mL (217.17 mM), Sonication is recommended.
Solution Preparation Table
DMSO
1mg5mg10mg50mg
1 mM2.7146 mL13.5729 mL27.1459 mL135.7294 mL
5 mM0.5429 mL2.7146 mL5.4292 mL27.1459 mL
10 mM0.2715 mL1.3573 mL2.7146 mL13.5729 mL
20 mM0.1357 mL0.6786 mL1.3573 mL6.7865 mL
50 mM0.0543 mL0.2715 mL0.5429 mL2.7146 mL
100 mM0.0271 mL0.1357 mL0.2715 mL1.3573 mL

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