Curcumin

Category	Influenza Virus
CAS	458-37-7
Description	Curcumin is the principal curcuminoid of the popular Indian spice turmeric, which is a member of the ginger family (Zingiberaceae). Curcumin is a natural phenolic antioxidant extracted from the rhizome of turmeric, curcuma, mustard, curry, turmeric and so on. It is a rare pigment with diketone in the plant kingdom. It is a commonly used seasoning and food coloring and is non-toxic. It has the pharmacological effects of making the uterus produce paroxysmal contractions, reducing blood cholesterol, anti-gallbladder, anti-infection, antiviral, antibacterial, antioxidant (stronger than α-tocopherol), anticoagulation, lowering blood lipids and anti-atherosclerosis.

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Product Information

Synonyms	(1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione; (E,E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione; Natural Yellow 3; Curcuma; Curcumin I; Curcumine; Diferuloylmethane; Haidr; Halad; Haldar; Ukon; Turmeric Yellow; NSC32982
IUPAC Name	(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
Molecular Weight	368.38
Molecular Formula	C21H20O6
Canonical SMILES	COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC(=C(C=C2)O)OC)O
InChI	InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
InChIKey	VFLDPWHFBUODDF-FCXRPNKRSA-N
Boiling Point	591.4±50.0°C at 760 mmHg
Melting Point	>180°C (dec.)
Flash Point	208.9°C
Purity	>95%
Density	1.3±0.1 g/cm3
Solubility	Soluble in Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
Appearance	Orange powder
Application	Ingredient of health care products.
Storage	Store at 2-8°C
Animal Admin	Curcumin (10 mg/kg), freshly suspended in saline, is administrated by oral gavage once a day for 3 weeks. Forty rats are randomLy assigned to 4 groups (n=10/each group): group I receives saline and serves as control, group II receives curcumin, group III is exposed to CMS andreceive saline and group IV are subjected to CMS andreceive curcumin.
Complexity	507
Exact Mass	368.12598835
Index Of Refraction	1.672
In Vitro	Curcumin induces the expression of forkhead box protein O1 (FOXO1) through activation of extracellular signal-regulated kinase 1/2 signaling. Curcumin inhibits cell proliferation, which was associated with upregulation of the cyclin-dependent kinase inhibitors, p27 and p21, and downregulation of cyclin D1. Curcumin induces endoplasmic reticulum (ER) stress and mitochondrial dysfunction as evidenced by up-regulation of CCAAT/enhancer binding protein homologous protein (CHOP), phosphorylation of JNK and down-regulation of SERCA2ATPase, release of cytochrome c, decrease of Bcl-2 and reduction of mitochondrial membrane potential in both AGS and HT-29 cells.
In Vivo	Curcumin (10 mg/kg, p.o.) significantly prevents decrease in the percentage of sucrose consumption, as compared to the CMS-exposed rats. Curcumin treatment results in significant prevention of increase in TNF-α and IL-6 levels in stressed rats. Curcumin decreases binding of p300/CREB-binding protein (CBP) at the brain-derived neurotrophic factor (BDNF) promoter at 20 mg/kg (i.p.), reduces binding of P300/CBP at the BDNF promoter at 40 mg/kg, and decreases binding all the four proteins of p300/CBP and H3K9ac/H4K5ac at the BDNF promoter at 60 mg/kg in chronic constriction injury (CCI) rats.
PSA	96.22
Target	Histone Acetyltransferase; Epigenetic Reader Domain; Keap1-Nrf2; Autophagy;
Vapor Pressure	6.43E-15mmHg at 25°C
XLogP3-AA	3.2