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Curcumin

Curcumin Structure
CAS No.
458-37-7
Chemical Name:
Curcumin
Synonyms
TURMERIC EXTRACT;halad;haldar;curcuma;Diferuloylmethane;Curcumin, Natural Yellow 3, Diferuloylmethane;yo-kin;souchet;kurkumin;Crucumin
CBNumber:
CB4183426
Molecular Formula:
C21H20O6
Molecular Weight:
368.38
MOL File:
458-37-7.mol
MSDS File:
SDS
Modify Date:
2024/7/24 13:33:21

Curcumin Properties

Melting point 183 °C
Boiling point 418.73°C (rough estimate)
Density 0.93
vapor density 13 (vs air)
refractive index 1.4155-1.4175
Flash point 208.9±23.6 °C
storage temp. 2-8°C
solubility ethanol: 10 mg/mL
form powder
pka 8.09(at 25℃)
Colour Index 75300
color orange
Odor Odorless
PH Range Yellow (7.8) to red-brown (9.2)
Water Solubility Slightly soluble (hot)
λmax 430nm
Merck 14,2673
Solvent Ethanol
Concentration 1 mCi/ml
Specific Activity 5-15 Ci/mmol
BRN 2306965
Stability Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
Major Application Cosmetics, drug-eluting stents, inhibition of formation of skin-wrinkles, treating alzheimer’s disease, skin diseases, coronary restenosis, diabetes, obesity, leukemia, neurofibromas, cancer, antimicrobial, antiviral, antiinflammatory, antiprostate cancer
InChIKey VFLDPWHFBUODDF-FCXRPNKRSA-N
LogP 3.290 (est)
CAS DataBase Reference 458-37-7(CAS DataBase Reference)
EPA Substance Registry System Curcumin (458-37-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
RTECS  MI5230000
Hazard Note  Irritant
TSCA  Yes
HS Code  29145000
Toxicity LD50 Oral-Rat-12.200 mg/kg
NFPA 704
1
2 0

Curcumin price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C1386 Curcumin from Curcuma longa (Turmeric), powder 458-37-7 5G ₹2564.1 2022-06-14 Buy
Sigma-Aldrich(India) PHR2209 Curcumin Pharmaceutical Secondary Standard; Certified Reference Material 458-37-7 50MG ₹14851.8 2022-06-14 Buy
Sigma-Aldrich(India) C7727 Curcumin ≥94% (curcuminoid content), ≥80% (Curcumin) 458-37-7 500MG ₹18548.1 2022-06-14 Buy
Sigma-Aldrich(India) C1386 Curcumin from Curcuma longa (Turmeric), powder 458-37-7 10G ₹4406.7 2022-06-14 Buy
Sigma-Aldrich(India) C1386 Curcumin from Curcuma longa (Turmeric), powder 458-37-7 50G ₹14718.6 2022-06-14 Buy
Product number Packaging Price Buy
C1386 5G ₹2564.1 Buy
PHR2209 50MG ₹14851.8 Buy
C7727 500MG ₹18548.1 Buy
C1386 10G ₹4406.7 Buy
C1386 50G ₹14718.6 Buy

Curcumin Chemical Properties,Uses,Production

Description

The main source of curcumin is the root of Zingiberaceae Curcuma aromatica, rhizome of Curcuma longa (Jiang Huang), Curcuma zedoaria, and Acorus calamus. Among them, Jiang Huang contains about 3–6% curcumin. The traditional Chinese medicine, Jiang Huang, is the root tuber of perennial herbaceous plant Curcuma longa L. of family Zingiberaceae. It was firstly recorded in the “Tang materia medica” (Xin Xiu Ben Cao). It is pungent, bitter, and warm and enters the liver and spleen meridians. It activates the blood, moves qi, dredges meridians, and alleviates pain. In India and other Asian countries, Jiang Huang has more than 6000?years of application history. In Japan, Jiang Huang has a long history of health care, and the people of Okinawa Island regarded Jiang Huang as a holy tribute to the emperor. Jiang Huang mainly comes from Taiwan, Fujian, Guangdong, Guangxi, Yunnan, and Tibet of China and other regions in East Asia and Southeast Asia. It grows in warm and humid climate and sunny environment with abundant rainfall and fears cold frost, drought, and flood. At present, Chinese Pharmacopoeia only included Jiang Huang and Yu Jin which contains curcumin, while curcumin is not included.

Chemical Properties

orange crystalline powder

Physical properties

Appearance: orange-brown crystalline powder and tastes a little bitter. It will turn into reddish brown in alkaline solution and yellow in neutral and acidic solution. It has strong stability against the reducing agent. It has excellent pigmentation which is not easy to fade. It is sensitive to light, heat, and iron ion. When PH is greater than 8, curcumin turns from yellow to red, which can be used as a pH indicator.
Solubility: insoluble in water or diethyl ether and soluble in ethanol, propylene glycol, acetic acid, and alkali solution.
Melting point: about 183 °C.

Uses

Curcumin is the principal curcuminoid of the popular Indian spice turmeric, which is a member of the ginger family (Zingiberaceae). The curcuminoids are polyphenols and are responsible for the yellow color of turmeric. Curcumin can exist in at least two t

Definition

ChEBI: A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.

General Description

Orange-yellow needles.

Air & Water Reactions

Slightly soluble in hot water .

Reactivity Profile

Curcumin is sensitive to light and changes in pH. Curcumin may react with oxidizing materials.

Biological Activity

Antitumor, anti-inflammatory and antioxidant agent. Downregulates expression of reactive-oxygen-generating enzymes (cyclooxygenase, lipoxygenase, iNOS), TNF α , IL-1, IL-6, PKC, EGFR, NF- κ B, I κ B kinase and more. Upregulates expression of PPAR γ , p53, Nrf2. Also displays antimicrobial, antidiabetic neuro- and cardioprotective properties in vivo .

Mechanism of action

Curcumin, the active component of turmeric (Curcuma longa), has been regarded as an anti-inflammatory and antioxidant agent . Particularly, it can scavenge reactive oxygen species, such as hydroxyl radicals, superoxide anion radicals, and nitrogen dioxide radicals. Additionally, it serves as an anti-inflammatory by down-regulating the production of pro-inflammatory cytokines (e.g., IL-1 and TNF-α) and inhibiting the activation of specific transcription factors (e.g., NF-κB and AP-1). Curcumin also demonstrates antiproliferative properties. Specifically, it inhibits UV radiation-induced skin cancer in SKH-1 hairless mice and reduces UVB-induced matrix metalloproteinase-1/3 expression in human dermal fibroblasts via MAPK-p38/JNK pathway suppression.

Clinical Use

1. Cholagogic effect could promote bile formation and secretion.
2. Hypolipidemic effect could reduce the level of cholesterol in the blood and prevent atherosclerosis.
3. Antibacterial and antiviral effect could inhibit Staphylococcus aureus and HIV.
4. Liver protection.
5. Anticancer and antitumor effect.
6. Help with the prevention of dementia.
7. Anti-inflammation and treatment of acne and dermatitis.
8. There are no reports of adverse effect of curcumin till now.

Purification Methods

Crystallise curcumin from EtOH or acetic acid. [Beilstein 8 IV 3697.]

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