The Demethoxycurcumin (DMC) and Didemethoxycurcumin (BDMC) components of this product are not determined on a lot to lot basis. However, historical data indicate typical DMC amounts may range from 15 - 20% and BDMC from 3 - 7%.
C1386
Curcumin
from Curcuma longa (Turmeric), powder
Synonym(s):
(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 5 g | Available to ship TODAYfromMILWAUKEE | $67.00 | |
| 10 g | Available to ship TODAYfromMILWAUKEE | $100.00 | |
| 50 g | Available to ship TODAYfromMILWAUKEE | $338.00 |
About This Item
Linear Formula:
[HOC6H3(OCH3)CH=CHCO]2CH2
CAS Number:
Molecular Weight:
368.38
EC Number:
207-280-5
UNSPSC Code:
12352205
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Colour Index Number:
75300
Beilstein/REAXYS Number:
2306965
biological source
Curcuma longa (Turmeric)
Quality Segment
vapor density
13 (vs air)
form
powder
concentration
≥65% (HPLC)
mp
175 °C
solubility
ethanol: 10 mg/mL, DMSO: >11 mg/mL (lit.)(lit.), 0.5 M NaOH: soluble (then immediately dilute in PBS [lit.])(lit.)
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
SMILES string
COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O
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+
InChI key
VFLDPWHFBUODDF-FCXRPNKRSA-N
Gene Information
human ... APP(351), CYP1A2(1544)
General description
Application
Curcumin has been used:
- to study its effect on the consequences and mechanism involved in the suppression of human homeobox gene NKX3.1 in the prostate cancer cell LNCaP[1]
- to examine its effect on stress in pigs by having an inhibitory impact on the serum cortisol concentration, hippocampal nitric oxide production, and brain-derived neurotrophic factor expression[2]
- to study its effect as a dietary supplement on the growth, immunity, antioxidant activity, and disease resistance in Oreochromis niloticus
- to analyze its protective effect on the organotypic hippocampal slice cultures against the synaptic toxicity caused by amyloid beta peptides (Aβ1–42)[3]
- to examine the possibility of its non-toxic concentrations to decrease the inflammation caused by interleukin-1beta (IL-1β) in cartilage explant cultures[4]
- to study its protective impact against intestinal ischemia-reperfusion injury in rats[5]
- to measure its antibacterial activity in vitro
- to determine its preventative effects for Alzheimer′s disease (AD) in mice[6]
- as a bifunctional agent for generation and validation of the erythroid 2-related factor 2 (Nrf2) reporter system
- to study its in vitro inhibitory effects on human liver glucuronidation activity
- to evaluate its effects on Parkinson′s disease (PD)-like phenotypes
Biochem/physiol Actions
A natural phenolic compound responsible for the yellow color of turmeric. Potent anti-tumor agent that acts against highly diverse tumor-specific pathways. Anti-inflammatory and anti-oxidant. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cyclooxygenase (COX-2) and 5-lipoxygenase (5-LOX).
A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Curcumin has been cited as a potential chemopreventive agent, in addition to its chemotherapeutic activity. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope.
Curcumin possesses anti-inflammatory, cancer prophylactic, and anti-oxidant properties. It also exhibits antagonistic nature towards the cluster of colon, breast, and blood marrow cancer. It does so by means of having an inhibitory effect on the various associated enzymes such as cycloxygenase-2 (COX-2), lipoxygenase and ornithine decarboxylase.[1] It is also postulated to have anti-depressant, anti-stress and neuroprotective effects on humans and other animals.[2] It is being proclaimed to be used as a treatment for Alzheimer′s disease due to its ability to cause synaptic toxicity.[3] Additionally, it also shows anti-fungal, antiviral, anti-microbial, chemosensitizing, radiosensitizing, and wound healing activities.[5]
Features and Benefits
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
1 of 1
This Item | |||
|---|---|---|---|
| biological source Curcuma longa (Turmeric) | biological source - | biological source - | biological source - |
| form powder | form powder or crystals | form powder | form solid |
| Quality Level 200 | Quality Level - | Quality Level 200 | Quality Level 100 |
| application(s) metabolomics | application(s) - | application(s) - | application(s) - |
| storage temp. −20°C | storage temp. - | storage temp. 2-30°C | storage temp. 10-30°C |
| solubility ethanol: 10 mg/mL, 0.5 M NaOH: soluble (then immediately dilute in PBS [lit.])(lit.), DMSO: >11 mg/mL (lit.)(lit.) | solubility - | solubility - | solubility acetic acid: 10 mg/mL, DMSO: 5 mg/mL |
Still not finding the right product?
Explore all of our products under Curcumin
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Articles
We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
In vitro inhibitory effects of Andrographis paniculata, Gynura procumbens, Ficus deltoidea, and Curcuma xanthorrhiza extracts and constituents on human liver glucuronidation activity
Husni Z, et al.
Pharmacognosy magazine, 13(Suppl 2), S236-S236 (2017)
Assessment of diets containing curcumin, epigallocatechin-3-gallate, docosahexaenoic acid and alpha-lipoic acid on amyloid load and inflammation in a male transgenic mouse model of Alzheimer's disease: Are combinations more effective?
Sharman MJ, et al.
Neurobiology of Disease, 124, 505-519 (2019)
Curcumin effectively rescued Parkinson?s disease-like phenotypes in a novel drosophila melanogaster model with dUCH Knockdown
Nguyen TT, et al.
Oxidative Medicine and Cellular Longevity, 2018 (2018)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C1386-10G | 04061835543168 |
| C1386-5G | 04061835543182 |
| C1386-50G | 04061835543175 |
-
What are the individual percentages of BDMC, DMC and Curcumin?
1 answer-
Helpful?
-
-
What will happen if I dont store curcumin at -20 degree Celsius
1 answer-
Other available Curcumin products, as well as some commercially available preparations, are often stored refrigerated or at room temperature. While this material may demonstrate similar stability, in order to assure this highest quality over time, it is recommended that this product be stored at -20°C.
Helpful?
-
-
Concerning the purity specification at being equal or greater than 65%, is that by weight?
1 answer-
Yes, the purity for this product is by weight.
Helpful?
-
-
How can I determine the shelf life / expiration / retest date of this product?
1 answer-
If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdfHelpful?
-
-
Is this curcumin ideal for synthesis as a ligand for metal complexes?
1 answer-
This curcumin has not been tested for use as a ligand for metal complexes. Generally, curcumin and curcuminoids act as chelating ligands toward various metals, forming stable complexes.
Helpful?
-
-
How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
Helpful?
-
-
Can ı use this Curcumin for loading in the liposome?
1 answer-
The research paper "Encapsulation of Curcumin-Loaded Liposomes for Colonic Drug Delivery in a pH-Responsive Polymer Cluster Using a pH-Driven and Organic Solvent-Free Process" (De Leo, V., et. al.) cites the use of Curcumin "purchased from Sigma-Aldrich".
Helpful?
-
-
what is % purity of the product
1 answer-
The purity will be listed on the lot-specific Certificate of Analysis. Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a Certificate:
https://www.sigmaaldrich.com/product/sigma/c1386#product-documentationHelpful?
-
-
is this curcumin nanoparticle?
1 answer-
The product is specified to be a 'powder' but the particle size is not characterized. It is likely more on the order of microns than nanometers, but it can't be guaranteed either way.
Helpful?
-
-
What are the recommended methods for dissolving curcumin powder (C1386)?
1 answer-
Dissolving curcumin (product C1386) can be challenging. Below are some recommendations for preparing standard solutions:
• Ethanol: 10mg/mL
• DMSO: >11 mg/mL (according to available literature)
• 0.5 M NaOH: Soluble (then immediately dilute in PBS according to literature)
Additionally, here are two methods that might be helpful:
Method 1: Use DMSO to create a stock solution at 1000 times the working concentration of curcumin.Helpful?
-