MilliporeSigma
All Photos(2)

Documents

C7727

Sigma-Aldrich

Curcumin

≥94% (curcuminoid content), ≥80% (Curcumin)

Sign Into View Organizational & Contract Pricing

Synonym(s):
(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
Linear Formula:
[HOC6H3(OCH3)CH=CHCO]2CH2
CAS Number:
Molecular Weight:
368.38
Colour Index Number:
75300
Beilstein/REAXYS Number:
2306965
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

vapor density

13 (vs air)

Quality Level

assay

≥80% (Curcumin)
≥94% (curcuminoid content)

form

powder

mp

175 °C

solubility

ethanol: 1 mg/mL
DMSO: >11 mg/mL
0.5 M NaOH: soluble (then immediately diluted in PBS)

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
PHR2209C138678246
vibrant-m

C7727

Curcumin

vibrant-m

PHR2209

Curcumin

vibrant-m

C1386

Curcumin

vibrant-m

78246

Curcumin

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

100

assay

≥80% (Curcumin), ≥94% (curcuminoid content)

assay

-

assay

-

assay

≥99.5% (HPLC)

storage temp.

−20°C

storage temp.

-10 to -25°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

ethanol: 1 mg/mL, 0.5 M NaOH: soluble (then immediately diluted in PBS)

solubility

-

solubility

ethanol: 10 mg/mL, DMSO: >11 mg/mL (lit.)(lit.), 0.5 M NaOH: soluble (then immediately dilute in PBS [lit.])(lit.)

solubility

-

General description

Curcumin is a yellow colored polyphenol obtained from the rhizome of Curcuma longa L. It is also known as diferuloyl methane, a symmetric molecule with a seven carbon linker connecting two o-methoxy phenolic groups containing aromatic rings. Curcumin is synthesized by Pabon′s reaction using vanillin and acetyl acetone in the presence of boric oxide. It constitutes an important part of various diets and herbal medicines, especially in the Asian continent for its various salubrious effects on human health.

application

Curcumin has been used:
  • to study its in vitro effect on the inflammation and expression of tumour factor in patients with chronic kidney diseases
  • to determine its influence when used in combination with high frequency ultrasound on human cervical carcinoma cells
  • to study the possibility of using magnetic purification of curcumin from Curcuma longa by surface active maghemite nanoparticles (SAMNs)
  • to examine its effect on the amyloid-β peptide levels along with the maturation of amyloid-β precursor proteins in various cell lines and primary cortical neurons in mouse
  • as a supplement to evaluate its anti-carcinogenic and anti-apoptotic effect on cancer cells and cardiomyocytes
  • to test its anti-inflammatory effect in human promyelocytic leukemia cell line, the HL-60

Biochem/physiol Actions

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 is postulated to have anti-depressant, anti-stress and neuroprotective effects on humans and other animals. Additionally, it also shows anti-fungal, antiviral, anti-microbial, chemosensitizing, radiosensitizing, and wound healing activities.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 6

1 of 6

USP

USP

1151866

Curcuminoids

Bisdemethoxycurcumin ≥98% (HPLC), solid

Sigma-Aldrich

B6938

Bisdemethoxycurcumin

Bisdemethoxycurcumin analytical standard

Supelco

90594

Bisdemethoxycurcumin

Demethoxycurcumin analytical standard

Supelco

90593

Demethoxycurcumin

Tetrahydrocurcumin ≥96% (HPLC)

Sigma-Aldrich

SMB00370

Tetrahydrocurcumin

USP

USP

1075305

Bisdesmethoxycurcumin

Assessment of herb-drug synergy to combat doxorubicin induced cardiotoxicity
Jain A and Rani V
Life Sciences, 205(3), 97-106 (2018)
Kaylene R Carr et al.
European journal of obstetrics, gynecology, and reproductive biology, 193, 96-101 (2015-08-12)
Human papillomavirus (HPV) is associated with cervical cancer. Studies showed curcumin inhibits HPV oncogenes expression but curcumin has low bioavailability. The objectives were: (1) to study ultrasound enhancement of curcumin effects on HeLa, SiHa and C33A, (2) to compare two
Curcumin decreases amyloid-beta peptide levels by attenuating the maturation of amyloid-beta precursor protein
Zhang C, et al.
The Journal of Biological Chemistry, 285(37), 28472-28480 (2010)
The effect of turmeric extracts on inflammatory mediator production
Lantz RC, et al.
Phytomedicine, 12(6-7), 445-452 (2005)
The chemistry of curcumin: from extraction to therapeutic agent
Priyadarsini K
Molecules (Basel), 19(12), 20091-20112 (2014)

Articles

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service