1151855
USP
Curcumin
United States Pharmacopeia (USP) Reference Standard
Synonym(s):
(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
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All Photos(1)
About This Item
Linear Formula:
[HOC6H3(OCH3)CH=CHCO]2CH2
CAS Number:
Molecular Weight:
368.38
Colour Index Number:
75300
Beilstein:
2306965
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
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grade
pharmaceutical primary standard
vapor density
13 (vs air)
API family
curcumin
manufacturer/tradename
USP
application(s)
pharmaceutical (small molecule)
format
neat
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
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General description
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.
Application
- Evaluating the dose-dependent effects of curcumin nano-micelles on rumen fermentation, nitrogen metabolism, and nutrient digestibility in heat-stressed fattening lambs: This study investigates the application of high-purity curcumin in improving animal health and productivity under climate stress, highlighting its potential as a bioactive compound in veterinary nutritional research (Bokharaeian et al., 2024).
- Curcumin reduces myocardial ischemia-reperfusion injury, by increasing endogenous H2S levels and further modulating m6A: This research underscores curcumin′s bioactive role in cardiovascular protection, offering insights into its mechanism of action within cell signaling pathways related to heart health (Cui et al., 2024).
- Targeting CD8+ T cells with natural products for tumor therapy: Revealing insights into the mechanisms: This review discusses the therapeutic applications of curcumin in cancer treatment, focusing on its interaction with cellular mechanisms and its potential as a molecular marker in immunotherapy (Wang et al., 2024).
- Senolytic effects on dental pulp stem cell′s proliferation and differentiation during long-term expansion: This article examines curcumin′s potential to influence cell growth and repair processes, pertinent to its research applications in dental and regenerative medicine (Wang et al., 2024).
- Future aspects of plant derived bioactive metabolites as therapeutics to combat benign prostatic hyperplasia: This review highlights curcumin′s role as a leading natural compound in pharmacological research, focusing on its anti-inflammatory and neuroprotective properties for treating conditions like benign prostatic hyperplasia (Krishnamoorthi et al., 2024).
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.
Analysis Note
These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.
Other Notes
Sales restrictions may apply.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Michal Heger et al.
Pharmacological reviews, 66(1), 222-307 (2013-12-26)
This review addresses the oncopharmacological properties of curcumin at the molecular level. First, the interactions between curcumin and its molecular targets are addressed on the basis of curcumin's distinct chemical properties, which include H-bond donating and accepting capacity of the
Bharat B Aggarwal et al.
Molecular nutrition & food research, 57(9), 1529-1542 (2013-07-13)
Turmeric, a dried powder derived from the rhizome of Curcuma longa, has been used for centuries in certain parts of the world and has been linked to numerous biological activities including antioxidant, anti-inflammatory, anticancer, antigrowth, anti-arthritic, anti-atherosclerotic, antidepressant, anti-aging, antidiabetic
Shahar Lev-Ari et al.
The Journal of nutritional biochemistry, 25(8), 843-850 (2014-05-20)
Non-small cell lung cancer (NSCLC) is the leading cause of cancer-related mortality. Curcumin is involved in various biological pathways leading to inhibition of NSCLC growth. The purpose of this study was to evaluate the effect of curcumin on expression of
Anggakusuma et al.
Gut, 63(7), 1137-1149 (2013-08-02)
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Andreas Koeberle et al.
Journal of medicinal chemistry, 57(13), 5638-5648 (2014-06-13)
The anticarcinogenic and anti-inflammatory properties of curcumin have been extensively investigated, identifying prostaglandin E2 synthase (mPGES)-1 and 5-lipoxygenase (5-LO), key enzymes linking inflammation with cancer, as high affinity targets. A comparative structure-activity study revealed three modifications dissecting mPGES-1/5-LO inhibition, namely
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