Curcumin - Moligand™, ≥95%,≥75%(Curcumin), total curcumin content , CAS No.458-37-7

CAS: 458-37-7 Cat. No.: C463317 Formula: C₂₁H₂₀O₆ Peso molecolare: 368.38 Beilstein Registry Number: 2306965 Numero EC: 207-280-5

QUALITÀ & PUREZZA Moligand™, ≥95%,≥75%(Curcumin), total curcumin content

Synonyms

Diferulylmethane

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Description

Curcumin is a yellow colored polyphenol obtained from the rhizome ofCurcuma longaL. 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.Curcumin has been used:to study itsin vitroeffect on the inflammation and expression of tumour factor in patients with chronic kidney diseasesto determine its influence when used in combination with high frequency ultrasound on human cervical carcinoma cellsto study the possibility of using magnetic purification of curcumin fromCurcuma longaby 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 mouseas a supplement to evaluate its anti-carcinogenic and anti-apoptotic effect on cancer cells and cardiomyocytesto test its anti-inflammatory effect in human promyelocytic leukemia cell line, the HL-60

Specifiche

Sinonimi

Diferulylmethane

Specifiche e purezza

Moligand™, ≥95%,≥75%(Curcumin), total curcumin content

Meccanismi biochimici e fisiologici

A natural phenolic compound. It is an effective anti-tumor agent with anti-inflammatory and antioxidant activities. In addition to its chemotherapeutic activity, curcumin is also considered a potential chemopreventive agent. It can induce cancer cell apop

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™

Tipo di azione

INHIBITOR

Purezza

≥95%,≥75%(Curcumin)

Nomi e identificatori

Pubchem Sid

508813223

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508813223

Sorrisi canonici

COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC(=C(C=C2)O)OC)O

IUPAC Name

(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

InChIKey

VFLDPWHFBUODDF-FCXRPNKRSA-N

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+

Isomeri SMILES

COC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O

WGK Germania

3

RTECS

MI5230000

CAS alternativo

94875-80-6

Peso molecolare

368.38

Beilstein

2306965

Reaxy-Rn

2016701

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2016701&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Classe Diarylheptanoids
      • Subclass Linear diarylheptanoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Diarylheptanoids
• Subclass: Linear diarylheptanoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Curcuminoids
• Alternative Parents: Hydroxycinnamic acids and derivatives Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles Beta-diketones Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Enones Acryloyl compounds Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Curcumin - Hydroxycinnamic acid or derivatives - Methoxyphenol - Anisole - Phenoxy compound - Phenol ether - Styrene - Methoxybenzene - Phenol - 1,3-diketone - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - 1,3-dicarbonyl compound - Monocyclic benzene moiety - Acryloyl-group - Alpha,beta-unsaturated ketone - Enone - Ketone - Ether - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.
• External Descriptors: aromatic ether - enone - polyphenol - beta-diketone - diarylheptanoid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Obiettivi associati (umani)

EP300 Tchem Histone acetyltransferase p300 (0 Activities)

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PTGES Tchem Prostaglandin E synthase (3 Activities)

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SNCA Tchem Alpha-synuclein (2 Activities)

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F3 Tclin Tissue factor (1 Activities)

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GLO1 Tchem Lactoylglutathione lyase (1 Activities)

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MAOA Tclin Amine oxidase [flavin-containing] A (1 Activities)

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APP Tclin Amyloid-beta A4 protein (3 Activities)

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CISD1 Tchem CDGSH iron-sulfur domain-containing protein 1 (1 Activities)

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EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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VDR Tclin Vitamin D receptor (26531 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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ANPEP Tchem Aminopeptidase N (863 Activities)

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THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

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CXCL8 Tchem Interleukin-8 (642 Activities)

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GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

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POLB Tchem DNA polymerase beta (23632 Activities)

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HRH3 Tclin Histamine H3 receptor (10389 Activities)

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SRC Tclin Tyrosine-protein kinase SRC (10310 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

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ATP2A3 Tchem Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 (6 Activities)

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GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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HDAC8 Tclin Histone deacetylase 8 (4516 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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CSNK1E Tclin Casein kinase I epsilon (1412 Activities)

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GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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HDAC2 Tclin Histone deacetylase 2 (3971 Activities)

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HSD17B1 Tchem Estradiol 17-beta-dehydrogenase 1 (2224 Activities)

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NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

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HBB Tbio Hemoglobin beta chain (329 Activities)

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CASP1 Tchem Caspase-1 (6235 Activities)

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ATP2A2 Tchem Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 (53 Activities)

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ALPG Tchem Alkaline phosphatase placental-like (1197 Activities)

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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CASP7 Tchem Caspase-7 (3146 Activities)

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DYRK1A Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 1A (6484 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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MAPK8 Tchem c-Jun N-terminal kinase 1 (5038 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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HSD17B2 Tchem Estradiol 17-beta-dehydrogenase 2 (1671 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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Obiettivi associati (non umani)

Coagulation factor III (5 Activities)

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Glo1 Glyoxalase I (4 Activities)

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Hsd11b1 11-beta-hydroxysteroid dehydrogenase 1 (202 Activities)

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PTGES Prostaglandin E synthase (10 Activities)

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Cruzipain (33337 Activities)

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Pde4d Phosphodiesterase 4D (4 Activities)

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Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

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Mapk1 MAP kinase ERK2 (650 Activities)

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Hdac1 Histone deacetylase 1 (93 Activities)

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Hsd11b2 11-beta-hydroxysteroid dehydrogenase 2 (82 Activities)

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Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

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GAA Alpha-glucosidase (25 Activities)

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Iap Intestinal alkaline phosphatase (419 Activities)

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ftsZ Cell division protein ftsZ (97 Activities)

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HD1 Histone deacetylase (38 Activities)

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Streptococcus pneumoniae (31063 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Salmonella typhimurium (15756 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Streptococcus mutans (2687 Activities)

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Streptococcus pyogenes (16140 Activities)

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Enterococcus faecium (13803 Activities)

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Bacillus pumilus (984 Activities)

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Bacillus subtilis (32866 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Enterococcus faecalis (29875 Activities)

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Pichia kudriavzevii (7448 Activities)

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Trypanosoma brucei (78846 Activities)

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Trypanosoma brucei brucei (13300 Activities)

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Plasmodium falciparum (966862 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Candida tropicalis (8381 Activities)

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Leishmania amazonensis (3813 Activities)

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Leishmania major (2877 Activities)

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Trypanosoma cruzi (99888 Activities)

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Trichomonas vaginalis (2376 Activities)

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Schistosoma mansoni (6170 Activities)

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Gallus gallus (1187 Activities)

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Caenorhabditis elegans (1055 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Hepatitis B virus (7925 Activities)

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Influenza A virus (11224 Activities)

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Stenotrophomonas maltophilia (1743 Activities)

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CHO (4503 Activities)

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: ethanol: 1mg/mL; DMSO: >11mg/mL; 0.5 M NaOH: soluble (then immediately diluted in PBS)
• Punto di fusione (°C): 183°C
• Peso molecolare: 368.400 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 368.126 Da
• Monoisotopic Mass: 368.126 Da
• Topological Polar Surface Area: 93.100 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 507.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1