| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 3rd, 2005 | 27 | No |
Popular Name: Curcumin Curcumin
Find On: PubMed — Wikipedia — Google
CAS Numbers: 1246833-26-0 , 458-37-7 , 458-37-7; 94875-80-6 , 94875-80-6 , [458-37-7]
"Curcumin, 98% [mixture of curcumin, demethoxycurcumin and bisdemethoxycurcumin]"
(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
(1E,6E)-1,7-Bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione
(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
1,7-DI(4-HYDROXY-3-METHOXYPHENYL)HEPTA-1,6-DIENE-3
1,7-DI(4-HYDROXY-3-METHOXYPHENYL)HEPTA-1,6-DIENE-3,5-DIONE;curcumin
458-37-7; C10443; Curcumin; Kacha haldi
CPD-6602; curcumin; diferuloylmethane
Curcumin (mixture of curcumin, demethoxycurcumin, and bisdemethoxycurcumin), 98+%
CURCUMIN with HPLC; [458-37-7]
Curcumin [458-37-7]; (1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione)
Curcumin, 95% (total curcuminoid content), from Turmeric rhizome
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 2.30 | 7.14 | -22.28 | 2 | 6 | 0 | 93 | 368.385 | 8 | ↓ |
| Hi High (pH 8-9.5) | 3.05 | 5.47 | -58.07 | 2 | 6 | -1 | 99 | 367.377 | 7 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| biological_use | Antiinflammatory agent | ZereneX Building Blocks |
| mechanism | . | ZereneX Building Blocks |
| Melting_Point | 170-175? | Alfa-Aesar |
| Melting_Point | 170-175° | Alfa-Aesar |
| M.P | 181-183 C | Indofine Natural Products |
| Mp [°C] | 183 | Acros Organics |
| M.P | 183 °C | Indofine Natural Products |
| MP | 50 - 52 | Enamine Building Blocks |
| MP | 50...52 | Enamine Building Blocks |
| purity | 9.500000000000000e+001 | Enamine Building Blocks |
| Purity | 90% | APIChem |
| purity | 95 | Enamine Building Blocks |
| mechanism | Acts as a free radical scavenger and antioxidant, inhibiting lipid peroxidation and oxidative DNA damage | IBScreen Bioactives |
| biological_use | Antiamyloid | IBScreen Bioactives |
| biological_use | Antiarthritic | IBScreen Bioactives |
| therap | antiedemic, antiinflammatory, bile stimulant; antibacterial, antifungal, lipo/cyclooxygenase inhibitor | MicroSource Spectrum |
| biological_use | Antiinflammatory agent | IBScreen Bioactives IBScreen Bioactives |
| biological_use | Antitumor | IBScreen Bioactives |
| biological_use | Bile stimulant showing hepatoprotective props | IBScreen Bioactives |
| Target | Caspase-8(Q14790)&G1/S-specific cyclin-D1(P24385)&Retinoblastoma-associated protein(P06400)&72 kDa type IV collagenase(P08253)&Metalloproteinase inhibitor 1(P01033)&Vascular endothelial growth factor A(P15692)&Heparin-binding growth factor 2(P09038)&Apopt | Herbal Ingredients Targets |
| UniProt Database Links | CURA_ECOLI; CURS1_CURLO; CURS2_CURLO; CURS3_CURLO; FABI_ECOLI; SUSY1_ARATH; U71C1_ARATH; U71C2_ARATH | ChEBI |
| Patent Database Links | EP1568283; EP1591099; EP1808172; EP1825845; EP1837030; EP1927350; EP1932514; US2005187255; US2005244349; US2006135822; US2007178055; US2007184055; US2007185213; US2007196318; US2007231371; US2007243132; US2007243273; US2007243304; US2007253928; US20072590 | ChEBI |
| SOLUBILITY | ethanol: 10 mg/mL | Indofine Natural Products |
| Indications | food additive | KeyOrganics Bioactives |
| H phrase | H319: Causes serious eye irritation | Acros Organics |
| H phrase | H319: Causes serious eye irritation; H315: Causes skin irritation; H335: May cause respiratory irritation | Acros Organics |
| mechanism | Induce glutathione S-transferase and are potent inhibitors of cytochrome P450 | IBScreen Bioactives |
| mechanism | Inhibitor of eicosanoid biosynthesis | IBScreen Bioactives IBScreen Bioactives |
| SOLUBILITY | Insoluble in water | Indofine Natural Products |
| biological_source | Isol. from Curcuma zedoaria (turmeric), other Curcuma spp. and other spp. | ZereneX Building Blocks |
| APPEARANCE | Merck Index 12, 2744 | Indofine Natural Products |
| Target | NF-¦ÊB,Histone Acetyltransferase,Nrf2 | Selleck Chemicals |
| APPEARANCE | Orange yellow powder | Indofine Natural Products |
| Target | Others | Selleck Chemicals |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray | Acros Organics |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye protection/face protection; P305 + P351 + P338: IF IN EYES: Rinse cautiously with water | Acros Organics |
| biological_use | Possesses bactericidal and fungicidal props. | IBScreen Bioactives |
| R phrase | R36/37/38: Irritating to eyes, respiratory system and skin. | Acros Organics |
| SOLUBILITY | RTECS# MI5230000; From curcuma longa tubers | Indofine Natural Products |
| S phrase | S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. | Acros Organics |
| S phrase | S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39: Wear suitable gloves and eye/face protection. | Acros Organics |
| Target | Signal transducer and activator of transcription 3(P40763)&G1/S-specific cyclin-D1(P24385) | Herbal Ingredients Targets |
| Hazard | XI: Irritant | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| MTSI-1-B | CpG DNA Methylase (cluster #1 Of 2), Bacterial | Bacteria | 30 | 0.39 | Binding ≤ 10μM |
| A4-1-E | Beta Amyloid A4 Protein (cluster #1 Of 5), Eukaryotic | Eukaryotes | 800 | 0.32 | Binding ≤ 10μM |
| CAH1-1-E | Carbonic Anhydrase I (cluster #1 Of 12), Eukaryotic | Eukaryotes | 2410 | 0.29 | Binding ≤ 10μM |
| CAH12-2-E | Carbonic Anhydrase XII (cluster #2 Of 9), Eukaryotic | Eukaryotes | 3480 | 0.28 | Binding ≤ 10μM |
| CAH13-1-E | Carbonic Anhydrase XIII (cluster #1 Of 7), Eukaryotic | Eukaryotes | 6850 | 0.27 | Binding ≤ 10μM |
| CAH15-4-E | Carbonic Anhydrase 15 (cluster #4 Of 6), Eukaryotic | Eukaryotes | 5090 | 0.27 | Binding ≤ 10μM |
| CAH2-1-E | Carbonic Anhydrase II (cluster #1 Of 15), Eukaryotic | Eukaryotes | 380 | 0.33 | Binding ≤ 10μM |
| CAH4-3-E | Carbonic Anhydrase IV (cluster #3 Of 16), Eukaryotic | Eukaryotes | 4970 | 0.28 | Binding ≤ 10μM |
| CAH5B-4-E | Carbonic Anhydrase VB (cluster #4 Of 9), Eukaryotic | Eukaryotes | 9460 | 0.26 | Binding ≤ 10μM |
| CAH6-8-E | Carbonic Anhydrase VI (cluster #8 Of 8), Eukaryotic | Eukaryotes | 9940 | 0.26 | Binding ≤ 10μM |
| CAH7-2-E | Carbonic Anhydrase VII (cluster #2 Of 8), Eukaryotic | Eukaryotes | 9300 | 0.26 | Binding ≤ 10μM |
| CAH9-3-E | Carbonic Anhydrase IX (cluster #3 Of 11), Eukaryotic | Eukaryotes | 4050 | 0.28 | Binding ≤ 10μM |
| DHB3-1-E | Estradiol 17-beta-dehydrogenase 3 (cluster #1 Of 4), Eukaryotic | Eukaryotes | 9000 | 0.26 | Binding ≤ 10μM |
| KPCE-5-E | Protein Kinase C Epsilon (cluster #5 Of 5), Eukaryotic | Eukaryotes | 8810 | 0.26 | Binding ≤ 10μM |
| LGUL-2-E | Glyoxalase I (cluster #2 Of 2), Eukaryotic | Eukaryotes | 10000 | 0.26 | Binding ≤ 10μM |
| LOX5-4-E | Arachidonate 5-lipoxygenase (cluster #4 Of 6), Eukaryotic | Eukaryotes | 8000 | 0.26 | Binding ≤ 10μM |
| MMP9-1-E | Matrix Metalloproteinase 9 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 8500 | 0.26 | Binding ≤ 10μM |
| NOS2-4-E | Nitric Oxide Synthase, Inducible (cluster #4 Of 9), Eukaryotic | Eukaryotes | 6000 | 0.27 | Binding ≤ 10μM |
| PGH1-6-E | Cyclooxygenase-1 (cluster #6 Of 6), Eukaryotic | Eukaryotes | 8800 | 0.26 | Binding ≤ 10μM |
| Q8HY88-1-E | Potassium Channel Subfamily K Member 2 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 930 | 0.31 | Binding ≤ 10μM |
| CP2C9-1-E | Cytochrome P450 2C9 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4300 | 0.28 | ADME/T ≤ 10μM |
| Z103192-1-O | Trypanosoma Evansi (cluster #1 Of 2), Other | Other | 2000 | 0.30 | Functional ≤ 10μM |
| Z50420-1-O | Trypanosoma Brucei Brucei (cluster #1 Of 7), Other | Other | 4800 | 0.28 | Functional ≤ 10μM |
| Z50425-11-O | Plasmodium Falciparum (cluster #11 Of 22), Other | Other | 4210 | 0.28 | Functional ≤ 10μM |
| Z50515-1-O | Human Herpesvirus 2 (cluster #1 Of 2), Other | Other | 10 | 0.41 | Functional ≤ 10μM |
| Z50518-1-O | Human Herpesvirus 4 (cluster #1 Of 5), Other | Other | 10 | 0.41 | Functional ≤ 10μM |
| Z50600-2-O | Vaccinia Virus (cluster #2 Of 2), Other | Other | 10 | 0.41 | Functional ≤ 10μM |
| Z50602-1-O | Human Herpesvirus 1 (cluster #1 Of 5), Other | Other | 10 | 0.41 | Functional ≤ 10μM |
| Z50607-3-O | Human Immunodeficiency Virus 1 (cluster #3 Of 10), Other | Other | 37 | 0.39 | Functional ≤ 10μM |
| Z50651-2-O | Vesicular Stomatitis Virus (cluster #2 Of 2), Other | Other | 10 | 0.41 | Functional ≤ 10μM |
| Z50658-4-O | Human Immunodeficiency Virus 2 (cluster #4 Of 4), Other | Other | 37 | 0.39 | Functional ≤ 10μM |
| Z80186-2-O | K562 (Erythroleukemia Cells) (cluster #2 Of 11), Other | Other | 6810 | 0.27 | Functional ≤ 10μM |
| Z80224-1-O | MCF7 (Breast Carcinoma Cells) (cluster #1 Of 14), Other | Other | 5580 | 0.27 | Functional ≤ 10μM |
| Z80244-4-O | MDA-MB-468 (Breast Adenocarcinoma) (cluster #4 Of 7), Other | Other | 9700 | 0.26 | Functional ≤ 10μM |
| Z80390-1-O | PC-3 (Prostate Carcinoma Cells) (cluster #1 Of 10), Other | Other | 7700 | 0.27 | Functional ≤ 10μM |
| Z80418-2-O | RAW264.7 (Monocytic-macrophage Leukemia Cells) (cluster #2 Of 9), Other | Other | 8300 | 0.26 | Functional ≤ 10μM |
| Z80548-3-O | THP-1 (Acute Monocytic Leukemia Cells) (cluster #3 Of 5), Other | Other | 1210 | 0.31 | Functional ≤ 10μM |
| Z80612-1-O | 2008 (Ovarian Carcinoma Cells) (cluster #1 Of 2), Other | Other | 5000 | 0.27 | Functional ≤ 10μM |
| Z81170-1-O | LNCaP (Prostate Carcinoma) (cluster #1 Of 5), Other | Other | 8500 | 0.26 | Functional ≤ 10μM |
| Z81186-1-O | LS174T (Colon Adencocarcinoma Cells) (cluster #1 Of 2), Other | Other | 6500 | 0.27 | Functional ≤ 10μM |
| Z81252-1-O | MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #1 Of 11), Other | Other | 7600 | 0.27 | Functional ≤ 10μM |
| Z80193-1-O | L1210 (Lymphocytic Leukemia Cells) (cluster #1 Of 4), Other | Other | 9000 | 0.26 | ADME/T ≤ 10μM |
| Z80874-1-O | CEM (T-cell Leukemia) (cluster #1 Of 4), Other | Other | 8700 | 0.26 | ADME/T ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| A4_HUMAN | P05067 | Beta Amyloid A4 Protein, Human | 0.208 | 0.50 | Binding ≤ 1μM |
| CAH2_HUMAN | P00918 | Carbonic Anhydrase II, Human | 380 | 0.33 | Binding ≤ 1μM |
| MTSI_SPISQ | P15840 | CpG DNA Methylase, Spisq | 30 | 0.39 | Binding ≤ 1μM |
| Q8HY88_BOVIN | Q8HY88 | Potassium Channel Subfamily K Member 2, Bovin | 930 | 0.31 | Binding ≤ 1μM |
| LOX5_HUMAN | P09917 | Arachidonate 5-lipoxygenase, Human | 8000 | 0.26 | Binding ≤ 10μM |
| A4_HUMAN | P05067 | Beta Amyloid A4 Protein, Human | 0.208 | 0.50 | Binding ≤ 10μM |
| CAH15_MOUSE | Q99N23 | Carbonic Anhydrase 15, Mouse | 5090 | 0.27 | Binding ≤ 10μM |
| CAH1_HUMAN | P00915 | Carbonic Anhydrase I, Human | 2410 | 0.29 | Binding ≤ 10μM |
| CAH2_HUMAN | P00918 | Carbonic Anhydrase II, Human | 380 | 0.33 | Binding ≤ 10μM |
| CAH4_HUMAN | P22748 | Carbonic Anhydrase IV, Human | 4970 | 0.28 | Binding ≤ 10μM |
| CAH9_HUMAN | Q16790 | Carbonic Anhydrase IX, Human | 4050 | 0.28 | Binding ≤ 10μM |
| CAH5B_HUMAN | Q9Y2D0 | Carbonic Anhydrase VB, Human | 9460 | 0.26 | Binding ≤ 10μM |
| CAH6_HUMAN | P23280 | Carbonic Anhydrase VI, Human | 9940 | 0.26 | Binding ≤ 10μM |
| CAH7_HUMAN | P43166 | Carbonic Anhydrase VII, Human | 9300 | 0.26 | Binding ≤ 10μM |
| CAH12_HUMAN | O43570 | Carbonic Anhydrase XII, Human | 3480 | 0.28 | Binding ≤ 10μM |
| CAH13_HUMAN | Q8N1Q1 | Carbonic Anhydrase XIII, Human | 6850 | 0.27 | Binding ≤ 10μM |
| MTSI_SPISQ | P15840 | CpG DNA Methylase, Spisq | 30 | 0.39 | Binding ≤ 10μM |
| PGH1_HUMAN | P23219 | Cyclooxygenase-1, Human | 8800 | 0.26 | Binding ≤ 10μM |
| LGUL_HUMAN | Q04760 | Glyoxalase I, Human | 10000 | 0.26 | Binding ≤ 10μM |
| MMP9_HUMAN | P14780 | Matrix Metalloproteinase 9, Human | 8500 | 0.26 | Binding ≤ 10μM |
| NOS2_HUMAN | P35228 | Nitric Oxide Synthase, Inducible, Human | 6000 | 0.27 | Binding ≤ 10μM |
| Q8HY88_BOVIN | Q8HY88 | Potassium Channel Subfamily K Member 2, Bovin | 930 | 0.31 | Binding ≤ 10μM |
| KPCE_HUMAN | Q02156 | Protein Kinase C Epsilon, Human | 8810 | 0.26 | Binding ≤ 10μM |
| DHB3_RAT | O54939 | Testosterone 17-beta-dehydrogenase 3, Rat | 2300 | 0.29 | Binding ≤ 10μM |
| Z80612 | Z80612 | 2008 (Ovarian Carcinoma Cells) | 5000 | 0.27 | Functional ≤ 10μM |
| Z50602 | Z50602 | Human Herpesvirus 1 | 10 | 0.41 | Functional ≤ 10μM |
| Z50515 | Z50515 | Human Herpesvirus 2 | 10 | 0.41 | Functional ≤ 10μM |
| Z50518 | Z50518 | Human Herpesvirus 4 | 10.2 | 0.41 | Functional ≤ 10μM |
| Z50607 | Z50607 | Human Immunodeficiency Virus 1 | 37 | 0.39 | Functional ≤ 10μM |
| Z50658 | Z50658 | Human Immunodeficiency Virus 2 | 37 | 0.39 | Functional ≤ 10μM |
| Z80186 | Z80186 | K562 (Erythroleukemia Cells) | 6810 | 0.27 | Functional ≤ 10μM |
| Z81170 | Z81170 | LNCaP (Prostate Carcinoma) | 3800 | 0.28 | Functional ≤ 10μM |
| Z81186 | Z81186 | LS174T (Colon Adencocarcinoma Cells) | 6500 | 0.27 | Functional ≤ 10μM |
| Z80224 | Z80224 | MCF7 (Breast Carcinoma Cells) | 5580 | 0.27 | Functional ≤ 10μM |
| Z81252 | Z81252 | MDA-MB-231 (Breast Adenocarcinoma Cells) | 7600 | 0.27 | Functional ≤ 10μM |
| Z80244 | Z80244 | MDA-MB-468 (Breast Adenocarcinoma) | 9700 | 0.26 | Functional ≤ 10μM |
| Z80390 | Z80390 | PC-3 (Prostate Carcinoma Cells) | 7700 | 0.27 | Functional ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 3250 | 0.28 | Functional ≤ 10μM |
| Z80418 | Z80418 | RAW264.7 (Monocytic-macrophage Leukemia Cells) | 8300 | 0.26 | Functional ≤ 10μM |
| Z80548 | Z80548 | THP-1 (Acute Monocytic Leukemia Cells) | 1210 | 0.31 | Functional ≤ 10μM |
| Z50420 | Z50420 | Trypanosoma Brucei Brucei | 2500 | 0.29 | Functional ≤ 10μM |
| Z103192 | Z103192 | Trypanosoma Evansi | 2000 | 0.30 | Functional ≤ 10μM |
| Z50600 | Z50600 | Vaccinia Virus | 10 | 0.41 | Functional ≤ 10μM |
| Z50651 | Z50651 | Vesicular Stomatitis Virus | 10 | 0.41 | Functional ≤ 10μM |
| Z80874 | Z80874 | CEM (T-cell Leukemia) | 8700 | 0.26 | ADME/T ≤ 10μM |
| CP2C9_HUMAN | P11712 | Cytochrome P450 2C9, Human | 4300 | 0.28 | ADME/T ≤ 10μM |
| Z80193 | Z80193 | L1210 (Lymphocytic Leukemia Cells) | 9000 | 0.26 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Activation of Matrix Metalloproteinases | |
| Advanced glycosylation endproduct receptor signaling | |
| Amyloids | |
| Assembly of collagen fibrils and other multimeric structures | |
| Collagen degradation | |
| COX reactions | |
| CYP2E1 reactions | |
| DAG and IP3 signaling | |
| Degradation of the extracellular matrix | |
| DEx/H-box helicases activate type I IFN and inflammatory cytokines production | |
| ECM proteoglycans | |
| Effects of PIP2 hydrolysis | |
| EPH-ephrin mediated repulsion of cells | |
| Erythrocytes take up carbon dioxide and release oxygen | |
| Erythrocytes take up oxygen and release carbon dioxide | |
| Formyl peptide receptors bind formyl peptides and many other ligands | |
| G alpha (i) signalling events | |
| G alpha (q) signalling events | |
| G alpha (z) signalling events | |
| Nitric oxide stimulates guanylate cyclase | |
| Phagosomal maturation (early endosomal stage) | |
| Platelet degranulation | |
| Regulation of gene expression by Hypoxia-inducible Factor | |
| Reversible hydration of carbon dioxide | |
| RIP-mediated NFkB activation via ZBP1 | |
| Role of phospholipids in phagocytosis | |
| Signaling by SCF-KIT | |
| Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE) | |
| Synthesis of 5-eicosatetraenoic acids | |
| Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET) | |
| Synthesis of Leukotrienes (LT) and Eoxins (EX) | |
| Synthesis of Lipoxins (LX) | |
| Synthesis of Prostaglandins (PG) and Thromboxanes (TX) | |
| TAK1 activates NFkB by phosphorylation and activation of IKKs complex | |
| The NLRP3 inflammasome | |
| TRAF6 mediated NF-kB activation | |
| TWIK related potassium channel (TREK) | |
| Xenobiotics |
