| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 4th, 2005 | 21 | Yes |
Popular Name: Kaempferol Kaempferol
Find On: PubMed — Wikipedia — Google
CAS Numbers: 520-18-3 , [491-54-3] , [520-18-3]
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5-(3@,4@-dihydroxyphenyl)-g-valerolactone
5-(3@-hydroxyphenyl)-g-valerolactone
CHEBI:43598; CHEBI:24944; CHEBI:6100
Kaempferide with HPLC [491-54-3]; (3,5,7-Trihydroxy-4'-methoxyflavone)
Kaempferide [491-54-3]; (3,5,7-Trihydroxy-4'-methoxyflavone)
KAEMPFEROL ROBIGENIN; 3,4',5,7-TETRAHYDRO-XY-FLAVONE
Kaempferol with HPLC [520-18-3]; (3,5,7,4'-Tetrahydroxyflavone; Robigenin)
Kaempferol [520-18-3]; (3,5,7,4'-Tetrahydroxyflavone)
Kaempferol [520-18-3]; (3,5,7,4'-Tetrahydroxyflavone; Rebigenin)
| 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) | 2.17 | -0.82 | -11.52 | 4 | 6 | 0 | 111 | 286.239 | 1 | ↓ |
| Mid Mid (pH 6-8) | 2.43 | -0.55 | -41.88 | 3 | 6 | -1 | 114 | 285.231 | 1 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| ALOGPS_SOLUBILITY | 1.78e-01 g/l | DrugBank-experimental |
| M.P. | 223-225 C | Indofine |
| MP | 223-225o C | Indofine |
| M.P. | 228-230 C | Indofine |
| MP | 228-230o C | Indofine |
| MP | 228o C | Indofine |
| M.P. | 275 C dec | Indofine |
| MP | 275o C (d) | Indofine |
| M.P. | 276-278 C dec | Indofine |
| MP | 276-278o C | Indofine |
| Mp [°C] | 282 - 286 | Acros Organics |
| UniProt Database Links | 3AT1_ARATH; 3AT2_ARATH; DHRS4_BOVIN; DHRS4_HUMAN; DHRS4_MOUSE; DHRS4_PIG; DHRS4_PONAB; DHRS4_RABIT; DHRS4_RAT; F3ST_FLABI; F3ST_FLACH; F4ST_FLACH; FLS1_ARATH; FOMT2_WHEAT; FOXO_CAEEL; HTOMT_CATRO; I7GT1_SOYBN; OMT15_ORYSJ; OMT17_ORYSJ; OMT1_CHRAE; OMT2_CH | ChEBI |
| UniProt Database Links | 3AT1_ARATH; 3AT2_ARATH; DHRS4_BOVIN; DHRS4_HUMAN; DHRS4_MOUSE; DHRS4_PIG; DHRS4_PONAB; DHRS4_RABIT; DHRS4_RAT; F3ST_FLABI; F3ST_FLACH; F4ST_FLACH; FLS1_ARATH; FOMT2_WHEAT; FOXO_CAEEL; HTOMT_CATRO; I7GT1_SOYBN; OMT15_ORYSJ; OMT17_ORYSJ; PMAT1_ARATH; PMAT2_ | ChEBI |
| Target | E3 ubiquitin-protein ligase Mdm2(Q00987)&Transcription factor p65(Q04206)&Histone acetyltransferase KAT5(Q92993)&Interleukin-1 beta(P01584)&Interleukin-1 receptor antagonist protein(P18510)&Lipoamide acyltransferase component of branched-chain alpha-keto | Herbal Ingredients Targets |
| Patent Database Links | EP1510137; EP1514540; EP1568283; EP1600061; EP1607098; EP1621194; EP1808169; EP1834636; EP1847265; EP1911358; EP1925311; EP1932516; US2002187207; US2004023890; US2004171682; US2006135585; US2007190187; US2007191330; US2007202195; US2007207228; US200721814 | ChEBI |
| Target | Estrogen/progestogen Receptor modulator | Selleck Chemicals |
| H phrase | H315: Causes skin irritation | Acros Organics |
| H phrase | H315: Causes skin irritation; H319: Causes serious eye irritation; H335: May cause respiratory irritation | Acros Organics |
| 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; P280: Wear protective gloves/protective clothing/eye protection/face protection; P302 + P352: IF ON SKIN: Wash with plenty of soap and water; P305 + P351 + P338: IF IN EYES: Rinse cautiously with wate | Acros Organics |
| R phrase | R36/37/38: Irritating to eyes, respiratory system and skin. | Acros Organics |
| S phrase | S22: Do not breathe dust. | Acros Organics |
| S phrase | S22: Do not breathe dust.; S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. | Acros Organics |
| SOLUBILITY | Soluble in Ethyl acetate:; Methanol:Water (100:25:10) | Indofine |
| SOLUBILITY | Soluble in Ethyl acetate:methanol:water (100:25:10); Hygroscopic | Indofine |
| Hazard | XI: Irritant | Acros Organics |
| APPEARANCE | Yellow powder | Indofine |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| NANH-1-B | Sialidase (cluster #1 Of 1), Bacterial | Bacteria | 8000 | 0.34 | Binding ≤ 10μM |
| ABCG2-1-E | ATP-binding Cassette Sub-family G Member 2 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 6200 | 0.35 | Binding ≤ 10μM |
| AHR-1-E | Aryl Hydrocarbon Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 28 | 0.50 | Binding ≤ 10μM |
| ALDR-1-E | Aldose Reductase (cluster #1 Of 5), Eukaryotic | Eukaryotes | 1330 | 0.39 | Binding ≤ 10μM |
| CP1B1-1-E | Cytochrome P450 1B1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 47 | 0.49 | Binding ≤ 10μM |
| DHB1-1-E | Estradiol 17-beta-dehydrogenase 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1050 | 0.40 | Binding ≤ 10μM |
| DHB2-1-E | Estradiol 17-beta-dehydrogenase 2 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 360 | 0.43 | Binding ≤ 10μM |
| GSK3A-1-E | Glycogen Synthase Kinase-3 Alpha (cluster #1 Of 3), Eukaryotic | Eukaryotes | 3500 | 0.36 | Binding ≤ 10μM |
| GSK3B-7-E | Glycogen Synthase Kinase-3 Beta (cluster #7 Of 7), Eukaryotic | Eukaryotes | 3500 | 0.36 | Binding ≤ 10μM |
| LOX15-1-E | Arachidonate 15-lipoxygenase (cluster #1 Of 5), Eukaryotic | Eukaryotes | 2200 | 0.38 | Binding ≤ 10μM |
| LOX5-1-E | Arachidonate 5-lipoxygenase (cluster #1 Of 6), Eukaryotic | Eukaryotes | 2700 | 0.37 | Binding ≤ 10μM |
| MDR3-1-E | P-glycoprotein 3 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 6700 | 0.34 | Binding ≤ 10μM |
| MRP1-1-E | Multidrug Resistance-associated Protein 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 2400 | 0.37 | Binding ≤ 10μM |
| NOX4-1-E | NADPH Oxidase 4 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1200 | 0.39 | Binding ≤ 10μM |
| Q965D6-1-E | 3-oxoacyl-acyl-carrier Protein Reductase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 4000 | 0.36 | Binding ≤ 10μM |
| XDH-2-E | Xanthine Dehydrogenase (cluster #2 Of 2), Eukaryotic | Eukaryotes | 1060 | 0.40 | Binding ≤ 10μM |
| ANDR-1-E | Androgen Receptor (cluster #1 Of 3), Eukaryotic | Eukaryotes | 9700 | 0.33 | Functional ≤ 10μM |
| CP1A1-1-E | Cytochrome P450 1A1 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 750 | 0.41 | ADME/T ≤ 10μM |
| CP1A2-1-E | Cytochrome P450 1A2 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 716 | 0.41 | ADME/T ≤ 10μM |
| CP1B1-1-E | Cytochrome P450 1B1 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 43 | 0.49 | ADME/T ≤ 10μM |
| CP2C9-1-E | Cytochrome P450 2C9 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 6000 | 0.35 | ADME/T ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AHR_HUMAN | P35869 | Aryl Hydrocarbon Receptor, Human | 28 | 0.50 | Binding ≤ 1μM |
| CP1B1_HUMAN | Q16678 | Cytochrome P450 1B1, Human | 47 | 0.49 | Binding ≤ 1μM |
| DHB2_HUMAN | P37059 | Estradiol 17-beta-dehydrogenase 2, Human | 360 | 0.43 | Binding ≤ 1μM |
| Q965D6_PLAFA | Q965D6 | 3-oxoacyl-acyl-carrier Protein Reductase, Plafa | 4000 | 0.36 | Binding ≤ 10μM |
| ALDR_RAT | P07943 | Aldose Reductase, Rat | 1330 | 0.39 | Binding ≤ 10μM |
| LOX15_RABIT | P12530 | Arachidonate 15-lipoxygenase, Rabit | 2200 | 0.38 | Binding ≤ 10μM |
| LOX5_HUMAN | P09917 | Arachidonate 5-lipoxygenase, Human | 2700 | 0.37 | Binding ≤ 10μM |
| AHR_HUMAN | P35869 | Aryl Hydrocarbon Receptor, Human | 28 | 0.50 | Binding ≤ 10μM |
| ABCG2_HUMAN | Q9UNQ0 | ATP-binding Cassette Sub-family G Member 2, Human | 4700 | 0.36 | Binding ≤ 10μM |
| CP1B1_HUMAN | Q16678 | Cytochrome P450 1B1, Human | 47 | 0.49 | Binding ≤ 10μM |
| DHB1_HUMAN | P14061 | Estradiol 17-beta-dehydrogenase 1, Human | 1050 | 0.40 | Binding ≤ 10μM |
| DHB2_HUMAN | P37059 | Estradiol 17-beta-dehydrogenase 2, Human | 360 | 0.43 | Binding ≤ 10μM |
| GSK3A_HUMAN | P49840 | Glycogen Synthase Kinase-3 Alpha, Human | 3500 | 0.36 | Binding ≤ 10μM |
| GSK3B_HUMAN | P49841 | Glycogen Synthase Kinase-3 Beta, Human | 3500 | 0.36 | Binding ≤ 10μM |
| MRP1_HUMAN | P33527 | Multidrug Resistance-associated Protein 1, Human | 2400 | 0.37 | Binding ≤ 10μM |
| NOX4_HUMAN | Q9NPH5 | NADPH Oxidase 4, Human | 1200 | 0.39 | Binding ≤ 10μM |
| MDR3_MOUSE | P21447 | P-glycoprotein 3, Mouse | 6700 | 0.34 | Binding ≤ 10μM |
| NANH_CLOPE | P10481 | Sialidase, Clope | 8000 | 0.34 | Binding ≤ 10μM |
| XDH_HUMAN | P47989 | Xanthine Dehydrogenase, Human | 1060 | 0.40 | Binding ≤ 10μM |
| ANDR_HUMAN | P10275 | Androgen Receptor, Human | 9700 | 0.33 | Functional ≤ 10μM |
| CP1A1_HUMAN | P04798 | Cytochrome P450 1A1, Human | 632 | 0.41 | ADME/T ≤ 10μM |
| CP1A2_HUMAN | P05177 | Cytochrome P450 1A2, Human | 716 | 0.41 | ADME/T ≤ 10μM |
| CP1B1_HUMAN | Q16678 | Cytochrome P450 1B1, Human | 43 | 0.49 | ADME/T ≤ 10μM |
| CP2C9_HUMAN | P11712 | Cytochrome P450 2C9, Human | 6000 | 0.35 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Abacavir transmembrane transport | |
| ABC-family proteins mediated transport | |
| Aflatoxin activation and detoxification | |
| AKT phosphorylates targets in the cytosol | |
| APC truncation mutants have impaired AXIN binding | |
| Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2 | |
| AXIN missense mutants destabilize the destruction complex | |
| Beta-catenin phosphorylation cascade | |
| Cobalamin (Cbl, vitamin B12) transport and metabolism | |
| Constitutive PI3K/AKT Signaling in Cancer | |
| CRMPs in Sema3A signaling | |
| CYP2E1 reactions | |
| Degradation of beta-catenin by the destruction complex | |
| disassembly of the destruction complex and recruitment of AXIN to the membrane | |
| Endogenous sterols | |
| Estrogen biosynthesis | |
| Iron uptake and transport | |
| Methylation | |
| misspliced GSK3beta mutants stabilize beta-catenin | |
| Nuclear Receptor transcription pathway | |
| PPARA activates gene expression | |
| Pregnenolone biosynthesis | |
| Purine catabolism | |
| Regulation of HSF1-mediated heat shock response | |
| S33 mutants of beta-catenin aren't phosphorylated | |
| S37 mutants of beta-catenin aren't phosphorylated | |
| S45 mutants of beta-catenin aren't phosphorylated | |
| 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) | |
| T41 mutants of beta-catenin aren't phosphorylated | |
| The canonical retinoid cycle in rods (twilight vision) | |
| truncations of AMER1 destabilize the destruction complex | |
| XBP1(S) activates chaperone genes | |
| Xenobiotics |
