| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| July 23rd, 2004 | 20 | Yes |
Popular Name: Naringenin Naringenin
Find On: PubMed — Wikipedia — Google
CAS Numbers: 480-41-1 , 578-86-9 , 67604-48-2 , 93602-28-9 , [480-41-1] , [578-86-9] , [67604-48-2] , [93602-28-9]
"4',5,7-Trihydroxyflavanone, 96%"
(-)-(2S)-Naringenin; (2S)-Naringenin; 4',5,7-Trihydroxyflavanone; 480-41-1; C00509; Naringenin
(-)-Naringenin;Asahina;Naringenin;Naringenine;Naringetol;Pelargidanon;Salipurol;Salipurpol
(2S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
(S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
4',5,7-Trihydroxyflavanone, 97%
480-41-1; Naringenine; Prestwick_531
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
CHEBI:44288; CHEBI:14640; CHEBI:7483; CHEBI:25484; CHEBI:25488
Liquiritigenin with HPLC [578-86-9]
Liquiritigenin with HPLC [578-86-9]; (7,4'-Dihydroxyflavanone)
Liquiritigenin with HPLC, 99+% [41680-09-5]
Naringenin with HPLC [480-41-1]; (5,7,4'-Trihydroxyflavanone)
Naringenin with HPLC, 99+% [480-41-1]
Naringenin [480-41-1]; (5,7,4'-Trihydroxyflavanone)
Naringenin, 98% [480-41-1]; (5,7,4'-Trihydroxyflavanone)
Naringenin-7-O-glucoside [529-55-5]
| 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) | 2.12 | 0.88 | -10.44 | 3 | 5 | 0 | 87 | 272.256 | 1 | ↓ |
| Hi High (pH 8-9.5) | 2.12 | 1.87 | -51.65 | 2 | 5 | -1 | 90 | 271.248 | 1 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Molecular_Solubility | 2.16 | Bitter DB |
| APPEARANCE | .; Brown crystalline powder | Indofine |
| APPEARANCE | .; Cream colored powder | Indofine |
| ALOGPS_SOLUBILITY | 2.14e-01 g/l | DrugBank-experimental |
| M.P. | 206-208 C | Indofine |
| M.P. | 206-208C | Indofine |
| MP | 206-208o C | Indofine |
| M.P. | 222-224 C | Indofine |
| MP | 222-224o C | Indofine |
| MP | 244-245o C | Indofine |
| Mp [°C] | 247 - 254 | Acros Organics |
| Melting_Point | 248-251? | Alfa-Aesar |
| Melting_Point | 248-251° | Alfa-Aesar |
| M.P. | 251-253 C | Indofine |
| MP | 254-256o C | Indofine |
| Purity | 95% | Fluorochem |
| Therapy | antiulcer, gibberellin antagonist | SMDC MicroSource |
| UniProt Database Links | CF1B1_SOYBN; CF1B2_SOYBN; CFI1A_SOYBN; CFI1_ARATH; CFI1_CHRMO; CFI1_FRAAN; CFI1_LOTJA; CFI1_MEDSA; CFI1_PETHY; CFI1_SOYBN; CFI1_VITVI; CFI2A_SOYBN; CFI2B_SOYBN; CFI2_ARATH; CFI2_CHRMO; CFI2_FRAAN; CFI2_LOTJA; CFI2_MEDSA; CFI2_PETHY; CFI2_VITVI; CFI3_LOTJA | ChEBI |
| Patent Database Links | EP0774249; EP0920870; EP1438962; EP1514540; EP1524269; EP1574217; EP1591123; EP1616873; EP1652527; EP1842541; EP1911358; EP1925311; US2007202195; US2007207949; US2007232527; US2007248700; WO2007103427; WO2007109600; WO2007132215; WO2007136428 | ChEBI |
| UniProt Database Links | FL3H_PETCR; FLS_PETCR; FNSI_PETCR; N8DT1_SOPFL; N8DT2_SOPFL; NOMT_ORYSJ | ChEBI |
| Indications | grapefruit flavinoid food suppliment | KeyOrganics Bioactives |
| H phrase | H335: May cause respiratory irritation | Acros Organics |
| H phrase | H335: May cause respiratory irritation; H315: Causes skin irritation; H302: Harmful if swallowed; H319: Causes serious eye irritation | Acros Organics |
| SOLUBILITY | Merck Index 12, 6511 | Indofine |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray | Acros Organics |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye | Acros Organics |
| Target | P450 | Selleck Chemicals |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| R phrase | R22: Harmful if swallowed.; R36/37/38: Irritating to eyes, respiratory system and skin. | Acros Organics |
| 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 |
| SOLUBILITY | Soluble in 5 mg/20 ml ethanol | Indofine |
| SOLUBILITY | Soluble in 5mg/20ml Ethanol | Indofine |
| SOLUBILITY | Soluble in alcohol, ether, benzene | Indofine |
| SOLUBILITY | Soluble in Toluene:Dioxane:; Acetic acid (95:25:4) | Indofine |
| SOLUBILITY | Soluble in toluene:dioxane:acetic acid (95:25:4) | Indofine |
| Target | Steroid 17-alpha-hydroxylase/17,20 lyase(P05093)&Early activation antigen CD69(Q07108)&Eukaryotic translation initiation factor 4E(P06730)&Insulin(P01308)&Adenosine receptor A2a(P29274)&Neuronal acetylcholine receptor subunit alpha-4(P43681)&Gamma-aminobu | Herbal Ingredients Targets |
| APPEARANCE | White powder | Indofine |
| Hazard | XN: Harmful | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| CBR1-1-E | Carbonyl Reductase [NADPH] 1 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 3430 | 0.38 | Binding ≤ 10μM |
| CP19A-1-E | Cytochrome P450 19A1 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 3 | 0.60 | Binding ≤ 10μM |
| CP1B1-1-E | Cytochrome P450 1B1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3656 | 0.38 | Binding ≤ 10μM |
| DHB1-1-E | Estradiol 17-beta-dehydrogenase 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 4960 | 0.37 | Binding ≤ 10μM |
| MRP1-1-E | Multidrug Resistance-associated Protein 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 2400 | 0.39 | Binding ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| CP19A_HUMAN | P11511 | Cytochrome P450 19A1, Human | 2.9 | 0.60 | Binding ≤ 1μM |
| CBR1_HUMAN | P16152 | Carbonyl Reductase [NADPH] 1, Human | 3430 | 0.38 | Binding ≤ 10μM |
| CP19A_HUMAN | P11511 | Cytochrome P450 19A1, Human | 2.9 | 0.60 | Binding ≤ 10μM |
| CP1B1_HUMAN | Q16678 | Cytochrome P450 1B1, Human | 3656 | 0.38 | Binding ≤ 10μM |
| DHB1_HUMAN | P14061 | Estradiol 17-beta-dehydrogenase 1, Human | 4960 | 0.37 | Binding ≤ 10μM |
| MRP1_HUMAN | P33527 | Multidrug Resistance-associated Protein 1, Human | 2400 | 0.39 | Binding ≤ 10μM |
| Description | Species |
|---|---|
| ABC-family proteins mediated transport | |
| Cobalamin (Cbl, vitamin B12) transport and metabolism | |
| Endogenous sterols | |
| Estrogen biosynthesis | |
| Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE) | |
| Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET) | |
| Synthesis of Leukotrienes (LT) and Eoxins (EX) | |
| Synthesis of Prostaglandins (PG) and Thromboxanes (TX) | |
| The canonical retinoid cycle in rods (twilight vision) |
