{"Abbreviation":"","Aliases":["(S)-Naringenin","salipurpol","(S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one","Naringenine","Salipurol","(2S)-Naringenin","pelargidanon","naringetol","Asahina","NARIGENIN"],"CAS":"480-41-1","ChEBI":"CHEBI:17846","ChEMBL":"CHEMBL9352","ChemicalClasses":[],"Chirality":"absolute","Dosing Info":[],"DrugClasses":[],"EINECS":"207-550-2","European Community (EC) Number":"207-550-2","HMDB ID":"HMDB0002670","HeavyAtomCount":20,"IUPACName":"(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one","InChI":"InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1","InChIKey":"FTVWIRXFELQLPI-ZDUSSCGKSA-N","MeSH Pharmacological Classification":"Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)","Melting Point":"251 °C","MolecularFormula":"C\u003csub\u003e15\u003c/sub\u003eH\u003csub\u003e12\u003c/sub\u003eO\u003csub\u003e5\u003c/sub\u003e","MolecularWeight":"272.25 g/mol","Opticalactivity":"UNSPECIFIED","Physical Description":"Solid","PrevSalts":[],"PubChemId":439246,"Record Description":["(S)-naringenin is the (S)-enantiomer of naringenin. It has a role as an expectorant and a plant metabolite. It is a naringenin and a (2S)-flavan-4-one. It is a conjugate acid of a (S)-naringenin(1-). It is an enantiomer of a (R)-naringenin.","Naringenin has been reported in Camellia sinensis, Humulus lupulus, and other organisms with data available.","See also: Naringin (has subclass); Flavanone (subclass of).","(S)-naringenin is the (S)-enantiomer of naringenin. It has a role as an expectorant and a plant metabolite. It is a naringenin and a (2S)-flavan-4-one. It is a conjugate acid of a (S)-naringenin(1-). It is an enantiomer of a (R)-naringenin."],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Naringenin","Name":"Naringenin","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q418374","Name":"Naringenin","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB03467","Name":"Naringenin","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/439246","Name":"Naringenin","Sub":false}]},{"Name":"ChemSpider","Urls":[{"Link":"https://www.chemspider.com/Chemical-Structure.10994111.html","Name":"Naringenin","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL9352","Name":"Naringenin","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:17846","Name":"Naringenin","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=480-41-1","Name":"Naringenin","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0002670","Name":"Naringenin","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C00509","Name":"Naringenin","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/HN5425SBF2","Name":"Naringenin","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID1022392","Name":"Naringenin","Sub":false}]}],"SMILES":"C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O","StoreUNII":["HN5425SBF2"],"StructureBase64":"<svg xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink" height="75.055mm" version="1.2" viewBox="0 0 133.114 75.055" width="133.114mm">
      
    <desc>Generated by the Chemistry Development Kit (http://github.com/cdk)</desc>
      
    <g fill="#FF0D0D" stroke="#000000" stroke-linecap="round" stroke-linejoin="round" stroke-width=".7">
            
        <rect fill="#FFFFFF" height="76.0" stroke="none" width="134.0" x=".0" y=".0"/>
            
        <g class="mol" id="mol1">
                  
            <line class="bond" id="mol1bnd1" x1="73.154" x2="73.154" y1="49.114" y2="33.874"/>
                  
            <line class="bond" id="mol1bnd2" x1="73.154" x2="63.223" y1="33.874" y2="28.144"/>
                  
            <line class="bond" id="mol1bnd3" x1="56.665" x2="46.738" y1="28.147" y2="33.874"/>
                  
            <g class="bond" id="mol1bnd4">
                        
                <line x1="46.738" x2="33.53" y1="33.874" y2="26.254"/>
                        
                <line x1="44.3" x2="33.53" y1="35.282" y2="29.069"/>
                      
            </g>
                  
            <line class="bond" id="mol1bnd5" x1="33.53" x2="20.322" y1="26.254" y2="33.874"/>
                  
            <g class="bond" id="mol1bnd6">
                        
                <line x1="20.322" x2="20.322" y1="33.874" y2="49.114"/>
                        
                <line x1="22.761" x2="22.761" y1="35.282" y2="47.705"/>
                      
            </g>
                  
            <line class="bond" id="mol1bnd7" x1="20.322" x2="33.53" y1="49.114" y2="56.734"/>
                  
            <g class="bond" id="mol1bnd8">
                        
                <line x1="33.53" x2="46.738" y1="56.734" y2="49.114"/>
                        
                <line x1="33.53" x2="44.3" y1="53.919" y2="47.705"/>
                      
            </g>
                  
            <line class="bond" id="mol1bnd9" x1="46.738" x2="46.738" y1="33.874" y2="49.114"/>
                  
            <line class="bond" id="mol1bnd10" x1="46.738" x2="59.946" y1="49.114" y2="56.734"/>
                  
            <line class="bond" id="mol1bnd11" x1="73.154" x2="59.946" y1="49.114" y2="56.734"/>
                  
            <g class="bond" id="mol1bnd12">
                        
                <line x1="61.166" x2="61.166" y1="56.03" y2="68.052"/>
                        
                <line x1="58.727" x2="58.727" y1="56.03" y2="68.052"/>
                      
                <line class="hi" stroke="#FF0D0D" x1="61.166" x2="61.166" y1="68.052" y2="62.041000000000004"/>
                <line class="hi" stroke="#FF0D0D" x1="58.727" x2="58.727" y1="68.052" y2="62.041000000000004"/>
            </g>
                  
            <line class="bond" id="mol1bnd13" x1="33.53" x2="33.53" y1="56.734" y2="68.052"/>
                  
            <line class="bond" id="mol1bnd14" x1="20.322" x2="10.401" y1="33.874" y2="28.143"/>
                  
            <g class="bond" id="mol1bnd15">
                        
                <line x1="72.979" x2="73.329" y1="33.571" y2="34.177"/>
                        
                <line x1="74.74" x2="75.34" y1="32.265" y2="33.304"/>
                        
                <line x1="76.5" x2="77.35" y1="30.96" y2="32.432"/>
                        
                <line x1="78.26" x2="79.36" y1="29.654" y2="31.56"/>
                        
                <line x1="80.02" x2="81.371" y1="28.349" y2="30.687"/>
                        
                <line x1="81.781" x2="83.381" y1="27.044" y2="29.815"/>
                        
                <line x1="83.541" x2="85.392" y1="25.738" y2="28.943"/>
                        
                <line x1="85.301" x2="87.402" y1="24.433" y2="28.07"/>
                      
            </g>
                  
            <g class="bond" id="mol1bnd16">
                        
                <line x1="86.274" x2="86.351" y1="11.012" y2="26.252"/>
                        
                <line x1="88.719" x2="88.783" y1="12.391" y2="24.847"/>
                      
            </g>
                  
            <line class="bond" id="mol1bnd17" x1="86.274" x2="99.138" y1="11.012" y2="3.326"/>
                  
            <g class="bond" id="mol1bnd18">
                        
                <line x1="112.893" x2="99.138" y1="10.876" y2="3.326"/>
                        
                <line x1="110.462" x2="99.19" y1="12.324" y2="6.136"/>
                      
            </g>
                  
            <line class="bond" id="mol1bnd19" x1="112.893" x2="112.97" y1="10.876" y2="26.116"/>
                  
            <g class="bond" id="mol1bnd20">
                        
                <line x1="99.293" x2="112.97" y1="33.806" y2="26.116"/>
                        
                <line x1="99.316" x2="110.525" y1="30.996" y2="24.694"/>
                      
            </g>
                  
            <line class="bond" id="mol1bnd21" x1="86.351" x2="99.293" y1="26.252" y2="33.806"/>
                  
            <line class="bond" id="mol1bnd22" x1="112.893" x2="122.729" y1="10.876" y2="5.021"/>
                  
            <path class="atom" d="M62.206 26.251q-.0 .756 -.256 1.327q-.256 .566 -.756 .881q-.5 .316 -1.245 .316q-.756 -.0 -1.262 -.316q-.506 -.315 -.756 -.887q-.244 -.571 -.244 -1.333q.0 -.75 .244 -1.31q.25 -.565 .756 -.881q.506 -.316 1.274 -.316q.733 .0 1.233 .316q.5 .31 .756 .875q.256 .566 .256 1.328zM58.342 26.251q.0 .922 .387 1.458q.393 .53 1.22 .53q.84 .0 1.221 -.53q.387 -.536 .387 -1.458q-.0 -.929 -.387 -1.453q-.381 -.524 -1.209 -.524q-.833 .0 -1.226 .524q-.393 .524 -.393 1.453z" id="mol1atm3" stroke="none"/>
                  
            <path class="atom" d="M62.206 71.971q-.0 .756 -.256 1.327q-.256 .566 -.756 .881q-.5 .316 -1.245 .316q-.756 -.0 -1.262 -.316q-.506 -.315 -.756 -.887q-.244 -.571 -.244 -1.333q.0 -.75 .244 -1.31q.25 -.565 .756 -.881q.506 -.316 1.274 -.316q.733 .0 1.233 .316q.5 .31 .756 .875q.256 .566 .256 1.328zM58.342 71.971q.0 .922 .387 1.458q.393 .53 1.22 .53q.84 .0 1.221 -.53q.387 -.536 .387 -1.458q-.0 -.929 -.387 -1.453q-.381 -.524 -1.209 -.524q-.833 .0 -1.226 .524q-.393 .524 -.393 1.453z" id="mol1atm11" stroke="none"/>
                  
            <g class="atom" id="mol1atm12">
                        
                <path d="M35.79 71.971q-.0 .756 -.256 1.327q-.256 .566 -.756 .881q-.5 .316 -1.245 .316q-.756 -.0 -1.262 -.316q-.506 -.315 -.756 -.887q-.244 -.571 -.244 -1.333q.0 -.75 .244 -1.31q.25 -.565 .756 -.881q.506 -.316 1.274 -.316q.733 .0 1.233 .316q.5 .31 .756 .875q.256 .566 .256 1.328zM31.926 71.971q.0 .922 .387 1.458q.393 .53 1.22 .53q.84 .0 1.221 -.53q.387 -.536 .387 -1.458q-.0 -.929 -.387 -1.453q-.381 -.524 -1.209 -.524q-.833 .0 -1.226 .524q-.393 .524 -.393 1.453z" stroke="none"/>
                        
                <path d="M40.096 74.423h-.619v-2.286h-2.513v2.286h-.613v-4.899h.613v2.072h2.513v-2.072h.619v4.899z" stroke="none"/>
                      
            </g>
                  
            <g class="atom" id="mol1atm13">
                        
                <path d="M9.385 26.249q-.0 .756 -.256 1.327q-.256 .566 -.756 .881q-.5 .316 -1.245 .316q-.756 -.0 -1.262 -.316q-.506 -.315 -.756 -.887q-.244 -.571 -.244 -1.333q.0 -.75 .244 -1.31q.25 -.566 .756 -.881q.506 -.316 1.274 -.316q.733 .0 1.233 .316q.5 .309 .756 .875q.256 .566 .256 1.328zM5.521 26.249q.0 .922 .387 1.458q.393 .53 1.22 .53q.84 -.0 1.221 -.53q.387 -.536 .387 -1.458q-.0 -.929 -.387 -1.453q-.381 -.524 -1.209 -.524q-.833 .0 -1.226 .524q-.393 .524 -.393 1.453z" stroke="none"/>
                        
                <path d="M4.305 28.701h-.62v-2.286h-2.512v2.286h-.613v-4.899h.613v2.071h2.512v-2.071h.62v4.899z" stroke="none"/>
                      
            </g>
                  
            <g class="atom" id="mol1atm20">
                        
                <path d="M128.247 3.078q.0 .756 -.255 1.328q-.256 .565 -.757 .881q-.5 .315 -1.244 .315q-.756 .0 -1.262 -.315q-.506 -.316 -.756 -.887q-.244 -.572 -.244 -1.334q.0 -.75 .244 -1.309q.25 -.566 .756 -.881q.506 -.316 1.274 -.316q.732 .0 1.232 .316q.501 .309 .757 .875q.255 .565 .255 1.327zM124.384 3.078q-.0 .923 .387 1.459q.393 .53 1.22 .53q.84 -.0 1.221 -.53q.387 -.536 .387 -1.459q-.0 -.929 -.387 -1.452q-.381 -.524 -1.209 -.524q-.833 -.0 -1.226 .524q-.393 .523 -.393 1.452z" stroke="none"/>
                        
                <path d="M132.554 5.531h-.619v-2.286h-2.513v2.286h-.613v-4.9h.613v2.072h2.513v-2.072h.619v4.9z" stroke="none"/>
                      
            </g>
                
            <line class="hi" id="mol1bnd2" stroke="#FF0D0D" x1="63.223" x2="68.1885" y1="28.144" y2="31.009"/>
            <line class="hi" id="mol1bnd3" stroke="#FF0D0D" x1="56.665" x2="51.701499999999996" y1="28.147" y2="31.0105"/>
            <line class="hi" id="mol1bnd13" stroke="#FF0D0D" x1="33.53" x2="33.53" y1="68.052" y2="62.393"/>
            <line class="hi" id="mol1bnd14" stroke="#FF0D0D" x1="10.401" x2="15.3615" y1="28.143" y2="31.0085"/>
            <line class="hi" id="mol1bnd14" stroke="#FF0D0D" x1="10.401" x2="15.3615" y1="28.143" y2="31.0085"/>
            <line class="hi" id="mol1bnd22" stroke="#FF0D0D" x1="122.729" x2="117.811" y1="5.021" y2="7.948499999999999"/>
        </g>
          
    </g>
    
</svg>
","Title":"Naringenin","UNII":"HN5425SBF2","Wikidata":"Q418374","XLogP":2.4}