Details of the Drug Inactive Ingredient (DIG)

General Information of DIG (ID: E00QLA)
DIG Name
Neohesperidin dihydrochalcone
Synonyms    Click to Show/Hide the Synonyms of This DIG
neohesperidin dihydrochalcone; 20702-77-6; Nhdc; Neohesperidin dc; Neohesperidin dhc; Neohesperidine dihydrochalcone; Neohesperidine; UNII-3X476D83QV; Neosperidin dihydrochalcone; neohesperidin dihydrochalone; Neohesperidin-dihydrochalcone; CHEBI:83535; 3X476D83QV; 1-(4-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; Neohesperidin Dihydrochalcone (Nhdc); NCI-C60764; 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; 1-Propanone, 1-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-; CCRIS 4848; EINECS 243-978-6; 1-Propanone, 1-[4-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-; C28H36O15; Neosperidin-dihydrochalcone; DSSTox_CID_5706; DSSTox_RID_77887; DSSTox_GSID_25706; 1-(4-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-; 1-Propanone, 1-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-me; 3,5-Dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl) 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside; Glucopyranoside, 3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-; SCHEMBL909958; CHEMBL1159645; DTXSID3025706; ITVGXXMINPYUHD-CUVHLRMHSA-; HMS3884H13; HY-N0154; ZINC4175639; Tox21_200303; MFCD00017711; s2331; 1-(4-((2-O-[6-Deoxy-α AKOS015895239; CCG-270237; CS-6419; NCGC00091109-01; NCGC00091109-02; NCGC00091109-04; NCGC00257857-01; 3,5-dihydroxy-4-[3-(3-hydroxy-4-methoxyphenyl)propanoyl]phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside; AS-15190; Glucopyranoside, 3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl-2-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-; O413; Neohesperidin dihydrochalcone, >=96%, FG; CAS-20702-77-6; N0675; Neohesperidin dihydrochalcone, >=95% (HPLC); Neohesperidin dihydrochalcone, analytical standard; 702N776; Q424595; SR-01000883756; Q-201457; SR-01000883756-1; BRD-K61032563-001-02-9; Neohesperidin dihydrochalcone, European Pharmacopoeia (EP) Reference Standard; Neohesperidin dihydrochalcone, United States Pharmacopeia (USP) Reference Standard; 1-(4-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; 1-(4-((2-O-[6-Deoxy-alpha-L-mannopyranosyl]-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone; 1-(4-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5; 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one
DIG Function
Flavoring agent
PubChem CID
30231
Formula
C28H36O15
Canonical SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)OC)O)O)CO)O)O)O)O)O
InChI
1S/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
InChIKey
ITVGXXMINPYUHD-CUVHLRMHSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This DIG
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=30231"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 612.6 Topological Polar Surface Area 245
XlogP -0.3 Complexity 882
Heavy Atom Count 43 Rotatable Bond Count 10
Hydrogen Bond Donor Count 9 Hydrogen Bond Acceptor Count 15
Full List of Biological Targets of DIG (DBTs) Regulated by This DIG
      Transferase (TFase)
            DBT Name: Glycogen synthase kinase-3 beta (GSK3B) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 100000 nM (estimated based on the structural similarity with CHEMBL449317 ) [1]
                    Structural Similarity Tanimoto coefficient = 0.975308642
                    Tested Species Homo sapiens (Human)
                    UniProt ID GSK3B_HUMAN
      Hydrolase (HDase)
            DBT Name: Small CTD phosphatase 1 (CTDSP1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 20733 nM (estimated based on the structural similarity with CHEMBL449317 ) [2]
                    Structural Similarity Tanimoto coefficient = 0.975308642
                    Tested Species Homo sapiens (Human)
                    UniProt ID CTDS1_HUMAN
      Potential-driven transporter (PDT)
            DBT Name: Solute carrier SLCO2B1 (OATPB) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio = 85.3 % (tested by experiment) [3]
                    Tested Species Homo sapiens (Human)
                    UniProt ID SO2B1_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio = 32.9 % (tested by experiment) [3]
                    Tested Species Homo sapiens (Human)
                    UniProt ID SO2B1_HUMAN
               Experiment (3) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 20.1 uM (tested by experiment) [3]
                    Tested Species Homo sapiens (Human)
                    UniProt ID SO2B1_HUMAN
References
1 Flavonoids as lead compounds modulating the enzyme targets in Alzheimers disease. Med Chem Res (2013) 22:3061-3075.
2 PubChem BioAssay data set.
3 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.