NPs Basic Information

Name
Hesperetin
Molecular Formula C16H14O6
IUPAC Name*
(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES
COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
InChI
InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
InChIKey
AIONOLUJZLIMTK-AWEZNQCLSA-N
Synonyms
hesperetin; 520-33-2; Hesperitin; 3',5,7-Trihydroxy-4'-methoxyflavanone; (-)-hesperetin; (S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one; YSO2; 5,7,3'-Trihydroxy-4'-methoxyflavanone; Cyanidanon 4'-methyl ether 1626; 41001-90-5; NSC 57654; Prestwick_908; (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one; (-)-(S)-hesperetin; NSC-57654; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-; Eriodictyol 4'-monomethyl ether; CHEBI:28230; Q9Q3D557F1; (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one; (2S)-hesperetin; (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one; (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one; (+-)-Hesperetin; MFCD00075646; (+/-)-Hesperetin; (2s)-5,7-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-2,3-Dihydro-4h-1-Benzopyran-4-One; EINECS 208-290-2; Hesperitine; UNII-Q9Q3D557F1; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-; (2S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (Hesperetin); 6JP; TNP00238; (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone; 4'-Methoxy-3',5,7-trihydroxyflavanone; Spectrum_000181; HESPERETIN [MI]; Prestwick0_000124; Prestwick1_000124; Prestwick2_000124; Prestwick3_000124; Spectrum2_001793; Spectrum3_001104; Spectrum4_001935; Spectrum5_000683; HESPERETIN [FHFI]; HESPERETIN [INCI]; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanone; Oprea1_828704; SCHEMBL39833; BSPBio_000168; BSPBio_002808; KBioGR_002311; KBioSS_000661; SPECTRUM310012; Flavanone, 3',5,7-trihydroxy-4'-methoxy- (VAN); MLS002154205; BIDD:ER0512; DivK1c_001039; SPBio_001745; SPBio_002107; BPBio1_000186; CHEMBL399121; DTXSID4022319; FEMA NO. 4313; BCBcMAP01_000087; BDBM23418; GTPL10953; HMS503O19; KBio1_001039; KBio2_000661; KBio2_003229; KBio2_005797; KBio3_002028; ZINC39092; NINDS_001039; HMS1568I10; HMS2095I10; HMS2230M09; HMS3649H22; HMS3884N11; NP-13; (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one; BCP28273; HY-N0168; BBL104011; CCG-38441; LMPK12140003; s2308; STL557824; AKOS016339567; AC-7970; DB01094; KS-5307; SDCCGMLS-0066605.P001; IDI1_001039; SMP1_000148; NCGC00016482-01; NCGC00016482-02; NCGC00016482-03; NCGC00016482-04; NCGC00142415-01; NCGC00142415-02; 5,7, 3'-Trihydroxy-4'-methoxyflavanone; CAS-520-33-2; SMR001233491; Flavanone, 3',5,7-trihydroxy-4'-methoxy-; H0721; Hesperitin; Hesperin; YSO2; Prestwick_908; SW197026-2; C01709; H10029; A828900; Discontinued. Please see H289480 or H289501; Q411310; SR-01000946723; SR-01000946723-1; BRD-K30553453-001-05-8; BRD-K30553453-001-08-2; Flavanone, 3',5, 7-trihydroxy-4'-methoxy- (VAN); Flavanone, 3',5,7-trihydroxy-4'-methoxy- (VAN) (8CI); (S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one;Hesperetin; (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one; 2,3-DIHYDRO-5,7-DIHYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONE; 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-
CAS 520-33-2
PubChem CID 72281
ChEMBL ID CHEMBL399121
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Flavonoids
        • Subclass: O-methylated flavonoids
          • Direct Parent: 4'-O-methylated flavonoid

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 302.28 ALogp: 2.4
HBD: 3 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 96.2 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.787

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.802 MDCK Permeability: 0.00001270
Pgp-inhibitor: 0.009 Pgp-substrate: 0.033
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.009
30% Bioavailability (F30%): 0.974

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.042 Plasma Protein Binding (PPB): 93.58%
Volume Distribution (VD): 0.808 Fu: 8.76%

ADMET: Metabolism

CYP1A2-inhibitor: 0.917 CYP1A2-substrate: 0.868
CYP2C19-inhibitor: 0.663 CYP2C19-substrate: 0.062
CYP2C9-inhibitor: 0.758 CYP2C9-substrate: 0.923
CYP2D6-inhibitor: 0.623 CYP2D6-substrate: 0.707
CYP3A4-inhibitor: 0.816 CYP3A4-substrate: 0.193

ADMET: Excretion

Clearance (CL): 16.654 Half-life (T1/2): 0.764

ADMET: Toxicity

hERG Blockers: 0.059 Human Hepatotoxicity (H-HT): 0.179
Drug-inuced Liver Injury (DILI): 0.944 AMES Toxicity: 0.133
Rat Oral Acute Toxicity: 0.823 Maximum Recommended Daily Dose: 0.607
Skin Sensitization: 0.914 Carcinogencity: 0.522
Eye Corrosion: 0.011 Eye Irritation: 0.93
Respiratory Toxicity: 0.927
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001068 0.776 D07MGA 1.000
ENC001438 0.671 D0I9HF 0.455
ENC005245 0.478 D0AZ8C 0.420
ENC000699 0.469 D04AIT 0.368
ENC000320 0.469 D0K8KX 0.360
ENC005361 0.450 D06GCK 0.340
ENC001773 0.450 D0E9CD 0.319
ENC001085 0.437 D0R6BI 0.290
ENC002587 0.435 D0L1JW 0.282
ENC005777 0.415 D0F7CS 0.265
*Note: the compound similarity was calculated by RDKIT.