Hesperetin
PubChem CID: 72281
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| Compound Synonyms | hesperetin, Hesperitin, 520-33-2, (-)-hesperetin, 3',5,7-Trihydroxy-4'-methoxyflavanone, (S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, 5,7,3'-Trihydroxy-4'-methoxyflavanone, YSO2, 41001-90-5, Cyanidanon 4'-methyl ether 1626, NSC 57654, (-)-(S)-hesperetin, Eriodictyol 4'-monomethyl ether, (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one, EINECS 208-290-2, NSC-57654, Prestwick_908, FEMA NO. 4313, CHEBI:28230, Q9Q3D557F1, HESPERETIN [MI], 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-, HESPERETIN [FHFI], MFCD00075646, (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one, (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone, DTXSID4022319, NP-13, (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, (2S)-hesperetin, Flavanone, 3',5,7-trihydroxy-4'-methoxy-, 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-, 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-, (S)-Hesperetin, (2s)-5,7-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-2,3-Dihydro-4h-1-Benzopyran-4-One, 2,3-DIHYDRO-5,7-DIHYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, Hesperitine, UNII-Q9Q3D557F1, (2S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (Hesperetin), 6JP, TNP00238, (+-)-Hesperetin, 4'-Methoxy-3',5,7-trihydroxyflavanone, Spectrum_000181, (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, Prestwick0_000124, Prestwick1_000124, Prestwick2_000124, Prestwick3_000124, Spectrum2_001793, Spectrum3_001104, Spectrum4_001935, Spectrum5_000683, 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), Flavanone, 3',5,7-trihydroxy-4'-methoxy-(VAN), MLS002154205, BIDD:ER0512, DivK1c_001039, SPBio_001745, SPBio_002107, BPBio1_000186, CHEMBL399121, DTXCID702319, BCBcMAP01_000087, BDBM23418, GTPL10953, HMS503O19, KBio1_001039, KBio2_000661, KBio2_003229, KBio2_005797, KBio3_002028, Flavanone, 3',5,7-trihydroxy-4'-methoxy-(VAN) (8CI), NINDS_001039, HMS1568I10, HMS2095I10, HMS2230M09, HMS3649H22, HMS3884N11, (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, FH23766, KS-5307, SDCCGMLS-0066605.P001, IDI1_001039, SMP1_000148, NCGC00016482-01, NCGC00016482-02, NCGC00016482-03, NCGC00016482-04, NCGC00142415-01, NCGC00142415-02, 1ST40171, 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-(9CI), 5,7, 3'-Trihydroxy-4'-methoxyflavanone, CAS-520-33-2, SMR001233491, H0721, Hesperitin, Hesperin, YSO2, Prestwick_908, NS00014845, SW197026-2, C01709, H10029, Discontinued. Please see H289480 or H289501, Q411310, SR-01000946723, SR-01000946723-1, BRD-K30553453-001-05-8, BRD-K30553453-001-08-2, BRD-K30553453-001-13-2, Flavanone, 3',5, 7-trihydroxy-4'-methoxy- (VAN), Flavanone, 3',5,7-trihydroxy-4'-methoxy- (VAN) (8CI), (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one, (RS)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanone, (RS)-3',5 ,7-Trihydroxy-4'-methoxy-flavanone, (RS)-Eriodictyol 4'-monomethyl ether, RS-Hesperetin, (2RS)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2 ,3-dihydrochromen-4-one |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 96.2 |
| Hydrogen Bond Donor Count | 3.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC1CC(C2CCCCC2)CC2CCCCC12 |
| Np Classifier Class | Flavanones |
| Deep Smiles | COcccccc6O)))[C@@H]CC=O)ccO6)cccc6O)))O |
| Heavy Atom Count | 22.0 |
| Classyfire Class | Flavonoids |
| Description | Isolated from Mentha (peppermint) and numerous Citrussubspecies, with lemons, tangerines and oranges being especially good sources. Nutriceutical with anti-cancer props. Glycosides also widely distributed Hesperetin is a bioflavonoid and, to be more specific, a flavanone. Hesperidin (a flavonone glycoside) is water soluble due to the presence of the sugar part in its structure, so on ingestion it releases its aglycone i.e: hesperetin. Hesperidin is found in Citrus fruits., Hesperetin is a cholesterol lowering flavanoid found in a number of citrus juices. It appears to reduce cholesteryl ester mass and inhibit apoB secretion by up to 80%. Hesperetin may have antioxidant, anti-inflammatory, anti-allergic, hypolipidemic, vasoprotective and anticarcinogenic actions. Hesperetin is also a biomarker for the consumption of citrus fruits. |
| Scaffold Graph Node Level | OC1CC(C2CCCCC2)OC2CCCCC12 |
| Classyfire Subclass | O-methylated flavonoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 413.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Enzyme Uniprot Id | P35610 |
| Uniprot Id | P35610, P05177, P55157, n.a., P41143, P41145, P35372, P04745, P14061, P37059, P37231, Q07869, P04798, Q16678, P51151, P16473, P33261, P51450, Q16665, P00352, P00811, O15118, P28482, Q13315, Q99714, P04637, P10635, P08684, P11712, O42713, Q96QE3, P83916, P08659, P22303, Q9N1N9, O88397, Q99700, O42275, P81908, P37173, P07265, P49841, Q03181, Q9NUW8, P27169, P0C6X7, Q9Y6L6, Q9NPD5, Q03431, P00918, P00915, P22748, P43166, O43570, P27487, O60341, P0DTD1, P99999 |
| Iupac Name | (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one |
| Prediction Hob | 1.0 |
| Class | Flavonoids |
| Veber Rule | True |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Target Id | NPT1603, NPT1604, NPT208, NPT537, NPT210, NPT213, NPT211, NPT94, NPT538, NPT282, NPT524, NPT149, NPT539, NPT110, NPT109, NPT212, NPT204, NPT591, NPT1062, NPT955, NPT949, NPT1592 |
| Xlogp | 2.4 |
| Superclass | Phenylpropanoids and polyketides |
| Subclass | O-methylated flavonoids |
| Gsk 4 400 Rule | True |
| Molecular Formula | C16H14O6 |
| Scaffold Graph Node Bond Level | O=C1CC(c2ccccc2)Oc2ccccc21 |
| Prediction Swissadme | 0.0 |
| Inchi Key | AIONOLUJZLIMTK-AWEZNQCLSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.1875 |
| Logs | -4.14 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | 2.582 |
| Synonyms | (-)-(S)-Hesperetin, (-)-Hesperetin, (S)-2,3-dihydro-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, (S)-Hesperetin, 3',5,7-Trihydroxy-4'-methoxyflavanone, 5,7, 3'-Trihydroxy-4'-methoxyflavanone, 5,7,3'-Trihydroxy-4'-methoxyflavanone, Cyanidanon 4'-methyl ether 1626, Hesperin, Hesperitin, Prestwick_908, S-3',5,7-Trihydroxy-4'-methoxyflavanone, S-5,7,3'-Trihydroxy-4'-methoxyflavanone, YSO2, (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, hesperetin, hesperitin |
| Substituent Name | 4p-methoxyflavonoid-skeleton, Hydroxyflavonoid, Flavanone, 7-hydroxyflavonoid, 5-hydroxyflavonoid, 3'-hydroxyflavonoid, Flavan, Chromone, 1-benzopyran, Methoxyphenol, Benzopyran, Chromane, Methoxybenzene, Aryl alkyl ketone, Aryl ketone, Resorcinol, Phenol ether, Anisole, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Vinylogous acid, Ketone, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic heteropolycyclic compound |
| Esol Class | Soluble |
| Functional Groups | cC(C)=O, cO, cOC |
| Compound Name | Hesperetin |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 302.079 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 302.079 |
| Hydrogen Bond Acceptor Count | 6.0 |
| Molecular Weight | 302.28 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -3.6237847636363636 |
| 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 |
| Smiles | COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O |
| Nring | 3.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | 4'-O-methylated flavonoids |
| Np Classifier Superclass | Flavonoids |
- 1. Outgoing r'ship
FOUND_INto/from Allamanda Cathartica (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172360481; ISBN:9788185042114 - 2. Outgoing r'ship
FOUND_INto/from Allium Fistulosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Artemisia Dracunculus (Plant) Rel Props:Source_db:fooddb_chem_all - 4. Outgoing r'ship
FOUND_INto/from Citrus Aurantiifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Citrus Aurantium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Citrus Japonica (Plant) Rel Props:Reference:ISBN:9770972795006 - 7. Outgoing r'ship
FOUND_INto/from Citrus Latifolia (Plant) Rel Props:Source_db:npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Citrus Limon (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Citrus Maxima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
FOUND_INto/from Citrus Medica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Citrus Mitis (Plant) Rel Props:Reference:ISBN:9788185042053 - 12. Outgoing r'ship
FOUND_INto/from Citrus Natsudaidai (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 13. Outgoing r'ship
FOUND_INto/from Citrus Reticulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 14. Outgoing r'ship
FOUND_INto/from Citrus Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 15. Outgoing r'ship
FOUND_INto/from Citrus Trifoliata (Plant) Rel Props:Source_db:cmaup_ingredients - 16. Outgoing r'ship
FOUND_INto/from Citrus Unshiu (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 17. Outgoing r'ship
FOUND_INto/from Citrus Wilsonii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Cynara Scolymus (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/2610472 - 19. Outgoing r'ship
FOUND_INto/from Delonix Elata (Plant) Rel Props:Reference:ISBN:9770972795006 - 20. Outgoing r'ship
FOUND_INto/from Epilobium Angustifolium (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/20058867 - 21. Outgoing r'ship
FOUND_INto/from Mentha Aquatica (Plant) Rel Props:Source_db:fooddb_chem_all - 22. Outgoing r'ship
FOUND_INto/from Mentha Arvensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 23. Outgoing r'ship
FOUND_INto/from Mentha Canadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 24. Outgoing r'ship
FOUND_INto/from Mentha Longifolia (Plant) Rel Props:Reference:ISBN:9788185042084 - 25. Outgoing r'ship
FOUND_INto/from Moringa Oleifera (Plant) Rel Props:Reference:ISBN:9770972795006 - 26. Outgoing r'ship
FOUND_INto/from Paulownia Tomentosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 27. Outgoing r'ship
FOUND_INto/from Prunus Persica (Plant) Rel Props:Source_db:fooddb_chem_all - 28. Outgoing r'ship
FOUND_INto/from Rhododendron Dauricum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 29. Outgoing r'ship
FOUND_INto/from Rosmarinus Officinalis (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/21229237 - 30. Outgoing r'ship
FOUND_INto/from Rumex Conglomeratus (Plant) Rel Props:Reference:ISBN:9788185042084 - 31. Outgoing r'ship
FOUND_INto/from Salvia Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all - 32. Outgoing r'ship
FOUND_INto/from Schizonepeta Tenuifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 33. Outgoing r'ship
FOUND_INto/from Solanum Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 34. Outgoing r'ship
FOUND_INto/from Sophora Flavescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 35. Outgoing r'ship
FOUND_INto/from Spatholobus Suberectus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 36. Outgoing r'ship
FOUND_INto/from Taraxacum Borealisinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 37. Outgoing r'ship
FOUND_INto/from Taraxacum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 38. Outgoing r'ship
FOUND_INto/from Taraxacum Mongolicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 39. Outgoing r'ship
FOUND_INto/from Taraxacum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 40. Outgoing r'ship
FOUND_INto/from Taraxacum Platycarpum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 41. Outgoing r'ship
FOUND_INto/from Thymus Quinquecostatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 42. Outgoing r'ship
FOUND_INto/from Thymus Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all