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COCONUT Compound

hesperidin

CNP0140888.1 · C28H34O15 · View on COCONUT ↗

2D Structure

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Identifiers

Namehesperidin
IUPAC Name(2~{S})-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one
COCONUT IDCNP0140888.1
CAS520-26-3
InChIKeyQUQPHWDTPGMPEX-QJBIFVCTSA-N
InChIInChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
SMILESCOC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3O2)C=C1O

Properties

Molecular FormulaC28H34O15
Molecular Weight610.57
Exact Mass610.18977
Log P (ALogP)-1.16
TPSA234.29
H-Bond Donors / Acceptors8 / 15
Rotatable Bonds7
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.18
NP-likeness1.95

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavanones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassFlavonoid glycosides

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Mentha piperita as “Mentha piperita; Mentha piperita piperita; Mentha X piperita” in COCONUT
Daucus carota as “Daucus Carota” in COCONUT
Rosmarinus officinalis as “Rosmarinus officinalis” in COCONUT
Mentha Arvensis as “Mentha arvensis” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT
Hyssopus officinalis as “Hyssopus officinalis” in COCONUT

References (83)

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  22. 10.1016/0305-1978(95)00109-3
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  32. 10.1016/S0031-9422(98)00110-1
  33. 10.1016/S0031-9422(99)00338-6
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Showing 40 of 83. See all references on COCONUT.

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.