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COCONUT Compound

Helichrysin A

CNP0252815.3 · C21H22O10 · View on COCONUT ↗

2D Structure

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Identifiers

NameHelichrysin A
IUPAC Name(2~{S})-7-hydroxy-2-(4-hydroxyphenyl)-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one
COCONUT IDCNP0252815.3
CAS529-41-9
InChIKeyMFQIWHVVFBCURA-ITSUVCJSSA-N
InChIInChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)30-15-6-11(24)5-14-17(15)12(25)7-13(29-14)9-1-3-10(23)4-2-9/h1-6,13,16,18-24,26-28H,7-8H2/t13-,16+,18+,19-,20+,21+/m0/s1
SMILESO=C1C[C@@H](C2=CC=C(O)C=C2)OC2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C12

Properties

Molecular FormulaC21H22O10
Molecular Weight434.40
Exact Mass434.12130
Log P (ALogP)-0.02
TPSA166.14
H-Bond Donors / Acceptors6 / 10
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.39
NP-likeness2.25

Classification

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

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (10)

  1. 10.1002/CBDV.201000373
  2. 10.1007/S10600-007-0222-Y
  3. 10.1007/s10600-007-0222-y
  4. 10.1016/S0031-9422(00)85319-4
  5. 10.1021/NP300402K
  6. 10.1021/NP50020A005
  7. 10.1021/np300402k
  8. 10.1111/JIPB.12204
  9. 10.1135/CCCC19593938
  10. 10.1248/CPB.57.361

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.