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COCONUT Compound

Meloside L

CNP0276160.1 · C27H30O16 · View on COCONUT ↗

2D Structure

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Identifiers

NameMeloside L
IUPAC Name6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
COCONUT IDCNP0276160.1
CAS55196-48-0
InChIKeyQWAZWXOCSOFIPS-FASGCTRLSA-N
InChIInChI=1S/C27H30O16/c28-6-15-20(35)23(38)26(43-27-24(39)22(37)19(34)16(7-29)42-27)25(41-15)18-12(33)5-14-17(21(18)36)11(32)4-13(40-14)8-1-2-9(30)10(31)3-8/h1-5,15-16,19-20,22-31,33-39H,6-7H2/t15-,16-,19-,20-,22+,23+,24-,25+,26-,27+/m1/s1
SMILESO=C1C=C(C2=CC=C(O)C(O)=C2)OC2=CC(O)=C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(O)=C12

Properties

Molecular FormulaC27H30O16
Molecular Weight610.52
Exact Mass610.15338
Log P (ALogP)-2.38
TPSA280.43
H-Bond Donors / Acceptors11 / 16
Rotatable Bonds6
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.13
NP-likeness1.93

Classification

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

Reported in GR-MAPs Plants

Oryza sativa as “Oryza Sativa” in COCONUT

References (7)

  1. 10.1016/0305-1978(93)90030-U
  2. 10.1016/0378-4347(91)80597-6
  3. 10.1016/J.PLANTSCI.2013.05.004
  4. 10.1016/S0031-9422(00)83183-0
  5. 10.1016/j.plantsci.2013.05.004
  6. 10.1016/s0031-9422(00)90599-5
  7. 10.1038/srep20942

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.