|
Menu

COCONUT Compound

Alcesefoliside

CNP0218462.1 · C33H40O20 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameAlcesefoliside
IUPAC Name2-(3,4-dihydroxyphenyl)-3-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4,5-dihydroxy-3-[(2~{R},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-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-5,7-dihydroxy-chromen-4-one
COCONUT IDCNP0218462.1
CAS124151-38-8
InChIKeyHKNBJSRIYRDSLB-MIORVHIISA-N
InChIInChI=1S/C33H40O20/c1-9-19(38)23(42)26(45)31(48-9)47-8-17-21(40)25(44)30(53-32-27(46)24(43)20(39)10(2)49-32)33(51-17)52-29-22(41)18-15(37)6-12(34)7-16(18)50-28(29)11-3-4-13(35)14(36)5-11/h3-7,9-10,17,19-21,23-27,30-40,42-46H,8H2,1-2H3/t9-,10-,17+,19-,20-,21-,23+,24+,25-,26+,27+,30+,31+,32-,33-/m0/s1
SMILESC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(C4=CC=C(O)C(O)=C4)OC4=CC(O)=CC(O)=C4C3=O)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC33H40O20
Molecular Weight756.66
Exact Mass756.21129
Log P (ALogP)-2.84
TPSA328.35
H-Bond Donors / Acceptors12 / 20
Rotatable Bonds8
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.10
NP-likeness1.89

Classification

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

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT

References (10)

  1. 10.1016/0031-9422(90)80155-A
  2. 10.1016/0031-9422(95)00511-0
  3. 10.1016/S0031-9422(00)00319-8
  4. 10.1016/S0031-9422(98)00501-9
  5. 10.1021/JF010294N
  6. 10.1021/NP020058M
  7. 10.1021/acs.jnatprod.5b00502
  8. 10.1021/np020058m
  9. 10.1248/CPB.48.1242
  10. 10.1590/S0103-50532010000200009

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.