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COCONUT Compound

astragaloside

CNP0174885.3 · C28H32O17 · View on COCONUT ↗

2D Structure

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Identifiers

Nameastragaloside
IUPAC Name5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one
COCONUT IDCNP0174885.3
CAS17429-69-5
InChIKeyGPZLFWVUSQREQH-QDYVESOYSA-N
InChIInChI=1S/C28H32O17/c1-40-13-4-9(2-3-11(13)31)25-26(20(35)17-12(32)5-10(30)6-14(17)42-25)45-28-24(39)22(37)19(34)16(44-28)8-41-27-23(38)21(36)18(33)15(7-29)43-27/h2-6,15-16,18-19,21-24,27-34,36-39H,7-8H2,1H3/t15-,16-,18-,19-,21+,22+,23-,24-,27-,28+/m1/s1
SMILESCOC1=CC(C2=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C(=O)C3=C(O)C=C(O)C=C3O2)=CC=C1O

Properties

Molecular FormulaC28H32O17
Molecular Weight640.55
Exact Mass640.16395
Log P (ALogP)-2.41
TPSA278.66
H-Bond Donors / Acceptors10 / 17
Rotatable Bonds8
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.12
NP-likeness1.79

Classification

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

Reported in GR-MAPs Plants

Cassia angustifolia as “Senna alexandrina” in COCONUT

References (9)

  1. 10.1007/BF00566985
  2. 10.1007/BF00571151
  3. 10.1007/BF00580090
  4. 10.1007/S10600-016-1870-6
  5. 10.1007/s10600-016-1870-6
  6. 10.1016/0031-9422(82)83030-6
  7. 10.1016/S0031-9422(00)89592-8
  8. 10.1016/S0031-9422(96)00663-2
  9. 10.1021/JF970924E

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.