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COCONUT Compound

6''-O-Acetylastragalin

CNP0273332.1 · C23H22O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name6''-O-Acetylastragalin
IUPAC Name[(2~{R},3~{S},4~{S},5~{R},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl acetate
COCONUT IDCNP0273332.1
CAS118169-27-0
InChIKeyAKENCGNASJPQNR-LNNZMUSMSA-N
InChIInChI=1S/C23H22O12/c1-9(24)32-8-15-17(28)19(30)20(31)23(34-15)35-22-18(29)16-13(27)6-12(26)7-14(16)33-21(22)10-2-4-11(25)5-3-10/h2-7,15,17,19-20,23,25-28,30-31H,8H2,1H3/t15-,17-,19+,20-,23+/m1/s1
SMILESCC(=O)OC[C@H]1O[C@@H](OC2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(O)=C3C2=O)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular FormulaC23H22O12
Molecular Weight490.42
Exact Mass490.11113
Log P (ALogP)0.33
TPSA196.35
H-Bond Donors / Acceptors6 / 12
Rotatable Bonds5
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.27
NP-likeness2.03

Classification

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

Reported in GR-MAPs Plants

Crocus sativus as “Crocus sativus” in COCONUT

References (9)

  1. 10.1002/JSSC.200900348
  2. 10.1007/S10600-011-9847-Y
  3. 10.1016/0031-9422(88)80043-8
  4. 10.1016/0031-9422(95)00383-I
  5. 10.1016/J.PHYTOCHEM.2014.03.027
  6. 10.1016/S0031-9422(00)89581-3
  7. 10.1016/j.phytochem.2014.03.027
  8. 10.1021/JF0307402
  9. 10.1021/NP0302854

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.