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COCONUT Compound

(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[(1~{R},2~{S})-3-hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-1-(4-hydroxy-3-methoxy-phenyl)propoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

CNP0159297.1 · C25H34O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[(1~{R},2~{S})-3-hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-1-(4-hydroxy-3-methoxy-phenyl)propoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0159297.1
InChIKeyBGHJPAAKWMIBKL-RRNJGUTDSA-N
InChIInChI=1S/C25H34O12/c1-34-18-10-14(5-6-15(18)29)24(37-25-23(33)22(32)21(31)19(11-27)36-25)20(12-28)35-17-7-4-13(3-2-8-26)9-16(17)30/h4-7,9-10,19-33H,2-3,8,11-12H2,1H3/t19-,20+,21-,22+,23-,24-,25+/m1/s1
SMILESCOC1=CC([C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](CO)OC2=CC=C(CCCO)C=C2O)=CC=C1O

Properties

Molecular FormulaC25H34O12
Molecular Weight526.54
Exact Mass526.20503
Log P (ALogP)-0.67
TPSA198.76
H-Bond Donors / Acceptors8 / 12
Rotatable Bonds12
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.17
NP-likeness1.58

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassNeolignans
Chemical SuperclassLignans, neolignans and related compounds
Chemical ClassLignan glycosides
Chemical SubclassLignan glycosides

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT

References (4)

  1. 10.1016/0031-9422(81)84046-0
  2. 10.1016/0031-9422(92)83751-J
  3. 10.1016/0031-9422(96)00122-7
  4. 10.3891/ACTA.CHEM.SCAND.39B-0241

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.