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COCONUT Compound
7-[(2~{S},3~{R},4~{R},5~{R},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-4-phenyl-chromen-2-one
CNP0602752.1 · C27H30O14 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | 7-[(2~{S},3~{R},4~{R},5~{R},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-4-phenyl-chromen-2-one |
|---|---|
| COCONUT ID | CNP0602752.1 |
| InChIKey | QMZDKYLSMNZWBX-URHRLZKWSA-N |
| InChI | InChI=1S/C27H30O14/c28-9-16-20(32)21(33)23(35)27(39-16)41-25-17(10-29)40-26(24(36)22(25)34)37-12-6-14(30)19-13(11-4-2-1-3-5-11)8-18(31)38-15(19)7-12/h1-8,16-17,20-30,32-36H,9-10H2/t16-,17-,20-,21+,22-,23-,24-,25+,26-,27+/m1/s1 |
| SMILES | O=C1C=C(C2=CC=CC=C2)C2=C(O)C=C(O[C@@H]3O[C@H](CO)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)C=C2O1 |
Properties
| Molecular Formula | C27H30O14 |
|---|---|
| Molecular Weight | 578.52 |
| Exact Mass | 578.16356 |
| Log P (ALogP) | -1.83 |
| TPSA | 228.97 |
| H-Bond Donors / Acceptors | 8 / 14 |
| Rotatable Bonds | 7 |
| Lipinski's Rule of 5 Violations | 3 |
| QED Drug-likeness | 0.14 |
| NP-likeness | 1.58 |
Classification
| NP Pathway | Shikimates and Phenylpropanoids |
|---|---|
| NP Superclass | Coumarins |
| NP Class | Simple coumarins |
| Chemical Superclass | Phenylpropanoids and polyketides |
| Chemical Class | Neoflavonoids |
| Chemical Subclass | Neoflavonoid 7-O-glycosides |
Reported in GR-MAPs Plants
| Tephrosia purpurea | as “Tephrosia purpurea” in COCONUT |
|---|
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.