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COCONUT Compound
1-[(2E)-2-[(2R)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate
CNP0496423.1 · C30H36N2O17 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 1-[(2E)-2-[(2R)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate |
|---|---|
| IUPAC Name | 2-carboxy-1-[2-[(2~{R})-2,6-dicarboxy-2,3-dihydro-1~{H}-pyridin-4-ylidene]ethylidene]-6-[(2~{R},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{S},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-indolin-1-ium-5-olate |
| COCONUT ID | CNP0496423.1 |
| InChIKey | OEGGVRHRHOLHRS-FKJWJFHMSA-N |
| InChI | InChI=1S/C30H36N2O17/c1-10-20(35)22(37)24(39)29(46-10)49-25-23(38)21(36)19(9-33)48-30(25)47-18-8-15-12(7-17(18)34)6-16(28(44)45)32(15)3-2-11-4-13(26(40)41)31-14(5-11)27(42)43/h2-4,7-8,10,14,16,19-25,29-30,33,35-39H,5-6,9H2,1H3,(H4,34,40,41,42,43,44,45)/t10-,14+,16?,19+,20+,21+,22+,23-,24+,25+,29-,30-/m0/s1 |
| SMILES | C[C@@H]1O[C@@H](O[C@H]2[C@@H](OC3=CC4=C(C=C3[O-])CC(C(=O)O)[N+]4=CC=C3C=C(C(=O)O)N[C@@H](C(=O)O)C3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@@H]1O |
Properties
| Molecular Formula | C30H36N2O17 |
|---|---|
| Molecular Weight | 696.62 |
| Exact Mass | 696.20140 |
| Log P (ALogP) | -4.14 |
| TPSA | 308.30 |
| H-Bond Donors / Acceptors | 10 / 15 |
| Rotatable Bonds | 9 |
| Lipinski's Rule of 5 Violations | 3 |
| QED Drug-likeness | 0.11 |
| NP-likeness | 2.33 |
Classification
| NP Pathway | Alkaloids |
|---|---|
| NP Superclass | Tyrosine alkaloids |
| NP Class | Betalain alkaloids |
| Chemical Superclass | Organoheterocyclic compounds |
| Chemical Class | Indoles and derivatives |
| Chemical Subclass | Indolecarboxylic acids and derivatives |
Reported in GR-MAPs Plants
| Nepeta cataria | as “Nepeta cataria” 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.