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COCONUT Compound
MLS001332477
CNP0234648.4 · C42H38O20 · View on COCONUT ↗
2D Structure
Identifiers
| Name | MLS001332477 |
|---|---|
| IUPAC Name | (9~{R})-9-[(9~{R})-2-carboxy-4-hydroxy-10-oxo-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9~{H}-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9~{H}-anthracene-2-carboxylic acid |
| COCONUT ID | CNP0234648.4 |
| InChIKey | IPQVTOJGNYVQEO-GTCVFCFLSA-N |
| InChI | InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26-,31-,32-,35+,36+,37-,38-,41-,42?/m1/s1 |
| SMILES | O=C(O)C1=CC(O)=C2C(=O)C3=C(OC4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=CC=C3[C@@H]([C@H]3C4=CC(C(=O)O)=CC(O)=C4C(=O)C4=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C=CC=C43)C2=C1 |
Properties
| Molecular Formula | C42H38O20 |
|---|---|
| Molecular Weight | 862.75 |
| Exact Mass | 862.19564 |
| Log P (ALogP) | -1.10 |
| TPSA | 347.96 |
| H-Bond Donors / Acceptors | 12 / 18 |
| Rotatable Bonds | 9 |
| Lipinski's Rule of 5 Violations | 3 |
| QED Drug-likeness | 0.10 |
| NP-likeness | 1.02 |
Classification
| NP Pathway | Polyketides |
|---|---|
| NP Superclass | Polycyclic aromatic polyketides |
| NP Class | Anthraquinones and anthrones |
| Chemical Superclass | Benzenoids |
| Chemical Class | Anthracenes |
| Chemical Subclass | Anthracenecarboxylic acids and derivatives |
Reported in GR-MAPs Plants
| Terminalia chebula | as “Terminalia chebula” in COCONUT |
|---|---|
| Cassia angustifolia | as “Cassia angustifolia; Senna alexandrina” 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.