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COCONUT Compound
(3~{R})-7-[(1~{R},3~{S},4~{a}~{S},10~{a}~{S})-10-hydroxy-7,9-dimethoxy-1,3-dimethyl-3,4,4~{a},10~{a}-tetrahydro-1~{H}-benzo[g]isochromen-5-yl]-3,8,9-trihydroxy-3-methyl-2,4-dihydroanthracen-1-one
CNP0242391.1 · C32H34O8 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (3~{R})-7-[(1~{R},3~{S},4~{a}~{S},10~{a}~{S})-10-hydroxy-7,9-dimethoxy-1,3-dimethyl-3,4,4~{a},10~{a}-tetrahydro-1~{H}-benzo[g]isochromen-5-yl]-3,8,9-trihydroxy-3-methyl-2,4-dihydroanthracen-1-one |
|---|---|
| COCONUT ID | CNP0242391.1 |
| InChIKey | JPZXJOJPYHMRTB-DBDKFTSASA-N |
| InChI | InChI=1S/C32H34O8/c1-14-8-20-24(15(2)40-14)30(35)28-21(10-18(38-4)11-23(28)39-5)27(20)19-7-6-16-9-17-12-32(3,37)13-22(33)25(17)31(36)26(16)29(19)34/h6-7,9-11,14-15,20,24,34-37H,8,12-13H2,1-5H3/t14-,15+,20-,24+,32+/m0/s1 |
| SMILES | COC1=CC2=C(C3=CC=C4C=C5C[C@@](C)(O)CC(=O)C5=C(O)C4=C3O)[C@H]3C[C@H](C)O[C@H](C)[C@H]3C(O)=C2C(OC)=C1 |
Properties
| Molecular Formula | C32H34O8 |
|---|---|
| Molecular Weight | 546.62 |
| Exact Mass | 546.22537 |
| Log P (ALogP) | 3.46 |
| TPSA | 125.68 |
| H-Bond Donors / Acceptors | 4 / 8 |
| Rotatable Bonds | 3 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.39 |
| NP-likeness | 1.41 |
Classification
| NP Pathway | Polyketides |
|---|---|
| NP Superclass | Polycyclic aromatic polyketides |
| NP Class | Anthraquinones and anthrones |
| Chemical Superclass | Organoheterocyclic compounds |
| Chemical Class | Naphthopyrans |
| Chemical Subclass | Naphthopyrans |
Reported in GR-MAPs Plants
| Cassia angustifolia | as “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.