(10~{S})-10-[(9~{S})-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9~{H}-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10~{H}-anthracen-9-one
CNP0149524.2 · C30H22O8 · View on COCONUT ↗
Identifiers
| IUPAC Name | (10~{S})-10-[(9~{S})-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9~{H}-anthracen-9-yl]-1,8-dihydroxy-3-(hydroxymethyl)-10~{H}-anthracen-9-one |
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| COCONUT ID | CNP0149524.2 |
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| InChIKey | UKTUEGXCIOJVKY-ZEQRLZLVSA-N |
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| InChI | InChI=1S/C30H22O8/c31-11-13-7-17-23(15-3-1-5-19(33)25(15)29(37)27(17)21(35)9-13)24-16-4-2-6-20(34)26(16)30(38)28-18(24)8-14(12-32)10-22(28)36/h1-10,23-24,31-36H,11-12H2/t23-,24-/m0/s1 |
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| SMILES | O=C1C2=C(O)C=CC=C2[C@H]([C@H]2C3=CC=CC(O)=C3C(=O)C3=C(O)C=C(CO)C=C32)C2=CC(CO)=CC(O)=C12 |
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Properties
| Molecular Formula | C30H22O8 |
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| Molecular Weight | 510.50 |
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| Exact Mass | 510.13147 |
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| Log P (ALogP) | 3.55 |
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| TPSA | 155.52 |
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| H-Bond Donors / Acceptors | 6 / 8 |
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| Rotatable Bonds | 3 |
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| Lipinski's Rule of 5 Violations | 2 |
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| QED Drug-likeness | 0.24 |
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| NP-likeness | 0.86 |
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Classification
| NP Pathway | Polyketides |
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| NP Superclass | Polycyclic aromatic polyketides |
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| NP Class | Anthraquinones and anthrones |
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| Chemical Superclass | Benzenoids |
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| Chemical Class | Anthracenes |
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| Chemical Subclass | Anthracenes |
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Reported in GR-MAPs Plants
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.
