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COCONUT Compound
(1~{R},17~{S},18~{R},27~{S})-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.0^{1,9}.0^{2,7}.0^{11,16}.0^{18,27}.0^{20,25}]octacosa-2(7),3,5,11,13,15,20,22,24-nonaen-19-one
CNP0152008.1 · C45H44O9 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (1~{R},17~{S},18~{R},27~{S})-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.0^{1,9}.0^{2,7}.0^{11,16}.0^{18,27}.0^{20,25}]octacosa-2(7),3,5,11,13,15,20,22,24-nonaen-19-one |
|---|---|
| COCONUT ID | CNP0152008.1 |
| InChIKey | IUNNUKJWKPJUCQ-CTZJLRLMSA-N |
| InChI | InChI=1S/C45H44O9/c1-23(2)7-10-26-19-28(12-17-34(26)47)45-40(41(50)32-20-27(11-8-24(3)4)36(49)22-38(32)53-45)39-31-15-13-29(46)21-37(31)51-43-44(39,54-45)33-16-18-35(48)30(42(33)52-43)14-9-25(5)6/h7-9,12-13,15-22,39-40,43,46-49H,10-11,14H2,1-6H3/t39-,40-,43?,44+,45-/m1/s1 |
| SMILES | CC(C)=CCC1=CC([C@]23OC4=CC(O)=C(CC=C(C)C)C=C4C(=O)[C@H]2[C@H]2C4=CC=C(O)C=C4OC4OC5=C(C=CC(O)=C5CC=C(C)C)[C@@]42O3)=CC=C1O |
Properties
| Molecular Formula | C45H44O9 |
|---|---|
| Molecular Weight | 728.84 |
| Exact Mass | 728.29853 |
| Log P (ALogP) | 8.90 |
| TPSA | 134.91 |
| H-Bond Donors / Acceptors | 4 / 9 |
| Rotatable Bonds | 7 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.14 |
| NP-likeness | 1.61 |
Classification
| NP Pathway | Shikimates and Phenylpropanoids |
|---|---|
| NP Superclass | Isoflavonoids |
| NP Class | Coumaronochromones |
| Chemical Superclass | Phenylpropanoids and polyketides |
| Chemical Class | Flavonoids |
| Chemical Subclass | Hydroxyflavonoids |
Reported in GR-MAPs Plants
| Glycyrrhiza glabra | as “Glycyrrhiza glabra” 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.