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COCONUT Compound
(20r)-20-hydroxyecdysone
CNP0146238.30 · C27H44O7 · View on COCONUT ↗
2D Structure
Identifiers
| Name | (20r)-20-hydroxyecdysone |
|---|---|
| IUPAC Name | (2~{S},3~{R},5~{R},9~{R},10~{R},13~{R},14~{S},17~{R})-2,3,14-trihydroxy-10,13-dimethyl-17-[(1~{R},2~{R})-1,2,5-trihydroxy-1,5-dimethyl-hexyl]-2,3,4,5,9,11,12,15,16,17-decahydro-1~{H}-cyclopenta[a]phenanthren-6-one |
| COCONUT ID | CNP0146238.30 |
| InChIKey | NKDFYOWSKOHCCO-FUPYWMNSSA-N |
| InChI | InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21+,22+,24+,25+,26+,27+/m0/s1 |
| SMILES | CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C |
Properties
| Molecular Formula | C27H44O7 |
|---|---|
| Molecular Weight | 480.64 |
| Exact Mass | 480.30870 |
| Log P (ALogP) | 1.85 |
| TPSA | 138.45 |
| H-Bond Donors / Acceptors | 6 / 7 |
| Rotatable Bonds | 5 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.35 |
| NP-likeness | 3.63 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Steroids |
| NP Class | Ecdysteroids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Steroids and steroid derivatives |
| Chemical Subclass | Bile acids, alcohols and derivatives |
Reported in GR-MAPs Plants
| Ajuga chamaepitys | as “Ajuga chamaepitys” in COCONUT |
|---|
References (3)
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.