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COCONUT Compound
Ajugachin B
CNP0568727.1 · C31H44O12 · View on COCONUT ↗
2D Structure
Identifiers
| Name | Ajugachin B |
|---|---|
| IUPAC Name | ~{O}1-[(4~{a}~{R},5~{S},6~{R},8~{S},8~{a}~{R})-5-[(3~{a}~{S},6~{a}~{S})-3~{a},4,5,6~{a}-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetoxy-8~{a}-(acetoxymethyl)-5,6-dimethyl-spiro[decalin-1,2'-oxirane]-2-yl] ~{O}4-methyl (2~{R},3~{S})-2-hydroxy-2,3-dimethyl-butanedioate |
| COCONUT ID | CNP0568727.1 |
| CAS | 131086-65-2 |
| InChIKey | HDHVWHCGGUJHQA-VRBSUYBLSA-N |
| InChI | InChI=1S/C31H44O12/c1-16-12-24(41-19(4)33)30(14-39-18(3)32)21(28(16,5)23-13-20-10-11-38-26(20)42-23)8-9-22(31(30)15-40-31)43-27(35)29(6,36)17(2)25(34)37-7/h10-11,16-17,20-24,26,36H,8-9,12-15H2,1-7H3/t16-,17-,20-,21-,22?,23?,24+,26+,28+,29-,30+,31?/m1/s1 |
| SMILES | COC(=O)[C@@H](C)[C@@](C)(O)C(=O)OC1CC[C@@H]2[C@@](C)(C3C[C@H]4C=CO[C@H]4O3)[C@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)C12CO2 |
Properties
| Molecular Formula | C31H44O12 |
|---|---|
| Molecular Weight | 608.68 |
| Exact Mass | 608.28328 |
| Log P (ALogP) | 2.44 |
| TPSA | 156.42 |
| H-Bond Donors / Acceptors | 1 / 12 |
| Rotatable Bonds | 8 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.24 |
| NP-likeness | 2.84 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Diterpenoids |
| NP Class | Colensane and Clerodane diterpenoids |
| Chemical Superclass | Organic acids and derivatives |
| Chemical Class | Carboxylic acids and derivatives |
| Chemical Subclass | Tetracarboxylic acids and derivatives |
Reported in GR-MAPs Plants
| Ajuga chamaepitys | as “Ajuga chamaepitys” in COCONUT |
|---|
References (1)
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.