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COCONUT Compound
cis-chlorogenic acid
CNP0148557.6 · C16H18O9 · View on COCONUT ↗
2D Structure
Identifiers
| Name | cis-chlorogenic acid |
|---|---|
| IUPAC Name | (1~{S},3~{R},4~{R},5~{R})-3-[(~{Z})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxy-cyclohexanecarboxylic acid |
| COCONUT ID | CNP0148557.6 |
| CAS | 15016-60-1 |
| InChIKey | CWVRJTMFETXNAD-XYXZIBEBSA-N |
| InChI | InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2-/t11-,12-,14-,16+/m1/s1 |
| SMILES | O=C(/C=C\C1=CC=C(O)C(O)=C1)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O |
Properties
| Molecular Formula | C16H18O9 |
|---|---|
| Molecular Weight | 354.31 |
| Exact Mass | 354.09508 |
| Log P (ALogP) | -0.65 |
| TPSA | 164.75 |
| H-Bond Donors / Acceptors | 6 / 8 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.23 |
| NP-likeness | 2.25 |
Classification
| NP Pathway | Shikimates and Phenylpropanoids |
|---|---|
| NP Superclass | Phenylpropanoids (C6-C3) |
| NP Class | Cinnamic acids and derivatives |
| Chemical Superclass | Organic oxygen compounds |
| Chemical Class | Organooxygen compounds |
| Chemical Subclass | Alcohols and polyols |
Reported in GR-MAPs Plants
| Andrographis paniculata | as “Andrographis paniculata” in COCONUT |
|---|---|
| Centella asiatica | as “Centella asiatica” in COCONUT |
| Artemisia annua | as “Artemisia annua L.” in COCONUT |
| Foeniculum vulgare | as “Foeniculum vulgare” in COCONUT |
| Vitex negundo | as “Vitex negundo” in COCONUT |
| Oryza sativa | as “Oryza sativa” 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.