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COCONUT Compound
3-p-coumaroylquinic acid
CNP0215883.2 · C16H18O8 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 3-p-coumaroylquinic acid |
|---|---|
| IUPAC Name | (1~{R},3~{R},4~{S},5~{R})-1,3,4-trihydroxy-5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid |
| COCONUT ID | CNP0215883.2 |
| CAS | 87099-71-6, 32451-86-8 |
| InChIKey | BMRSEYFENKXDIS-QHAYPTCMSA-N |
| InChI | InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14+,16-/m1/s1 |
| SMILES | O=C(/C=C/C1=CC=C(O)C=C1)O[C@@H]1C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]1O |
Properties
| Molecular Formula | C16H18O8 |
|---|---|
| Molecular Weight | 338.31 |
| Exact Mass | 338.10017 |
| Log P (ALogP) | -0.35 |
| TPSA | 144.52 |
| H-Bond Donors / Acceptors | 5 / 7 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.37 |
| NP-likeness | 2.15 |
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
| Nicotiana tabacum | as “Nicotiana tabacum” in COCONUT |
|---|---|
| Daucus carota | as “Daucus carota” in COCONUT |
References (17)
- 10.1016/0031-9422(83)83029-5
- 10.1016/0031-9422(92)83751-J
- 10.1016/J.FOODCHEM.2008.12.074
- 10.1016/J.FOODCHEM.2009.04.098
- 10.1016/J.FOODRES.2014.04.046
- 10.1016/J.PHYTOCHEM.2006.11.026
- 10.1016/S0023-6438(03)00143-9
- 10.1016/S0031-9422(00)80722-0
- 10.1021/JF00050A015
- 10.1021/JF0734727
- 10.1021/JF900625R
- 10.1021/JF970831X
- 10.1055/S-2002-20053
- 10.1080/1071576021000006707
- 10.1155/2013/602752
- 10.1371/JOURNAL.PONE.0151350
- 10.3390/MOLECULES13020255
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.