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COCONUT Compound

Neochlorogenic acid

CNP0148557.2 · C16H18O9 · View on COCONUT ↗

2D Structure

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Identifiers

NameNeochlorogenic acid
IUPAC Name(1~{R},3~{R},4~{S},5~{R})-3-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxy-cyclohexanecarboxylic acid
COCONUT IDCNP0148557.2
CAS906-33-2, 342811-68-1
InChIKeyCWVRJTMFETXNAD-NXLLHMKUSA-N
InChIInChI=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
SMILESO=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 FormulaC16H18O9
Molecular Weight354.31
Exact Mass354.09508
Log P (ALogP)-0.65
TPSA164.75
H-Bond Donors / Acceptors6 / 8
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.23
NP-likeness2.25

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenylpropanoids (C6-C3)
NP ClassCinnamic acids and derivatives
Chemical SuperclassOrganic oxygen compounds
Chemical ClassOrganooxygen compounds
Chemical SubclassAlcohols and polyols

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Matricaria chamomilla as “Chamomilla recutita; Matricaria chamomilla” in COCONUT
Artemisia annua as “Artemisia annua; Artemisia annua L.” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Rosmarinus officinalis as “Rosmarinus officinalis” in COCONUT
Vitex negundo as “Vitex negundo” in COCONUT
Solanum lycopersicum as “Solanum lycopersicum” in COCONUT

References (131)

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Showing 40 of 131. See all references on 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.