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COCONUT Compound

Rosmarinate

CNP0243825.2 · C18H16O8 · View on COCONUT ↗

2D Structure

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Identifiers

NameRosmarinate
IUPAC Name(2~{S})-3-(3,4-dihydroxyphenyl)-2-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-propanoic acid
COCONUT IDCNP0243825.2
CAS537-15-5, 179188-11-5
InChIKeyDOUMFZQKYFQNTF-GIZXNFQBSA-N
InChIInChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m0/s1
SMILESO=C(/C=C/C1=CC=C(O)C(O)=C1)O[C@@H](CC1=CC=C(O)C(O)=C1)C(=O)O

Properties

Molecular FormulaC18H16O8
Molecular Weight360.32
Exact Mass360.08452
Log P (ALogP)1.76
TPSA144.52
H-Bond Donors / Acceptors5 / 7
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.30
NP-likeness1.13

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenylpropanoids (C6-C3)
NP ClassCinnamic acids and derivatives
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassCinnamic acids and derivatives
Chemical SubclassHydroxycinnamic acids and derivatives

Reported in GR-MAPs Plants

Centella asiatica as “Centella asiatica” in COCONUT
Artemisia annua as “Artemisia annua L.” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Mentha piperita as “Mentha piperita” in COCONUT
Mentha Arvensis as “Mentha arvensis” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT
Origanum vulgare as “Origanum vulgare” in COCONUT
Chlorophytum brovillianum as “Chlorophytum borivilianum” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (71)

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Showing 40 of 71. 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.