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COCONUT Compound

Phaselic acid, (-)-

CNP0252956.1 · C13H12O8 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NamePhaselic acid, (-)-
IUPAC Name(2~{R})-2-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxybutanedioic acid
COCONUT IDCNP0252956.1
CAS423170-79-0
InChIKeyPMKQSEYPLQIEAY-XCRNYIDWSA-N
InChIInChI=1S/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+/t10-/m1/s1
SMILESO=C(O)C[C@@H](OC(=O)/C=C/C1=CC=C(O)C(O)=C1)C(=O)O

Properties

Molecular FormulaC13H12O8
Molecular Weight296.23
Exact Mass296.05322
Log P (ALogP)0.58
TPSA141.36
H-Bond Donors / Acceptors4 / 6
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.34
NP-likeness1.38

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

Nepeta cataria as “Nepeta cataria” in COCONUT

References (10)

  1. 10.1007/S10600-011-0065-4
  2. 10.1016/0031-9422(90)80203-S
  3. 10.1016/J.BMC.2007.01.035
  4. 10.1016/J.PHYTOCHEM.2007.10.019
  5. 10.1016/S0031-9422(00)83482-2
  6. 10.1016/S0031-9422(97)00362-2
  7. 10.1021/JF2022868
  8. 10.1021/NP970503R
  9. 10.1080/00021369.1974.10861294
  10. 10.1271/BBB.66.255

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.