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COCONUT Compound

shikimic acid

CNP0162867.1 · C7H10O5 · View on COCONUT ↗

2D Structure

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Identifiers

Nameshikimic acid
IUPAC Name(3~{R},4~{S},5~{R})-3,4,5-trihydroxycyclohexene-1-carboxylic acid
COCONUT IDCNP0162867.1
CAS138-59-0, 106210-02-0
InChIKeyJXOHGGNKMLTUBP-HSUXUTPPSA-N
InChIInChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1
SMILESO=C(O)C1=C[C@@H](O)[C@@H](O)[C@H](O)C1

Properties

Molecular FormulaC7H10O5
Molecular Weight174.15
Exact Mass174.05282
Log P (ALogP)-1.52
TPSA97.99
H-Bond Donors / Acceptors4 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.39
NP-likeness2.28

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenolic acids (C6-C1)
NP ClassShikimic acids and derivatives
Chemical SuperclassOrganic oxygen compounds
Chemical ClassOrganooxygen compounds
Chemical SubclassAlcohols and polyols

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Acorus calamus as “Acorus calamus” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT
Terminalia chebula as “Terminalia chebula” in COCONUT
Eucalyptus citriodora as “Corymbia citriodora; Eucalyptus citriodora” in COCONUT

References (84)

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Showing 40 of 84. 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.