Chemical Properties of Shikimic acid (CAS 138-59-0)

InChI

InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)

InChI Key

JXOHGGNKMLTUBP-UHFFFAOYSA-N

Formula

C7H10O5

SMILES

O=C(O)C1=CC(O)C(O)C(O)C1

Molecular Weight¹

174.15

CAS

138-59-0

Other Names

• (-)-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid
• (-)-shikimic acid
• (3R,4S,5R)-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid
• (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-enecarboxylic acid
• 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-
• 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, [3R-(3«alpha»,4«alpha»,5«beta»)]-
• 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
• Bracken fern toxic component
• L-shikimic acid
• Shikimate
• Skikimic acid

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• η : Dynamic viscosity (Pa×s).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfusH°	31.10	kJ/mol	Joback Calculated Property
logPoct/wat	-1.516		Crippen Calculated Property
McVol	119.380	ml/mol	McGowan Calculated Property
Inp	[2036.60; 2036.60]
Inp	2036.60		NIST
Inp	2036.60		NIST
Tfus	460.15	K	Thermodynamic models for determination of the solubility of (-)-shikimic acid in different pure solvents and in (H2O + ethanol) binary solvent mixtures

Cheméo can also estimate Normal Boiling Point Temperature, Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of formation at standard conditions, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor, Ionization energy, Log10 of Water solubility in mol/l for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[373.15; 409.89]	J/mol×K	[796.16; 989.93]
Cp,gas	373.15	J/mol×K	796.16	Joback Calculated Property
Cp,gas	380.57	J/mol×K	828.45	Joback Calculated Property
Cp,gas	387.46	J/mol×K	860.75	Joback Calculated Property
Cp,gas	393.82	J/mol×K	893.04	Joback Calculated Property
Cp,gas	399.67	J/mol×K	925.34	Joback Calculated Property
Cp,gas	405.02	J/mol×K	957.63	Joback Calculated Property
Cp,gas	409.89	J/mol×K	989.93	Joback Calculated Property
η	[0.0000033; 0.0002140]	Pa×s	[523.89; 796.16]
η	0.0002140	Pa×s	523.89	Joback Calculated Property
η	0.0000811	Pa×s	569.27	Joback Calculated Property
η	0.0000354	Pa×s	614.65	Joback Calculated Property
η	0.0000174	Pa×s	660.03	Joback Calculated Property
η	0.0000093	Pa×s	705.40	Joback Calculated Property
η	0.0000054	Pa×s	750.78	Joback Calculated Property
η	0.0000033	Pa×s	796.16	Joback Calculated Property

Similar Compounds

Find more compounds similar to Shikimic acid.

Mixtures

• Shikimic acid + Water
• Ethanol + Shikimic acid
• 1-Propanol + Shikimic acid
• 2-Propanol + Shikimic acid
• Shikimic acid + 1-Pentanol
• Shikimic acid + Heptane
• Ethanol + Shikimic acid + Water

Sources

• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Crippen Method
• Thermodynamic models for determination of the solubility of (-)-shikimic acid in different pure solvents and in (H2O + ethanol) binary solvent mixtures
• Joback Method
• McGowan Method
• NIST Webbook

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