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_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• P_c : Critical Pressure (kPa).
• I_np : Non-polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfG°	-638.78	kJ/mol	Joback Calculated Property
ΔfH°gas	-849.36	kJ/mol	Joback Calculated Property
ΔfusH°	26.65	kJ/mol	Joback Calculated Property
ΔvapH°	105.40	kJ/mol	Joback Calculated Property
log10WS	0.27		Crippen Calculated Property
logPoct/wat	-1.516		Crippen Calculated Property
McVol	119.380	ml/mol	McGowan Calculated Property
Pc	5926.27	kPa	Joback Calculated Property
Inp	[2036.60; 2036.60]
Inp	2036.60		NIST
Inp	2036.60		NIST
Tboil	796.50	K	Joback Calculated Property
Tc	982.65	K	Joback Calculated Property
Tfus	460.15	K	Thermod...
Vc	0.426	m3/kmol	Joback Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[370.47; 405.82]	J/mol×K	[796.50; 982.65]
Cp,gas	370.47	J/mol×K	796.50	Joback Calculated Property
Cp,gas	377.61	J/mol×K	827.52	Joback Calculated Property
Cp,gas	384.24	J/mol×K	858.55	Joback Calculated Property
Cp,gas	390.38	J/mol×K	889.57	Joback Calculated Property
Cp,gas	396.01	J/mol×K	920.60	Joback Calculated Property
Cp,gas	401.16	J/mol×K	951.62	Joback Calculated Property
Cp,gas	405.82	J/mol×K	982.65	Joback Calculated Property
η	[0.0000009; 0.0005680]	Pa×s	[474.04; 796.50]
η	0.0005680	Pa×s	474.04	Joback Calculated Property
η	0.0001116	Pa×s	527.78	Joback Calculated Property
η	0.0000296	Pa×s	581.53	Joback Calculated Property
η	0.0000098	Pa×s	635.27	Joback Calculated Property
η	0.0000039	Pa×s	689.01	Joback Calculated Property
η	0.0000018	Pa×s	742.76	Joback Calculated Property
η	0.0000009	Pa×s	796.50	Joback Calculated Property

Similar Compounds

Find more compounds similar to Shikimic acid.

Mixtures

• Shikimic acid + Water
• Ethanol + Shikimic acid
• 1-Propanol + Shikimic acid
• Isopropyl Alcohol + Shikimic acid
• Shikimic acid + 1-Pentanol
• Shikimic acid + Heptane
• Ethanol + Shikimic acid + Water

Sources

• 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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