1-hydroxycyclopropane-1-carboxylic acid

• ChemBase ID: 77789
• Molecular Formular: C4H6O3
• Molecular Mass: 102.08864
• Monoisotopic Mass: 102.03169405
• SMILES: OC1(CC1)C(=O)O
• Canonical SMILES: OC(=O)C1(O)CC1
• InChI: InChI=1S/C4H6O3/c5-3(6)4(7)1-2-4/h7H,1-2H2,(H,5,6)
• InChIKey: GQXURJDNDYACGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxycyclopropane-1-carboxylic acid
• IUPAC Traditional name: 1-hydroxycyclopropane-1-carboxylic acid
• Synonyms: 1-Carboxy-1-hydroxycyclopropane; 1-Hydroxycyclopropane-1-carboxylic acid; 1-Hydroxy-1-cyclopropanecarboxylic acid; 1-Hydroxy-1-cyclopropanecarboxylic Acid; 1-Hydroxycyclopropanecarboxylic Acid; 1-Hydroxy-1-cyclopropanecarboxylic acid; 1-羟基-1-环丙烷羧酸

Database IDs

• CAS Number: 17994-25-1
• MDL Number: MFCD00010797
• PubChem SID: 162042654; 24857685
• PubChem CID: 2733160

CALCULATED PROPERTIES

• Acid pKa: 3.5796251
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.261889
• LogD (pH = 7.4): -3.6969237
• Log P: -0.34688208
• Molar Refractivity: 21.5969 cm^3
• Polarizability: 8.656008 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 108-110 °C(lit.); 108-110°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Linear Formula: HOC3H4CO2H

DETAILS

Sigma Aldrich - 293881

Packaging
1 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - H927490

A hydroxycarboxylic acid as additive enhancing topical actions of therapeutic agents.

REFERENCES

• O’Leary, M.H., et al.: Biochem. Biophys. Res. Commun., 100, 1320 (1981)