1-hexadecyl-2-hydroxypropane-1,2,3-tricarboxylic acid

• ChemBase ID: 134340
• Molecular Formular: C22H40O7
• Molecular Mass: 416.5488
• Monoisotopic Mass: 416.27740362
• SMILES: CCCCCCCCCCCCCCCCC(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Canonical SMILES: CCCCCCCCCCCCCCCCC(C(C(=O)O)(CC(=O)O)O)C(=O)O
• InChI: InChI=1S/C22H40O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20(25)26)22(29,21(27)28)17-19(23)24/h18,29H,2-17H2,1H3,(H,23,24)(H,25,26)(H,27,28)
• InChIKey: HZLCGUXUOFWCCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hexadecyl-2-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: 1-hexadecyl-2-hydroxypropane-1,2,3-tricarboxylic acid
• Synonyms: 2-Hydroxy-1,2,3-nona-decane-tricarboxylic acid; Agaricic acid; Agaricin; Agaric acid

Database IDs

• CAS Number: 666-99-9
• EC Number: 211-566-5
• MDL Number: MFCD00002665
• PubChem SID: 162228616; 24891123
• PubChem CID: 12629

CALCULATED PROPERTIES

• Acid pKa: 3.5616117
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 3.30429
• LogD (pH = 7.4): -1.3286259
• Log P: 5.8888288
• Molar Refractivity: 109.2134 cm^3
• Polarizability: 43.47104 Å^3
• Polar Surface Area: 132.13 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: RA5365000
• German water hazard class: 3

DETAILS

Sigma Aldrich - A7384

Application
Agaric acid (Agaricic acid), an inducer of mitochondrial permeability transition (MPT), is used to study the MPT process at the level of the ADP and ATP exchange via the adenine nucleotide carrier/translocase.