(2R)-dihydroxy(1,2,3-13C3,2H5)propyl octadecanoate

• ChemBase ID: 177870
• Molecular Formular: C21H42O4
• Molecular Mass: 361.53374451
• Monoisotopic Mass: 361.31837434
• SMILES: [13CH2]([13CH](O)[13CH2]O)OC(=O)CCCCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O[13CH2][13CH]([13CH2]O)O
• InChI: InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3/i18+1,19+1,20+1
• InChIKey: VBICKXHEKHSIBG-SBNXLEFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-dihydroxy(1,2,3-^1^3C₃,^2H₅)propyl octadecanoate
• IUPAC Traditional name: (2R)-dihydroxy(1,2,3-^1^3C₃,^2H₅)propyl octadecanoate
• Synonyms: Octadecanoic Acid 2,3-Dihydroxypropyl-13C3,d5 Ester; 1-Monostearin-13C3,d5; (+/-)-2,3-Dihydroxypropyl-13C3,d5 Octadecanoate; 1-Glyceryl-13C3,d5 Stearate; 1-Monooctadecanoylglycerol-13C3,d5; Aldo 33-13C3,d5; Aldo MSD-13C3,d5; NSC 3875-13C3,d5; Sandin EU-13C3,d5; Stearic Acid α-Monoglyceride-13C3,d5; Stearic Acid 1-Monoglyceride-13C3,d5; Tegin 55G-13C3,d5; α-Monostearin-13C3,d5; 1-Stearoyl-rac-glycerol-13C3,d5

Database IDs

• PubChem SID: 164233780
• PubChem CID: 71752241

CALCULATED PROPERTIES

• Acid pKa: 13.619246
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.971177
• LogD (pH = 7.4): 5.971177
• Log P: 5.971177
• Molar Refractivity: 103.3095 cm^3
• Polarizability: 41.40864 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S686562

Labelled 1-Stearoyl-rac-glycerol. One of the panels of serum metabolic biomarkers for detecting and diagnosing cancer, especial ovarian cancer.

REFERENCES

• Broadhurst, D., et al.: Metabolomics, 2, 171 (2006)
• Karim, S., et al.: Plant Mol. Biol., 64, 371 (2006)
• Shi, J., et al.: Nat. Biotechnol., 25, 930 (2006)