Title: Monobutyrin
CAS Registry Number: 557-25-5
CAS Name: Butanoic acid 2,3-dihydroxypropyl ester
Additional Names: 1-butyrylglycerol; a-monobutyrin; glycerol a-monobutyrate; glyceryl 3-monobutyrate
Molecular Formula: C7H14O4
Molecular Weight: 162.18
Percent Composition: C 51.84%, H 8.70%, O 39.46%
Literature References: Naturally occurring lipid that stimulates angiogenesis. Secreted by differentiating adipocytes; stimulates blood vessel formation and causes vasodilation. The (R)-isomer is bioactive. Prepn of optical isomers: E. Abderhalden, E. Eichwald, Ber. 48, 1847 (1915); of L-form: E. Baer, H. O. L. Fischer, J. Am. Chem. Soc. 67, 2031 (1945); S. Gronowitz et al., Chem. Phys. Lipids 14, 174 (1975). Purification from adipocytes and identification of angiogenic activity: D. E. Dobson et al., Cell 61, 223 (1990). Biosynthesis: W. O. Wilkison et al., J. Biol. Chem. 266, 16886 (1991); W. O. Wilkison, B. M. Spiegelman, ibid. 268, 2844 (1993). Effect on retinal circulation and probable role in pathology of diabetes: Y.-D. C. Halvorsen et al., J. Clin. Invest. 92, 2872 (1993).
Derivative Type: (R)-Form
CAS Registry Number: 5309-42-2
Additional Names: 3-Butyryl-sn-glycerol; L-a-butanoyl glycerol
Properties: Cryst from pure ether at -70°. nD20 1.4493. sp wt 0.8600. [a]D18 -0.63°; [a]D25 -7.40° (c = 2.04 in pyridine).
Optical Rotation: [a]D18 -0.63°; [a]D25 -7.40° (c = 2.04 in pyridine)
Index of refraction: nD20 1.4493
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