Felinine

Felinine
Names
IUPAC name
(2R)-2-Amino-3-[(3-hydroxy-1,1-dimethylpropyl)thio]propanoic acid
Identifiers
3D model (JSmol)
2250979
ChEBI
ChemSpider
UNII
  • InChI=1S/C8H17NO3S/c1-8(2,3-4-10)13-5-6(9)7(11)12/h6,10H,3-5,9H2,1-2H3,(H,11,12)/t6-/m0/s1 checkY
    Key: IFERABFGYYJODC-LURJTMIESA-N checkY
  • InChI=1/C8H17NO3S/c1-8(2,3-4-10)13-5-6(9)7(11)12/h6,10H,3-5,9H2,1-2H3,(H,11,12)/t6-/m0/s1
    Key: IFERABFGYYJODC-LURJTMIEBQ
  • O=C(O)[C@@H](N)CSC(CCO)(C)C
Properties
C8H17NO3S
Molar mass 207.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Felinine, also known as (R)-2-amino-3-(4-hydroxy-2-methylbutan-2-ylthio)propanoic acid, is an amino acid found in cat urine and a precursor via microbial lyase of the putative cat pheromone and thiol called 3-mercapto-3-methylbutan-1-ol (MMB).[1] [2][3] Felinine is excreted by some Felidae species, including bobcats, Chinese desert cats, the kodkod, and domestic cats.

  1. ^ Discovery of felinine: Westall, R. G. "Amino acids and other ampholytes of urine. II. Isolation of a new sulfur-containing amino acid from cat urine" Biochemical Journal (1953), 55, 244-8.
  2. ^ W.H. Hendriks; P.J. Moughan; M.F. Tarttelin; A.D. Woolhouse (1995). "Felinine: a urinary amino acid of Felidae". Comp. Biochem. Physiol. 112B (4): 581–588. doi:10.1016/0305-0491(95)00130-1. PMID 8590373.
  3. ^ P. David Josephy (28 January 2006). Molecular Toxicology. Oxford University. p. 376. ISBN 978-0-19-977145-5. Retrieved 29 July 2013.