Velleral

Velleral
Names
Preferred IUPAC name
(3aR,8R,8aR)-2,2,8-Trimethyl-1,2,3,3a,8,8a-hexahydroazulene-5,6-dicarbaldehyde
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C15H20O2/c1-10-4-12(8-16)13(9-17)5-11-6-15(2,3)7-14(10)11/h4-5,8-11,14H,6-7H2,1-3H3/t10-,11+,14+/m0/s1
    Key: GUAUUIHVMRMGCT-MISXGVKJSA-N
  • InChI=1/C15H20O2/c1-10-4-12(8-16)13(9-17)5-11-6-15(2,3)7-14(10)11/h4-5,8-11,14H,6-7H2,1-3H3/t10-,11+,14+/m0/s1
    Key: GUAUUIHVMRMGCT-MISXGVKJBT
  • O=C/C1=C/[C@@H]2CC(C)(C)C[C@@H]2[C@@H](C)/C=C1/C=O
Properties
C15H20O2
Molar mass 232.323 g·mol−1
Density 1.093 g/cm3
Hazards
Flash point 127.95 °C (262.31 °F; 401.10 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Velleral (2,2,8-trimethyl-3,3a,8,8a-tetrahydro-1H-azulene-5,6-dicarbaldehyde) is a sesquiterpene dialdehyde found in certain mushrooms, like Lactarius torminosus[1] and Lactarius vellereus, after which it was named. The compound is thought to be part of a chemical defense system that protects the mushrooms against predation.[2] First isolated in 1969,[3] and characterized structurally in 1973,[4] velleral has antimicrobial activity.[5] Several syntheses have been devised.[6][7][8]

  1. ^ Cite error: The named reference Camazine1984 was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference Sterner1985 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference List1969 was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference Magnusso1973 was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference Anke1991 was invoked but never defined (see the help page).
  6. ^ Cite error: The named reference Froborg1975 was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference Fex1976 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference Froborg1978 was invoked but never defined (see the help page).