Calostomal

Last updated
Calostomal
Calostomal.png
Names
Preferred IUPAC name
(2E,4E,6E,8E,10E,12E,14E)-16-Oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C16H16O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h1-15H,(H,18,19)/b2-1+,5-3+,6-4+,9-7+,10-8+,13-11+,14-12+
    Key: GIIWFUDWDOUFTE-JCSPMBIZSA-N
  • InChI=1/C16H16O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h1-15H,(H,18,19)/b2-1+,5-3+,6-4+,9-7+,10-8+,13-11+,14-12+
    Key: GIIWFUDWDOUFTE-JCSPMBIZBZ
  • C(=C/C=C/C=C/C=C/C(=O)O)\C=C\C=C\C=C\C=O
Properties
C16H16O3
Molar mass 256.301 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Calostomal is an organic compound that has a carboxylic acid and an aldehyde group. It is an orange solid that is extracted from the mushroom Calostoma cinnabarinum , hence its name. The structure of this compound was confirmed by NMR and mass spectrometry of the methyl ester derivative. [1] This compound is a polyene; its conjugated system accounts for its intense color, similar to lycopene found in tomatoes.

Calostoma cinnabarinum Calostoma cinnabarina3.jpg
Calostoma cinnabarinum

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Calostoma cinnabarinum is a species of gasteroid fungus in the family Sclerodermataceae, and is the type species of the genus Calostoma. It is known by several common names, including stalked puffball-in-aspic and gelatinous stalked-puffball. The fruit body has a distinctive color and overall appearance, featuring a layer of yellowish jelly surrounding a bright red, spherical head approximately 2 centimeters (0.8 in) in diameter atop a red or yellowish brown spongy stipe 1.5 to 4 cm tall. The innermost layer of the head is the gleba, containing clear or slightly yellowish elliptical spores, measuring 14–20 micrometers (µm) long by 6–9 µm across. The spore surface features a pattern of small pits, producing a net-like appearance. A widely distributed species, it grows naturally in eastern North America, Central America, northeastern South America, and East Asia. C. cinnabarinum grows on the ground in deciduous forests, where it forms mycorrhizal associations with oaks.

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References

  1. Gruber G, Steglich W. (2007). "Calostomal, a polyene pigment from the gasteromycete Calostoma cinnabarinum (Boletales)" (PDF). Zeitschrift für Naturforschung B. 62 (1): 129–131. doi:10.1515/znb-2007-0120. S2CID   28501033.