Butyrolactol A

Butyrolactol A
Names
IUPAC name
3,4-Dihydroxy-5-[(8E,10E,14Z,16E)-1,2,3,4,5-Pentahydroxy-6,20,20-trimethylhenicosa-8,10,14,16-tetraenyl]oxolan-2-one
Identifiers
3D model (JSmol)
  • CC(C/C=C/C=C/CC/C=C\C=C\CCC(C)(C)C)C(C(C(C(C(C1C(C(C(=O)O1)O)O)O)O)O)O)O
Properties
C28H46O9
Molar mass 526.667 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Butyrolactol A is an organic chemical compound of interest for its potential use as an antifungal antibiotic.

One of a number of potentially useful substances derived from the bacteria Streptomyces rochei, it demonstrates broad antimicrobial activity against fungi, including Candida albicans.[1][2] Butyrolactol A is a polyketide featuring a tert-butyl group linked to a long hydrophobic carbon chain followed by 8 polyol groups. Research has shown that, using isotopic labeling of media and spectroscopic techniques to identify precursor products which are eventually incorporated into the final product, it can be created via a biosynthetic pathway.[3] Further analysis of gene clusters encoding for biosynthetic enzymes confirmed the presence of polyketide synthesizing genes that are involved with the aforementioned pathways for this molecule.

  1. ^ Cite error: The named reference KOTAKE YAMASAKI MORIYAMA SHINODA 1992 pp. 1442–1450 was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference Komaki Sakurai Hosoyama Kimura 2018 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference Harunari Komaki Igarashi pp. 441–450 was invoked but never defined (see the help page).