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Draft:Puberulic Acid

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Puberulic Acid
One tautomer of puberulic acid
One tautomer of puberulic acid
Another tautomer of puberulic acid
Another tautomer of puberulic acid
Names
IUPAC name
4,5,6-trihydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
  • C1=C(C=C(C(=C(C1=O)O)O)O)C(=O)O
Properties
C8H6O6
Molar mass 198.13 g/mol
Density 2.0 to 2.2 g/ml
Boiling point 166.4 to 246.4 °C (331.5 to 475.5 °F; 439.5 to 519.5 K) (760 mmHg)
Hazards
GHS labelling:[1]
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Danger
H314, H317, H410
P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P333+P313, P363, P391, P405, P501
Flash point 112 °C (234 °F; 385 K)
Related compounds
Related compounds
Hinokitiol (4-isopropyl-tropolone)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Puberulic acid is an organic compound. derived from tropolone. It is toxic and was responsible for cases of poisoning incidents., and is secreted by blue mold.[2] It has been investigated for its antimalarial properties.[3]

Synthesis and reactions

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Biological effects

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References

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  1. ^ "Tropolone". pubchem.ncbi.nlm.nih.gov.
  2. ^ Davis RA, Ueno H (2024-06-28). "Deaths Linked to Japanese Supplement Suddenly Rise to 80". The New York Times. ISSN 0362-4331. Retrieved 2024-07-21.
  3. ^ Iwatsuki M, Takada S, Mori M, Ishiyama A, Namatame M, Nishihara-Tsukashima A, Nonaka K, Masuma R, Otoguro K, Shiomi K, Ōmura S (February 2011). "In vitro and in vivo antimalarial activity of puberulic acid and its new analogs, viticolins A–C, produced by Penicillium sp. FKI-4410". The Journal of Antibiotics. 64 (2): 183–188. doi:10.1038/ja.2010.124. ISSN 1881-1469.