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Paxilline

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Paxilline
Names
IUPAC name (2R,​4bS,​6aS,​12bS,​12cR,​14aS)-​4b-​hydroxy-​2-​(1-​hydroxy-​1-​methylethyl)-​12b,​12c-​dimethyl-​5,​6,​6a,​7,​12,​12b,​12c,​13,​14,​14a-​decahydro-​2H-​chromeno​​indeno​​indol-​3(4bH)-​one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.164.932 Edit this at Wikidata
MeSH Paxilline
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1Key: ACNHBCIZLNNLRS-UBGQALKQSA-N
  • InChI=1/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1Key: ACNHBCIZLNNLRS-UBGQALKQBX
SMILES
  • O=C5/C=C6/4(O)CC3Cc2c1ccccc1nc23(4(CC6O5C(O)(C)C)C)C
Properties
Chemical formula C27H33NO4
Molar mass 435.56 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Paxilline is a potassium channel blocker. Paxilline is a toxic, tremorgenic indole alkaloid produced by Penicillium paxilli.

Disambiguation:

Paxilline, a mycotoxin of penicillium origin, should not be confused with
Paxillin, a signal transducing adaptor protein involved in cell migration (MESH, NCBI).

Sources and references

  1. Paxilline product page from Fermentek
Ion channel modulators
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
KCaTooltip Calcium-activated potassium channel
Blockers
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
LGICsTooltip Ligand gated ion channels
See also: Receptor/signaling modulatorsTransient receptor potential channel modulators


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