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Picrotoxinin 10mg

CAT: 0628-A17400-10Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0628-A17400-10Size:10 mg
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CAS Number
17617-45-7

Chemical Information

Picrotoxinin

Picrotoxinin is a picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone gamma-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. It has a role as a serotonergic antagonist, a GABA antagonist and a plant metabolite. It is a picrotoxane sesquiterpenoid, a tertiary alcohol, an epoxide, a gamma-lactone and an organic heteropentacyclic compound.

CAS Number17617-45-7
PubChem CID442292
IUPAC Name(1R,3R,5S,8S,9R,12S,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
Molecular FormulaC15H16O6
Molecular Weight292.28
XLogP0.5
Topological Polar Surface Area85.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity642
SMILES
CC(=C)[C@@H]1[C@@H]2[C@@H]3[C@@]4([C@]([C@H]1C(=O)O2)(C[C@@H]5[C@]4(O5)C(=O)O3)O)C
InChI
InChI=1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8-,9-,10-,13-,14-,15+/m1/s1
InChIKey
PIMZUZSSNYHVCU-YKWPQBAZSA-N
Chemical Structure
2D Structure
2D structure of Picrotoxinin
CAS: 17617-45-7
CID: 442292
Formula: C15H16O6
MW: 292.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight292.28
XLogP30.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass292.09468823
Monoisotopic Mass292.09468823
Topological Polar Surface Area85.4 Ų
Heavy Atom Count21
Formal Charge0
Complexity642
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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