picrotin (CHEBI:8205)

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ChEBI Name	picrotin

ChEBI ID	CHEBI:8205

Definition	An organic heteropentacyclic compound that is picrotoxinin in which the olefinic double bond has undergone addition of water to give the corresponding tertiary alcohol. It is the less toxic component of picrotoxin, lacking GABA activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H18O7

Net Charge

Average Mass

310.300

Monoisotopic Mass

310.10525

InChI

InChI=1S/C15H18O7/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9/h5-9,18-19H,4H2,1-3H3/t5-,6+,7-,8-,9-,13-,14-,15+/m1/s1

InChIKey

RYEFFICCPKWYML-QCGISDTRSA-N

SMILES

[C@]123[C@]4([C@@]([C@@H]5[C@H](C(O)(C)C)[C@H]([C@]4(OC1=O)[H])OC5=O)(O)C[C@]2(O3)[H])C

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology
Outgoing	picrotin (CHEBI:8205) has functional parent picrotoxinin (CHEBI:8206) picrotin (CHEBI:8205) has role plant metabolite (CHEBI:76924) picrotin (CHEBI:8205) is a γ-lactone (CHEBI:37581) picrotin (CHEBI:8205) is a diol (CHEBI:23824) picrotin (CHEBI:8205) is a epoxide (CHEBI:32955) picrotin (CHEBI:8205) is a organic heteropentacyclic compound (CHEBI:38164) picrotin (CHEBI:8205) is a picrotoxane sesquiterpenoid (CHEBI:134174) picrotin (CHEBI:8205) is a tertiary alcohol (CHEBI:26878)

Incoming	picrotoxin (CHEBI:134126) has part picrotin (CHEBI:8205)

IUPAC Name

(1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^9,12.0^3,5.0^5,13]tetradecane-6,11-dione

Last Modified

22 February 2017