PICROTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H18O7
Molecular Weight	310.2992
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(O)[C@@H]1[C@H]2OC(=O)[C@@H]1[C@]3(O)C[C@H]4O[C@]45C(=O)O[C@H]2[C@]35C

InChI

InChIKey=RYEFFICCPKWYML-QCGISDTRSA-N

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

HIDE SMILES / InChI

Molecular Formula	C15H18O7
Molecular Weight	310.2992
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17714449 | https://www.ncbi.nlm.nih.gov/pubmed/17405877

Picrotin is a component of picrotoxin, an equimolar mixture of picrotoxinin and picrotin, which was isolated from the fruit of Anamirta cocculus. Picrotin is inactive in inhibiting the GABA-A and GABA-C receptors, but the compound is able to block homomeric alpha1 and alpha1 beta glycine receptors. Picrotoxin is used as an antidote to severe barbiturate poisoning, however picrotin does not participate in the activity. Picrotin is not toxic.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glycine receptor subunit alpha-1 24 Target ID: P23415 Gene ID: 2741.0 Gene Symbol: GLRA1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/17714449	Antagonist 2849		5.2 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Ginkgolide B and bilobalide block the pore of the 5-HT₃receptor at a location that overlaps the picrotoxin binding site.	2010-08-12	21059362
A proposed structural basis for picrotoxinin and picrotin binding in the glycine receptor pore.	2007-10	17714449
Mechanisms for picrotoxinin and picrotin blocks of alpha2 homomeric glycine receptors.	2007-06-01	17405877

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:13:13 GMT 2025` Edited by `admin` on `Mon Mar 31 18:13:13 GMT 2025`
Record UNII	U06Z6QD7N2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-129536

Preferred Name

English

PICROTIN

Common Name

English

PICROTIN [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47795