GUINEESINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H33NO3
Molecular Weight	383.5237
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	3
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CNC(=O)\C=C\C=C\CCCCCC\C=C\C1=CC2=C(OCO2)C=C1

InChI

InChIKey=FPMPOFBEYSSYDQ-AUVZEZIHSA-N

InChI=1S/C24H33NO3/c1-20(2)18-25-24(26)14-12-10-8-6-4-3-5-7-9-11-13-21-15-16-22-23(17-21)28-19-27-22/h8,10-17,20H,3-7,9,18-19H2,1-2H3,(H,25,26)/b10-8+,13-11+,14-12+

HIDE SMILES / InChI

Molecular Formula	C24H33NO3
Molecular Weight	383.5237
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	3
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
Monoamine oxidase 32 Target ID: CHEMBL2111442 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18563347	Inhibitor 8297	139.2 µM [IC50]
Cellular uptake of anandamide 1 Target ID: Cellular uptake of anandamide Sources: https://www.ncbi.nlm.nih.gov/pubmed/24412246	Inhibitor 8297	290.0 nM [EC50]
Cellular uptake of 2-arachidonoylglycerol 1 Target ID: Cellular uptake of 2-arachidonoylglycerol Sources: https://www.ncbi.nlm.nih.gov/pubmed/24412246	Inhibitor 8297

PubMed

Title	Date	PubMed
Methylpiperate derivatives from Piper longum and their inhibition of monoamine oxidase.	2008 Jun	18563347
Guineensine is a novel inhibitor of endocannabinoid uptake showing cannabimimetic behavioral effects in BALB/c mice.	2014 Feb	24412246

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:57:28 UTC 2023` Edited by `admin` on `Sat Dec 16 16:57:28 UTC 2023`
Record UNII	7DK8DMU9JX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GUINEESINE

Common Name

English

2,4,12-TRIDECATRIENAMIDE, 13-(1,3-BENZODIOXOL-5-YL)-N-(2-METHYLPROPYL)-, (E,E,E)-

Systematic Name

English

(2E,4E,12E)-13-(1,3-BENZODIOXOL-5-YL)-N-(2-METHYLPROPYL)TRIDECA-2,4,12-TRIENAMIDE

Systematic Name

English

2,4,12-TRIDECATRIENAMIDE, 13-(1,3-BENZODIOXOL-5-YL)-N-(2-METHYLPROPYL)-, (2E,4E,12E)-

Systematic Name

English

Code System Code Type Description

PUBCHEM

6442405