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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 of GUINEESINE

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

Targets

Primary TargetPharmacologyConditionPotency
139.2 µM [IC50]
Target ID: Cellular uptake of anandamide
290.0 nM [EC50]
Target ID: Cellular uptake of 2-arachidonoylglycerol
PubMed

PubMed

TitleDatePubMed
Methylpiperate derivatives from Piper longum and their inhibition of monoamine oxidase.
2008 Jun
Substance Class Chemical
Created
by admin
on Thu Jul 06 22:23:32 UTC 2023
Edited
by admin
on Thu Jul 06 22:23:32 UTC 2023
Record UNII
7DK8DMU9JX
Record Status Validated (UNII)
Record Version
  • Download
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
Created by admin on Thu Jul 06 22:23:32 UTC 2023 , Edited by admin on Thu Jul 06 22:23:32 UTC 2023
PRIMARY
EPA CompTox
DTXSID801336042
Created by admin on Thu Jul 06 22:23:32 UTC 2023 , Edited by admin on Thu Jul 06 22:23:32 UTC 2023
PRIMARY
FDA UNII
7DK8DMU9JX
Created by admin on Thu Jul 06 22:23:32 UTC 2023 , Edited by admin on Thu Jul 06 22:23:32 UTC 2023
PRIMARY
WIKIPEDIA
Guineesine
Created by admin on Thu Jul 06 22:23:32 UTC 2023 , Edited by admin on Thu Jul 06 22:23:32 UTC 2023
PRIMARY
CAS
153012-58-9
Created by admin on Thu Jul 06 22:23:32 UTC 2023 , Edited by admin on Thu Jul 06 22:23:32 UTC 2023
NON-SPECIFIC STEREOCHEMISTRY
CAS
55038-30-7
Created by admin on Thu Jul 06 22:23:32 UTC 2023 , Edited by admin on Thu Jul 06 22:23:32 UTC 2023
PRIMARY
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novel nanomolar inhibitor of endocannabinoid uptake IC50 = 288 nM in U937 cells.
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ACTIVE MOIETY