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Details

Stereochemistry ACHIRAL
Molecular Formula C17H17NO4
Molecular Weight 299.3218
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of N-COUMAROYLDOPAMINE

SMILES

c1cc(ccc1/C(/[H])=C(\[H])/C(=NCCc2ccc(c(c2)O)O)O)O

InChI

InChIKey=KZUJJPCTENPKOE-XBXARRHUSA-N
InChI=1S/C17H17NO4/c19-14-5-1-12(2-6-14)4-8-17(22)18-10-9-13-3-7-15(20)16(21)11-13/h1-8,11,19-21H,9-10H2,(H,18,22)/b8-4+

HIDE SMILES / InChI

Molecular Formula C17H17NO4
Molecular Weight 299.3218
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Jun 26 09:11:13 UTC 2021
Edited
by admin
on Sat Jun 26 09:11:13 UTC 2021
Record UNII
HBC0Y4WZ56
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-COUMAROYLDOPAMINE
Common Name English
N-P-COUMAROYLDOPAMINE
Common Name English
(2E)-N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-3-(4-HYDROXYPHENYL)-2-PROPENAMIDE
Systematic Name English
TRANS-4-COUMAROYLDOPAMINE
Common Name English
Code System Code Type Description
CAS
103188-46-1
Created by admin on Sat Jun 26 09:11:13 UTC 2021 , Edited by admin on Sat Jun 26 09:11:13 UTC 2021
PRIMARY
PUBCHEM
11630793
Created by admin on Sat Jun 26 09:11:13 UTC 2021 , Edited by admin on Sat Jun 26 09:11:13 UTC 2021
PRIMARY
FDA UNII
HBC0Y4WZ56
Created by admin on Sat Jun 26 09:11:13 UTC 2021 , Edited by admin on Sat Jun 26 09:11:13 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Among the compounds tested in this study, N-coumaroyldopamine and N-caffeoyldopamine were the two most potent compounds, able to increase cAMP at the concentrations < 0.05 uM in U937 cells. The decreasing order of potency was N-coumaroyldopamine > N- affeoyldopamine > N-feruloyldopamine > N-sinapoyldopamine > N-cinnamoyldopamine.
PARENT -> CONSTITUENT ALWAYS PRESENT
230 uM IC50 vs in vitro prostaglandin synthesis