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Details

Stereochemistry ACHIRAL
Molecular Formula C17H17NO5
Molecular Weight 315.3212
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of N-CAFFEOYLDOPAMINE

SMILES

c1cc(c(cc1/C(/[H])=C(\[H])/C(=NCCc2ccc(c(c2)O)O)O)O)O

InChI

InChIKey=FSMGGLPUXCKRGT-ZZXKWVIFSA-N
InChI=1S/C17H17NO5/c19-13-4-1-11(9-15(13)21)3-6-17(23)18-8-7-12-2-5-14(20)16(22)10-12/h1-6,9-10,19-22H,7-8H2,(H,18,23)/b6-3+

HIDE SMILES / InChI

Molecular Formula C17H17NO5
Molecular Weight 315.3212
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 13:14:34 UTC 2021
Edited
by admin
on Sat Jun 26 13:14:34 UTC 2021
Record UNII
HEM1G2VY70
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-CAFFEOYLDOPAMINE
Common Name English
2-PROPENAMIDE, 3-(3,4-DIHYDROXYPHENYL)-N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-
Systematic Name English
CAFFEDYMINE
Common Name English
(2E)-3-(3,4-DIHYDROXYPHENYL)-N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-2-PROPENAMIDE
Systematic Name English
2-PROPENAMIDE, 3-(3,4-DIHYDROXYPHENYL)-N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-, (2E)-
Systematic Name English
Classification Tree Code System Code
DSLD 2238 (Number of products:2)
Created by admin on Sat Jun 26 13:14:34 UTC 2021 , Edited by admin on Sat Jun 26 13:14:34 UTC 2021
Code System Code Type Description
FDA UNII
HEM1G2VY70
Created by admin on Sat Jun 26 13:14:34 UTC 2021 , Edited by admin on Sat Jun 26 13:14:34 UTC 2021
PRIMARY
CAS
103188-49-4
Created by admin on Sat Jun 26 13:14:34 UTC 2021 , Edited by admin on Sat Jun 26 13:14:34 UTC 2021
PRIMARY
CAS
105955-00-8
Created by admin on Sat Jun 26 13:14:34 UTC 2021 , Edited by admin on Sat Jun 26 13:14:34 UTC 2021
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
10171904
Created by admin on Sat Jun 26 13:14:34 UTC 2021 , Edited by admin on Sat Jun 26 13:14:34 UTC 2021
PRIMARY
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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.