N-SINAPOYLDOPAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H21NO6
Molecular Weight	359.3731
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(\C=C\C(=O)NCCC2=CC(O)=C(O)C=C2)=CC(OC)=C1O

InChI

InChIKey=IHPKYZSMSPBNQE-GQCTYLIASA-N

InChI=1S/C19H21NO6/c1-25-16-10-13(11-17(26-2)19(16)24)4-6-18(23)20-8-7-12-3-5-14(21)15(22)9-12/h3-6,9-11,21-22,24H,7-8H2,1-2H3,(H,20,23)/b6-4+

HIDE SMILES / InChI

Molecular Formula	C19H21NO6
Molecular Weight	359.3731
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 `Mon Mar 31 22:44:19 GMT 2025` Edited by `admin` on `Mon Mar 31 22:44:19 GMT 2025`
Record UNII	PGK7PQT75G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-SINAPOYLDOPAMINE

Systematic Name

English

(2E)-N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-2-PROPENAMIDE

Preferred Name

English

N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-2-PROPENAMIDE

Systematic Name

English

2-PROPENAMIDE, N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-, (2E)-

Systematic Name

English

2-PROPENAMIDE, N-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-

Systematic Name

English

Code System Code Type Description

CAS

220957-88-0

Created by admin on Mon Mar 31 22:44:19 GMT 2025 , Edited by admin on Mon Mar 31 22:44:19 GMT 2025

PRIMARY

PUBCHEM

15860096

Created by admin on Mon Mar 31 22:44:19 GMT 2025 , Edited by admin on Mon Mar 31 22:44:19 GMT 2025

PRIMARY

FDA UNII

PGK7PQT75G

Created by admin on Mon Mar 31 22:44:19 GMT 2025 , Edited by admin on Mon Mar 31 22:44:19 GMT 2025

PRIMARY

CAS

851856-92-3

Created by admin on Mon Mar 31 22:44:19 GMT 2025 , Edited by admin on Mon Mar 31 22:44:19 GMT 2025

NON-SPECIFIC STEREOCHEMISTRY

Related Record Type Details


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THEOBROMA CACAO WHOLE

PARENT -> CONSTITUENT ALWAYS PRESENT

Comments:

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.

Amount: