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Dihydro-N-caffeoyltyramine

CAT: 0804-HY-169751-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-169751-01Size:1 mg
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Description
Dihydro-N-caffeoyltyramine is a new phenolic amide that can be isolated from the root bark of wolfberry and has strong antioxidant activity and antifungal effects. Dihydro-N-caffeoyltyramine downregulates the expression of cyclooxygenase-2 by inhibiting the activity of C/EBP and AP-1 transcription factors[1].
CAS Number
501939-19-1
UNSPSC
12352005
Target
AP-1; Fungal
Related Pathways
Anti-infection; Immunology/Inflammation
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Infection; Inflammation/Immunology
Smiles
O=C(CCC1=CC=C(C(O)=C1)O)NCCC2=CC=C(C=C2)O
Molecular Formula
C17H19NO4
Molecular Weight
301.34
References & Citations
[1]Han EH, et al. Dihydro-N-caffeoyltyramine down-regulates cyclooxygenase-2 expression by inhibiting the activities of C/EBP and AP-1 transcription factors. Food Chem Toxicol. 2010 Feb;48 (2) :579-86.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Dihydro-N-Caffeoyltyramine

3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanimidic acid is a member of catechols.

CAS Number501939-19-1
PubChem CID16119668
IUPAC Name3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanamide
Molecular FormulaC17H19NO4
Molecular Weight301.34
XLogP2.3
Topological Polar Surface Area89.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count22
Formal Charge0
Complexity342
SMILES
C1=CC(=CC=C1CCNC(=O)CCC2=CC(=C(C=C2)O)O)O
InChI
InChI=1S/C17H19NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-3,5-7,11,19-21H,4,8-10H2,(H,18,22)
InChIKey
RIYORZPRGANLCW-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Dihydro-N-Caffeoyltyramine
CAS: 501939-19-1
CID: 16119668
Formula: C17H19NO4
MW: 301.34
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight301.34
XLogP32.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass301.13140809
Monoisotopic Mass301.13140809
Topological Polar Surface Area89.8 Ų
Heavy Atom Count22
Formal Charge0
Complexity342
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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