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(R) - (+) -Docosahexaenyl-1'-Hydroxy-2'-Propylamide

CAT: 0013-GTR19190250-01Size: 1 mgDry Ice: NoHazardous: No
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Description
Docosahexaenoyl ethanolamide (DHEA) is an N-acyl ethanolamine with signaling roles in cancer, inflammation, and neurology, partly mediated via cannabinoid receptors. Its synthetic homolog, (R) - (+) -Docosahexaenyl-1'-hydroxy-2'-propylamide, features an (R) -α-methyl group designed to enhance CB receptor affinity and metabolic stability, analogous to the improved profile of R-1 methanandamide, for research applications in receptor pharmacology.
CAS Number
1282618-08-9
Smiles
C (\CCC (N[C@@H] (CO) C) =O) =C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC
Molecular Formula
C25H39NO2
Molecular Weight
385.58
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(R)-(+)-Docosahexaenyl-1'-Hydroxy-2'-Propylamide
CAS Number1282618-08-9
PubChem CID90008898
IUPAC Name(4Z,7Z,10Z,13Z,16Z,19Z)-N-[(2R)-1-hydroxypropan-2-yl]docosa-4,7,10,13,16,19-hexaenamide
Molecular FormulaC25H39NO2
Molecular Weight385.6
XLogP5.7
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Heavy Atom Count28
Formal Charge0
Complexity539
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)N[C@H](C)CO
InChI
InChI=1S/C25H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-25(28)26-24(2)23-27/h4-5,7-8,10-11,13-14,16-17,19-20,24,27H,3,6,9,12,15,18,21-23H2,1-2H3,(H,26,28)/b5-4-,8-7-,11-10-,14-13-,17-16-,20-19-/t24-/m1/s1
InChIKey
KBRZWFSEAGKIMB-BSBZWLAMSA-N
Chemical Structure
2D Structure
2D structure of (R)-(+)-Docosahexaenyl-1'-Hydroxy-2'-Propylamide
CAS: 1282618-08-9
CID: 90008898
Formula: C25H39NO2
MW: 385.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight385.6
XLogP35.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Exact Mass385.298079487
Monoisotopic Mass385.298079487
Topological Polar Surface Area49.3 Ų
Heavy Atom Count28
Formal Charge0
Complexity539
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count6
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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T38028-01(R) - (+) -Docosahexaenyl-1'-Hydroxy-2'-Propylamide
T211821-01(S) - (+) -Docosahexaenyl-2'-hydroxy-1'-propylamide
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TCL-01310-01(R) - (-) -Linoleyl-2'-hydroxy-1'-propylamide
TYD-03470-01(S) - (-) -Eicosapentaenyl-1'-hydroxy-2'-propylamide
HY-115428(R) - (+) -Linoleyl-1'-Hydroxy-2'-Propylamide
HY-176087(R) - (-) -Eicosapentaenyl-2'-hydroxy-1'-propylamide
T38029-01(R)-(+)-Linoleyl-1'-Hydroxy-2'-Propylamide

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