Structure Database (LMSD)

Common Name
N-jasmonoyl-dopamine
Systematic Name
N-({(1R,2R)-3-Oxo-2-[(2Z)-Pent-2-En-1-Yl]cyclopentyl}acetyl)-dopamine
Synonyms
LM ID
LMFA02020212
Formula
C20H27NO4
Exact Mass
Calculate m/z
345.194009
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Jasmonic acids [FA0202]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Vicia faba (#3906)
Magnoliopsida (#3398)
New metabolites of Gibberella fujikuroi. XV. N-jasmonoyl- and N-dihydrojasmonoyl-isoleucine.,
J Chem Soc Perkin 1, 1970
Pubmed ID: 5465381

String Representations

InChiKey (Click to copy)
AFMCJUGPIJIAOB-JGPFYOFESA-N
InChi (Click to copy)
InChI=1S/C20H27NO4/c1-2-3-4-5-16-15(7-9-17(16)22)13-20(25)21-11-10-14-6-8-18(23)19(24)12-14/h3-4,6,8,12,15-16,23-24H,2,5,7,9-11,13H2,1H3,(H,21,25)/b4-3-/t15-,16-/m1/s1
SMILES (Click to copy)
C1(=O)[C@H](C/C=C\CC)[C@@H](CC(=O)NCCC2=CC=C(O)C(O)=C2)CC1

Other Databases

PubChem CID
11660229

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 2
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 349.26
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.38
Molar Refractivity 96.86

Admin

Created at
25th Feb 2021
Updated at
25th Feb 2021