Structure Database (LMSD)

Common Name
N-jasmonoyl-L-dopa
Systematic Name
N-({(1R,2R)-3-Oxo-2-[(2Z)-Pent-2-En-1-Yl]cyclopentyl}acetyl)-L-dihydroxyphenylalanine
Synonyms
LM ID
LMFA02020211
Formula
C21H27NO6
Exact Mass
Calculate m/z
389.183839
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
QMNCIZZUXQVCBL-OFMMPJDCSA-N
InChi (Click to copy)
InChI=1S/C21H27NO6/c1-2-3-4-5-15-14(7-9-17(15)23)12-20(26)22-16(21(27)28)10-13-6-8-18(24)19(25)11-13/h3-4,6,8,11,14-16,24-25H,2,5,7,9-10,12H2,1H3,(H,22,26)(H,27,28)/b4-3-/t14-,15-,16+/m1/s1
SMILES (Click to copy)
C1(=O)[C@H](C/C=C\CC)[C@@H](CC(=O)N[C@H](C(=O)O)CC2=CC=C(O)C(O)=C2)CC1

Other Databases

PubChem CID
11545565

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 2
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 381.50
Topological Polar Surface Area 123.93
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 2.84
Molar Refractivity 103.44

Admin

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