Structure Database (LMSD)

Common Name
(2S,4S)-Pinnatanine
Systematic Name
2-amino-4-{[(1E)-2-ethenyl-3-hydroxyprop-1-en-1-yl]carbamoyl}-4-hydroxybutanoic acid
Synonyms
LM ID
LMFA01050445
Formula
C10H16N2O5
Exact Mass
Calculate m/z
244.105923
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]
Amino fatty acids [FA0110]

String Representations

InChiKey (Click to copy)
VYDAYIZJJUOQMT-GQCTYLIASA-N
InChi (Click to copy)
InChI=1S/C10H16N2O5/c1-2-6(5-13)4-12-9(15)8(14)3-7(11)10(16)17/h2,4,7-8,13-14H,1,3,5,11H2,(H,12,15)(H,16,17)/b6-4+
SMILES (Click to copy)
O=C(C(CC(O)C(=O)N/C=C(/CO)\C=C)N)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Staphylea pinnata (#213841)
Magnoliopsida (#3398)
The structure of pinnatanine, a new amino acid amide from Staphylea pinnata L.,
Tetrahedron Letts, 1971

Other Databases

HMDB ID
HMDB0029439
CHEBI ID
143049
PubChem CID
53467538

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 0
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 236.95
Topological Polar Surface Area 132.88
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP -0.81
Molar Refractivity 61.26

Admin

Created at
-
Updated at
19th Jan 2022