Structure Database (LMSD)

Common Name
Homocapsaicin II
Systematic Name
6-Methyl-N-vanillyl-4E-octenamide
Synonyms
LM ID
LMFA08020455
Formula
C17H25NO3
Exact Mass
Calculate m/z
291.183444
Sum Composition
NA 17:5;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Methoxy fatty acids [FA0108]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Capsicum annuum (#4072)
Magnoliopsida (#3398)
[Biosynthesis of Capsaicinoids in Capsicum annuum L. var. annuum:].,
Planta Med, 1981
Pubmed ID: 17402044

String Representations

InChiKey (Click to copy)
NJBHHCDOMQCPID-FNORWQNLSA-N
InChi (Click to copy)
InChI=1S/C17H25NO3/c1-4-13(2)7-5-6-8-17(20)18-12-14-9-10-15(19)16(11-14)21-3/h5,7,9-11,13,19H,4,6,8,12H2,1-3H3,(H,18,20)/b7-5+
SMILES (Click to copy)
C1=CC(CNC(CC/C=C/C(C)CC)=O)=CC(OC)=C1O

Other Databases

PubChem CID
101405333

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 303.57
Topological Polar Surface Area 58.56
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 3.40
Molar Refractivity 84.33

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Created at
2nd Jun 2025
Updated at
2nd Jun 2025