Structure Database (LMSD)

Common Name
Capsaicin
Systematic Name
8-Methyl-N-vanillyl-6E-nonenamide
Synonyms
LM ID
LMFA08020085
Formula
C18H27NO3
Exact Mass
Calculate m/z
305.199094
Sum Composition
NA 18:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry
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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 (#4071)
Magnoliopsida (#3398)
THE CONSTITUTION OF CAPSAICIN, THE PUNGENT PRINCIPLE OF CAPSICUM. III,
J. Am. Chem. Soc., 1923

String Representations

InChiKey (Click to copy)
YKPUWZUDDOIDPM-SOFGYWHQSA-N
InChi (Click to copy)
InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
SMILES (Click to copy)
C1=CC(CNC(=O)CCCC/C=C/C(C)C)=CC(OC)=C1O

Other Databases

KEGG ID
C06866
HMDB ID
HMDB0002227
CHEBI ID
3374
PubChem CID
1548943
Cayman ID
92350
PDB ID
4DY
GuidePharm ID
2486

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 320.87
Topological Polar Surface Area 58.56
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 3.79
Molar Refractivity 88.95

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Updated at
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