Structure Database (LMSD)

Common Name
Cicutoxin
Systematic Name
(8E,10E,12E,14R)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol
Synonyms
LM ID
LMFA05000647
Formula
C17H22O2
Exact Mass
Calculate m/z
258.16198
Sum Composition
FOH 17:7;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty alcohols [FA05]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cicuta (#48035)
Magnoliopsida (#3398)
Absolute stereochemistry of cicutoxin and related toxic polyacetylenic alcohols from Cicuta virosa,
Tetrahedron, 1999

String Representations

InChiKey (Click to copy)
FQVNSJQTSOVRKZ-JNRDBWBESA-N
InChi (Click to copy)
InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10,12,15,17-19H,2,11,13-14,16H2,1H3/b6-4+,10-8+,15-12+/t17-/m1/s1
SMILES (Click to copy)
O[C@@H](/C=C/C=C/C=C/C#CC#CCCCO)CCC

Other Databases

Wikipedia
Cicutoxin
KEGG ID
C08402
CHEBI ID
3695
PubChem CID
25265910

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 0
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 301.76
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 3.17
Molar Refractivity 81.21

Admin

Created at
-
Updated at
12th Nov 2021