Structure Database (LMSD)

Common Name
Gummiferol
Systematic Name
8,9,10,11-diepoxy-14-acetoxy-12E-tetradecen-2,4,6-triyn-1-ol
Synonyms
  • 8,9,10,11-diepoxy-14-acetoxy-tetradeca-12E-en-2,4,6-triyn-1-ol
LM ID
LMFA05000014
Formula
C16H14O5
Exact Mass
Calculate m/z
286.084125
Sum Composition
FOH 16:10;O4
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
Adenia gummifera (#237833)
Magnoliopsida (#3398)
Total synthesis, structural elucidation, and structure-cytotoxic activity relationship of (-)-gummiferol.,
J Org Chem, 2013
Pubmed ID: 23373959

String Representations

InChiKey (Click to copy)
CVFDUGAXSFOYQC-VQHVLOKHSA-N
InChi (Click to copy)
InChI=1S/C16H14O5/c1-12(18)19-11-7-9-14-16(21-14)15-13(20-15)8-5-3-2-4-6-10-17/h7,9,13-17H,10-11H2,1H3/b9-7+
SMILES (Click to copy)
C(CO)#CC#CC#CC1OC1C1OC1/C=C/COC(=O)C

Other Databases

CHEBI ID
165515
PubChem CID
5283268

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 2
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 283.47
Topological Polar Surface Area 71.59
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 1.36
Molar Refractivity 76.54

Admin

Created at
-
Updated at
10th May 2020