Structure Database (LMSD)

Common Name
Dicranin
Systematic Name
9Z,12Z,15Z-octadecatrien-6-ynoic acid
Synonyms
  • (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid
  • (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid
  • Octadeca-6-yn-9,12,15(all Z)-trienoic acid (18:4a)
LM ID
LMFA01031109
Formula
C18H26O2
Exact Mass
Calculate m/z
274.19328
Sum Composition
FA 18:5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Octadecanoids [FA02]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dicranum scoparium (#3222)
Bryopsida (#3214)
Dicranin, an antimicrobial and 15-lipoxygenase inhibitor from the moss Dicranum scoparium.,
J Nat Prod, 1993
Pubmed ID: 8377015

String Representations

InChiKey (Click to copy)
UXMMIMGEKFYPFK-PDBXOOCHSA-N
InChi (Click to copy)
InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-
SMILES (Click to copy)
C(CCCCC#CC/C=C\C/C=C\C/C=C\CC)(=O)O

Other Databases

CHEBI ID
65768
PubChem CID
44584408
PlantFA ID
10920

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 321.7
Topological Polar Surface Area 37.3
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.88
Molar Refractivity 85.44

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Created at
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Updated at
25th Apr 2022