Structure Database (LMSD)

Common Name
Amphimic acid C
Systematic Name
(11S)-10,11-methylene-5Z,9E-hexacosadienoic acid
Synonyms
LM ID
LMFA01140060
Formula
C27H48O2
Exact Mass
Calculate m/z
404.36543
Sum Composition
FA 27:3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Carbocyclic fatty acids [FA0114]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Amphimedon (#2630676)
Demospongiae (#6042)
Amphimic acids and related long-chain fatty acids as DNA topoisomerase I inhibitors from an Australian sponge, Amphimedon sp.: Isolation, structure, synthesis, and biological evaluation,
Tetrahedron, 1997

String Representations

InChiKey (Click to copy)
PLUYRZCFIFXPDL-SHUBPKEUSA-N
InChi (Click to copy)
InChI=1S/C27H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-15-18-21-25-24-26(25)22-19-16-13-14-17-20-23-27(28)29/h13-14,22,25H,2-12,15-21,23-24H2,1H3,(H,28,29)/b14-13-,26-22+/t25-/m0/s1
SMILES (Click to copy)
C(CCC/C=C\CC/C=C1\C[C@@H]\1CCCCCCCCCCCCCCC)(=O)O

Other Databases

PubChem CID
131839800

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 472.96
Topological Polar Surface Area 37.3
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 9.01
Molar Refractivity 126.36

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Created at
-
Updated at
13th Apr 2021