Structure Database (LMSD)

HO P OH O OH O O O O P O NH NH 2 N N N N O P OH HO O O N H OH O S O
Common Name
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA
Systematic Name
5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl-CoA
Synonyms
  • (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA
  • (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA
  • 20:5(n-3)
  • 5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl-CoA
  • CoA(20:5(5Z,8Z,11Z,14Z,17Z))
  • all-cis-5,8,11,14,17-eicosapentaenoyl-CoA
  • all-cis-5,8,11,14,17-icosapentaenoyl-CoA
LM ID
LMFA07050122
Formula
C41H64N7O17P3S
Exact Mass
Calculate m/z
1051.329234
Sum Composition
CoA 20:5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Fatty acyl CoAs [FA0705]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]
Carbocyclic fatty acids [FA0114]

String Representations

InChiKey (Click to copy)
JWZLRYCDDXHXDL-LCMHIRPZSA-N
InChi (Click to copy)
InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4,7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b6-5-,9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1
SMILES (Click to copy)
C(=C/C/C=C\C/C=C\C/C=C\C/C=C\CCCC(SCCNC(=O)CCNC([C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@H]1[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](O1)N1C=NC2C(N)=NC=NC1=2)=O)=O)/CC

References

Other Databases

HMDB ID
HMDB0060311
CHEBI ID
63539
PubChem CID
56927904

Calculated Physicochemical Properties

Heavy Atoms 69
Rings 3
Aromatic Rings 2
Rotatable Bonds 33
Van der Waals Molecular Volume 931.73
Topological Polar Surface Area 365.70
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 21
logP 7.84
Molar Refractivity 259.36

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

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Created at
-
Updated at
25th Apr 2022