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Arachidonoyl-CoA

Athanor · official

C41H66N7O17P3S · 1054 g/mol

IUPAC name: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenethioate

Also called arachidonoyl coenzyme A, 20:4-CoA, eicosanoid precursor

LipidsMetabolites
Open in Athanor
The structure of Arachidonoyl-CoA
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenethioate
Synonyms
arachidonoyl coenzyme A, 20:4-CoA, eicosanoid precursor
+ 38 more

arachidonyl-coenzyme A, Arachidonoyl CoA, arachidonoyl-coenzyme A, Coenzyme A, arachidonyl-, C20:4-CoA, DTXSID201316709, (5Z,8Z,11Z,14Z)-Icosatetraenoyl-CoA, all-cis-5,8,11,14-eicosatetraenoyl-CoA, Coenzyme A, S-5,8,11,14-eicosatetraenoate, (all-Z)-, CHEBI:15514, cis-Delta(5,8,11,14)-eicosatetraenoyl-CoA, all-cis-5,8,11,14-eicosatetraenoyl-coenzyme A, cis-Delta(5,8,11,14)-eicosatetraenoyl-coenzyme A, (5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoyl-CoA, (5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoyl-coenzyme A, (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoyl-coenzyme A, 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}, 3'-phosphoadenosine 5'-(3-((3R)-3-hydroxy-4-((3-((2-(((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl)sulfanyl)ethyl)amino)-3-oxopropyl)amino)-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate), RefChem:916101, DTXCID101746543, Arachidonyl-coa, Arachidonoyl coenzyme A, S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenethioate, 5Z,8Z,11Z,14Z-eicosatetraenoyl-CoA, JDEPVTUUCBFJIW-YQVDHACTSA-N, S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethyl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenethioate, Arachidonyl coenzyme A, 20:4, arachidonyl-CoA, Coenzyme A, S-arachidonate, Arachidonyl coenzyme A ester, SCHEMBL29635009, LMFA07050288, Coenzyme A, S-arachidonate (7CI,8CI), C02249, hosphinyl]-3-O-phosphono-beta-D-ribofuranosyl]-, Q27089496, Coenzyme A, S-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoate, Coenzyme A, S-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoate (9CI)

Molecular formula
C41H66N7O17P3S
Empirical formula
C41H66N7O17P3S
Molecular weight
1054 g/mol
Exact mass
1053.34488
CAS number
24589-77-3
PubChem CID
5497113
Canonical SMILES
CCCCCC=CCC=CCC=CCC=CCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
Isomeric SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
InChI
InChI=1S/C41H66N7O17P3S/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/h8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,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)/b9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1
InChIKey
JDEPVTUUCBFJIW-YQVDHACTSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
69
Rings
3
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.61
H-bond donors
9
H-bond acceptors
18 computed here · PubChem 22
Rotatable bonds
33 computed here · PubChem 34
TPSA (Ų)
363.6 computed here · PubChem 389
Formal charge
0
XLogP3
0.9 PubChem
Complexity
1880 PubChem
Stereocenters
5 defined, 2 undefinedCIP: C33: R · P40: undefined · P44: undefined · C49: R · C51: R · C62: R · C64: S
Double-bond geometry
C6=C7: Z · C9=C10: Z · C12=C13: Z · C15=C16: Z
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C46.72%
  • H6.31%
  • N9.30%
  • O25.80%
  • P8.82%
  • S3.04%

Isotope pattern

100%1053.34549%1054.34820%1055.3485.8%1056.3501.4%1057.3511058.352

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
4.81 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-7.32 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
5.75 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 1054
  • log P ≤ 5 (Crippen): 4.81
  • H-bond donors ≤ 5: 9
  • H-bond acceptors ≤ 10: 18

Breaks 3 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Smolecule, EvitaChem, J&H Chemical Co.,ltd.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  2. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  3. ·Literature on PubChem

Data last updated 2026-10-14.