EPA
Athanor · official
C20H30O2 · 302.5 g/mol
IUPAC name: (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
Also called eicosapentaenoic acid, C20:5, omega-3, fish oil
DangerCauses severe skin burns and eye damageNames and identifiers
- IUPAC name
- (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
- Synonyms
- eicosapentaenoic acid, C20:5, omega-3
+ 38 more
fish oil, Icosapent, Icosapento, Icosapentum, Miraxion, Eye Q, Eye-Q, Ropufa 70, Incromega e 7010sr, CCRIS 3279, AAN7QOV9EA, UNII-AAN7QOV9EA, Icosapento [INN-Spanish], EPA 45G, EPA [drug], C20:5 (n-3), (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate, Icosapentum [INN-Latin], CHEBI:28364, C20:5n-3,6,9,12,15, EPA (drug), Icosapentum (INN-Latin), Icosapento (INN-Spanish), RELIVEN, EPA-FFA, RefChem:5900, ICOSAPENT (EPA), icosapentate, Timnodonic acid, cis-5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid, (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid, eicosapentaenoate, 5Z,8Z,11Z,14Z,17Z-Eicosapentaenoic acid, (all-Z)-5,8,11,14,17-Eicosapentaenoic acid, Icosapent [INN], Icosapentaenoate, DTXSID9041023
- Molecular formula
- C20H30O2
- Empirical formula
- C10H15O
- Molecular weight
- 302.5 g/mol
- Exact mass
- 302.22458
- CAS number
- 10417-94-4
- PubChem CID
- 446284
- Canonical SMILES
- CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O
- Isomeric SMILES
- CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
- InChI
- InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
- InChIKey
- JAZBEHYOTPTENJ-JLNKQSITSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 22
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.45
- H-bond donors
- 1
- H-bond acceptors
- 1 computed here · PubChem 2
- Rotatable bonds
- 13
- TPSA (Ų)
- 37.3
- Formal charge
- 0
- XLogP3
- 5.6 PubChem
- Complexity
- 398 PubChem
- Stereocenters
- None
- Double-bond geometry
- C3=C4: Z · 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
- C79.42%
- H10.00%
- O10.58%
Isotope pattern
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
- 5.99 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -4.63 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.04 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 302.46
- log P ≤ 5 (Crippen): 5.99
- H-bond donors ≤ 5: 1
- H-bond acceptors ≤ 10: 1
Breaks 1 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
Danger
Most widely reported: 92 company reports to ECHA. Source [1].
- Corrosive
- H314Causes severe skin burns and eye damage
Precautionary statements: P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, P501
Safety data sheets on the supplier’s page: Biorbyt, Sigma-Aldrich, BLD Pharm.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRSpectraBase
- 13C NMRSpectraBase
- GC-MSHuman Metabolome Database (HMDB) (GC-MS) · MassBank of North America (MoNA) (GC-MS) · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase (GCMS)
- MS-MSHuman Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE) · MassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE) · MassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE)
- Other MSMassBank of North America (MoNA) (SCIEX 5600 · in-silico QTOF · negative) · MassBank of North America (MoNA) (negative)
- ATR-IRSpectraBase
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]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.