Metabolite Eicosapentaenoic acid

Name

Eicosapentaenoic acid

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 302.458
Monoisotopic: 302.224580206

Chemical Formula

C₂₀H₃₀O₂

InChI Key

JAZBEHYOTPTENJ-RCHUDCCISA-N

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+

IUPAC Name

(5E,8E,11E,14E,17E)-icosa-5,8,11,14,17-pentaenoic acid

SMILES

CC\C=C\C\C=C\C\C=C\C\C=C\C\C=C\CCCC(O)=O

Reactions

Medium-chain triglycerides

Glycerol, Linoleic acid, and alpha-Linolenic acid
- alpha-Linolenic acid
  
  Docosahexaenoic acid and Eicosapentaenoic acid
- Linoleic acid
  
  Arachidonic Acid

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-2972000000-a408e896590a67926bf8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0009000000-8743d26da76bbb305c8f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0559000000-2e5d1d23f189a3499ee7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-3940000000-317bf111d062c6bd721b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-055o-1690000000-5f75d3114f5fc8973fcc
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001l-9600000000-4f3127816a05073640a0

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	227.1905164	predicted	DarkChem Lite v0.1.0
[M-H]-	175.41084	predicted	DeepCCS 1.0 (2019)
[M+H]+	177.76886	predicted	DeepCCS 1.0 (2019)
[M+Na]+	183.862	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 4445974
ChEMBL: CHEMBL4802124
Wikipedia: Eicosapentaenoic_acid

Predicted Properties

Property	Value	Source
Water Solubility	0.000289 mg/mL	ALOGPS
logP	6.53	ALOGPS
logP	6.23	Chemaxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.82	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	2	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	37.3 Å²	Chemaxon
Rotatable Bond Count	13	Chemaxon
Refractivity	101.07 m³·mol^-1	Chemaxon
Polarizability	36.74 Å³	Chemaxon
Number of Rings	0	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Eicosapentaenoic acid

Structure for Eicosapentaenoic acid

Collision Cross Sections (CCS)