Metabolite Docosahexaenoic acid

Name

Docosahexaenoic acid

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 328.4883
Monoisotopic: 328.240230268

Chemical Formula

C₂₂H₃₂O₂

InChI Key

MBMBGCFOFBJSGT-KUBAVDMBSA-N

InChI

InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

IUPAC Name

(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid

SMILES

CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(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
GC-MS Spectrum - GC-MS (1 TMS)	GC-MS	splash10-004l-9800000000-86f34228f9e92b6da2c6
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0690-5590000000-145821d84e425eec8f98
GC-MS Spectrum - GC-MS	GC-MS	splash10-004l-9800000000-86f34228f9e92b6da2c6
Mass Spectrum (Electron Ionization)	MS	splash10-002f-9400000000-60bd7bfd4de9015476c7
LC-MS/MS Spectrum - LC-ESI-IT , negative	LC-MS/MS	splash10-001i-0190000000-e6566b5aff7cefa4ae5d
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-004i-0069000000-c76c91e0abd1895adb8b
LC-MS/MS Spectrum - LC-ESI-QQ , negative	LC-MS/MS	splash10-001r-0069000000-a25e6a700612620a1217
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01t9-3889000000-f8fb12ea348d43452c25
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-0009000000-c9a23bbdb1f6741615a7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-0429000000-fc115d3f21d4ee12bb66
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-7591000000-ba0f6d4c9b7dbf89ad38
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0apv-3491000000-ed4fb9cbe25f7364ebf9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00o3-9740000000-109d5deef4d29d32034a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01t9-3889000000-f8fb12ea348d43452c25
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-0009000000-c9a23bbdb1f6741615a7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-0429000000-fc115d3f21d4ee12bb66
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-7591000000-ba0f6d4c9b7dbf89ad38
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0apv-3491000000-ed4fb9cbe25f7364ebf9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00o3-9740000000-109d5deef4d29d32034a
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	238.0743914	predicted	DarkChem Lite v0.1.0
[M-H]-	238.1231914	predicted	DarkChem Lite v0.1.0
[M-H]-	238.0391914	predicted	DarkChem Lite v0.1.0
[M-H]-	238.8162914	predicted	DarkChem Lite v0.1.0
[M-H]-	191.85579	predicted	DeepCCS 1.0 (2019)
[M-H]-	238.0743914	predicted	DarkChem Lite v0.1.0
[M-H]-	238.1231914	predicted	DarkChem Lite v0.1.0
[M-H]-	238.0391914	predicted	DarkChem Lite v0.1.0
[M-H]-	238.8162914	predicted	DarkChem Lite v0.1.0
[M-H]-	191.85579	predicted	DeepCCS 1.0 (2019)
[M+H]+	194.21379	predicted	DeepCCS 1.0 (2019)
[M+H]+	194.21379	predicted	DeepCCS 1.0 (2019)
[M+Na]+	201.32823	predicted	DeepCCS 1.0 (2019)
[M+Na]+	201.32823	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0002183
ChemSpider: 393183
ChEBI: 28125
ZINC: ZINC000004474564
PDBe Ligand: HXA
Wikipedia: Docosahexaenoic_acid

Predicted Properties

Property	Value	Source
Water Solubility	0.000186 mg/mL	ALOGPS
logP	6.83	ALOGPS
logP	6.75	Chemaxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.89	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	14	Chemaxon
Refractivity	111.39 m³·mol^-1	Chemaxon
Polarizability	38.47 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 Docosahexaenoic acid

Structure for Docosahexaenoic acid

Collision Cross Sections (CCS)