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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-16 03:41:53 UTC
Update Date2022-03-07 03:17:52 UTC
HMDB IDHMDB0062291
Secondary Accession Numbers
  • HMDB62291
Metabolite Identification
Common Name15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid
Description13,14-dihydro-15-oxolipoxin A4, also known as DHK-lxa4, belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. Thus, 13,14-dihydro-15-oxolipoxin A4 is considered to be an eicosanoid lipid molecule. 13,14-dihydro-15-oxolipoxin A4 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563866291
Synonyms
ValueSource
13,14-Dihydro-15-keto-lipoxin a4ChEBI
13,14-Dihydro-15-keto-lxa4ChEBI
15-oxo-5S,6R-Dihydroxy-7E,9E,11Z-eicosatrienoic acidChEBI
DHK-LXA4ChEBI
15-oxo-5S,6R-Dihydroxy-7E,9E,11Z-eicosatrienoateGenerator
Chemical FormulaC20H32O5
Average Molecular Weight352.471
Monoisotopic Molecular Weight352.22497413
IUPAC Name(5S,6R,7E,9E,11Z)-5,6-dihydroxy-15-oxoicosa-7,9,11-trienoic acid
Traditional Namedhk-LXA4
CAS Registry NumberNot Available
SMILES
[H]\C(CCC(=O)CCCCC)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@@]([H])(O)[C@@]([H])(O)CCCC(O)=O
InChI Identifier
InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,10,14,18-19,22-23H,2-3,8-9,11-13,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,14-10+/t18-,19+/m1/s1
InChI KeyFPRPRBFSKMFXRV-JWVNNVTNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentHydroxyeicosatrienoic acids
Alternative Parents
Substituents
  • Hydroxyeicosatrienoic acid
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Unsaturated fatty acid
  • Fatty acid
  • Secondary alcohol
  • Ketone
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.042 g/lALOGPS
LogP3.57ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP3.57ALOGPS
logP3.46ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.48ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area94.83 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity102.36 m³·mol⁻¹ChemAxon
Polarizability41.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+191.10131661259
DarkChem[M-H]-190.2731661259
DeepCCS[M+H]+199.930932474
DeepCCS[M-H]-198.07530932474
DeepCCS[M-2H]-231.31530932474
DeepCCS[M+Na]+205.50630932474
AllCCS[M+H]+194.332859911
AllCCS[M+H-H2O]+191.632859911
AllCCS[M+NH4]+196.832859911
AllCCS[M+Na]+197.532859911
AllCCS[M-H]-190.732859911
AllCCS[M+Na-2H]-192.632859911
AllCCS[M+HCOO]-194.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid[H]\C(CCC(=O)CCCCC)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@@]([H])(O)[C@@]([H])(O)CCCC(O)=O4532.9Standard polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid[H]\C(CCC(=O)CCCCC)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@@]([H])(O)[C@@]([H])(O)CCCC(O)=O2633.9Standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid[H]\C(CCC(=O)CCCCC)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@@]([H])(O)[C@@]([H])(O)CCCC(O)=O2831.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TMS,isomer #1CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@@H](O)CCCC(=O)O3082.1Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TMS,isomer #2CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O)O[Si](C)(C)C3078.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TMS,isomer #3CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O[Si](C)(C)C3053.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TMS,isomer #4CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C3219.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TMS,isomer #5CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C3210.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #1CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C3112.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #2CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C3061.2Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #3CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C3194.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #4CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C3208.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #5CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3058.3Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #6CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3187.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #7CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3193.4Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #8CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3150.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TMS,isomer #9CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3155.5Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #1CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3094.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #2CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3194.3Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #3CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C3194.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #4CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3140.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #5CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3152.5Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #6CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3129.4Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TMS,isomer #7CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3133.7Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TMS,isomer #1CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3143.4Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TMS,isomer #1CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2909.0Standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TMS,isomer #1CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3121.5Standard polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TMS,isomer #2CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3146.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TMS,isomer #2CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2897.0Standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TMS,isomer #2CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3091.4Standard polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TBDMS,isomer #1CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O3340.2Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TBDMS,isomer #2CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C3330.5Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TBDMS,isomer #3CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C3316.5Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TBDMS,isomer #4CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C3473.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,1TBDMS,isomer #5CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C3467.2Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #1CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C3602.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #2CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C3550.7Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #3CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C3679.1Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #4CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C3675.1Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #5CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3547.6Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #6CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3672.1Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #7CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3663.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #8CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3654.7Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,2TBDMS,isomer #9CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3648.8Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #1CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3839.7Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #2CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3938.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #3CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3920.1Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #4CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3895.1Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #5CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3880.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #6CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3889.9Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,3TBDMS,isomer #7CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3872.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TBDMS,isomer #1CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4139.2Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TBDMS,isomer #1CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3616.5Standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TBDMS,isomer #1CCCCCC(=CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3327.7Standard polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TBDMS,isomer #2CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4108.0Semi standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TBDMS,isomer #2CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3595.3Standard non polar33892256
15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid,4TBDMS,isomer #2CCCCC=C(CC/C=C\C=C\C=C\[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3302.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-02ti-7962000000-ed25fb58578576d97f692017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid GC-MS (3 TMS) - 70eV, Positivesplash10-0zi0-9013740000-cee3ef99b520803d2b192017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 10V, Positive-QTOFsplash10-00kr-0019000000-ca521c3d06c562e77a7d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 20V, Positive-QTOFsplash10-05n0-9254000000-a28a5d8914f2d6b5c7222017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 40V, Positive-QTOFsplash10-006x-9220000000-767c06f5b5a52f0a711f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 10V, Negative-QTOFsplash10-0udi-0009000000-16eb68133f871d8454a42017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 20V, Negative-QTOFsplash10-0kai-5589000000-50f30aad83d3e4c2b0812017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 40V, Negative-QTOFsplash10-0bt9-9640000000-828d47bcc7f668eea5d92017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 10V, Positive-QTOFsplash10-014r-1119000000-c34398f20e4104da6f232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 20V, Positive-QTOFsplash10-059l-9784000000-4b0bd0e353ef9b9086d72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 40V, Positive-QTOFsplash10-0096-9600000000-19c9d4093e786839d46c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 10V, Negative-QTOFsplash10-0udi-0009000000-876e48dd9dad3b7a217e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 20V, Negative-QTOFsplash10-0l1r-5579000000-fb5fbb17ceee35741f3f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid 40V, Negative-QTOFsplash10-0a4m-9610000000-360a9bfd5a07f664fd532021-09-23Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52921885
PDB IDNot Available
ChEBI ID63993
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.