Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-16 03:42:07 UTC
Update Date2022-03-07 03:17:52 UTC
HMDB IDHMDB0062297
Secondary Accession Numbers
  • HMDB62297
Metabolite Identification
Common Name9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid
Description15-dehydro-prostaglandin D2 belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, 15-dehydro-prostaglandin D2 is considered to be an eicosanoid lipid molecule. 15-dehydro-prostaglandin D2 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563866292
Synonyms
ValueSource
(5Z,13E)-9alpha-Hydroxy-11,15-dioxoprosta-5,13-dienoateChEBI
15-Deoxy-15-oxo-prostaglandin D2ChEBI
(5Z,13E)-9a-Hydroxy-11,15-dioxoprosta-5,13-dienoateGenerator
(5Z,13E)-9a-Hydroxy-11,15-dioxoprosta-5,13-dienoic acidGenerator
(5Z,13E)-9alpha-Hydroxy-11,15-dioxoprosta-5,13-dienoic acidGenerator
(5Z,13E)-9Α-hydroxy-11,15-dioxoprosta-5,13-dienoateGenerator
(5Z,13E)-9Α-hydroxy-11,15-dioxoprosta-5,13-dienoic acidGenerator
15-dehydro-Prostaglandin D2KEGG
9S-Hydroxy-11,15-dioxo-5Z,13E-prostadienoateGenerator
Chemical FormulaC20H30O5
Average Molecular Weight350.455
Monoisotopic Molecular Weight350.209324066
IUPAC Name(5Z)-7-[(1R,2R,5S)-5-hydroxy-3-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid
Traditional Name15-dehydro-prostaglandin D2
CAS Registry NumberNot Available
SMILES
[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC
InChI Identifier
InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-18,22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+/m1/s1
InChI KeyXEQAHADLFLAPQL-RBIQQSKKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentProstaglandins and related compounds
Alternative Parents
Substituents
  • Prostaglandin skeleton
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Cyclopentanol
  • Unsaturated fatty acid
  • Fatty acid
  • Alpha,beta-unsaturated ketone
  • Cyclic alcohol
  • Acryloyl-group
  • Enone
  • Secondary alcohol
  • Cyclic ketone
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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 Solubility0.057 g/lALOGPS
LogP3.27ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP3.27ALOGPS
logP3.64ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.4ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.67 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity98.54 m³·mol⁻¹ChemAxon
Polarizability40.05 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+190.99430932474
DeepCCS[M-H]-189.16930932474
DeepCCS[M-2H]-222.41330932474
DeepCCS[M+Na]+196.630932474
AllCCS[M+H]+191.032859911
AllCCS[M+H-H2O]+188.332859911
AllCCS[M+NH4]+193.532859911
AllCCS[M+Na]+194.232859911
AllCCS[M-H]-190.632859911
AllCCS[M+Na-2H]-191.932859911
AllCCS[M+HCOO]-193.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC4407.2Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC2542.9Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC2766.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #1CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2810.5Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #2CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2740.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #3CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O2912.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #4CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O2738.3Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #5CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3093.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #1CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2700.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #2CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2894.8Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #3CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3024.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #4CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2740.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #5CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2863.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #6CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2995.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #7CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2758.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #8CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3094.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #9CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3007.3Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #1CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2836.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #1CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2810.4Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #1CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C3015.3Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #2CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2966.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #2CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2868.7Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #2CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3062.7Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #3CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2761.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #3CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2760.9Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #3CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C3030.8Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #4CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3051.0Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #4CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2848.2Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #4CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3288.2Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #5CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2966.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #5CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2776.7Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #5CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3398.3Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #6CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3044.5Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #6CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2813.2Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #6CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3327.6Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #7CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2988.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #7CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2742.1Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #7CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3335.5Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #1CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3009.3Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #1CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2861.9Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #1CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3015.7Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #2CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2975.1Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #2CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2760.3Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #2CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3051.7Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #1CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3062.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #2CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2966.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #3CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O3146.6Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #4CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O3000.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #5CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3336.9Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #1CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3186.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #2CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3373.5Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #3CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3509.1Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #4CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3258.6Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #5CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O3293.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #6CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3447.6Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #7CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O3247.0Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #8CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3535.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #9CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3465.1Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #1CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3499.4Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #1CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3312.6Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #1CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3210.7Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #2CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3661.4Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #2CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3381.1Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #2CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3239.8Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #3CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3473.4Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #3CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3197.3Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #3CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3214.6Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #4CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3752.6Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #4CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3346.0Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #4CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3430.1Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #5CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3694.4Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #5CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3179.8Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #5CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3510.8Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #6CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3668.7Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #6CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3278.9Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #6CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3470.9Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #7CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3667.5Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #7CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3122.3Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #7CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3485.1Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #1CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3871.6Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #1CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3460.9Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #1CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3261.3Standard polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #2CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3869.2Semi standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #2CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3264.2Standard non polar33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #2CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3279.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ap3-6194000000-692e3f55f725086328c52017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid GC-MS (2 TMS) - 70eV, Positivesplash10-0072-9116700000-a7414a634aed59a617f62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic 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 - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Positive-QTOFsplash10-00lr-0029000000-c108192bee06d9f455172017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Positive-QTOFsplash10-067i-2195000000-e2f6d31cc915ea47bc762017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Positive-QTOFsplash10-000i-9320000000-cf7cb9f4ff488a220e192017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Negative-QTOFsplash10-0002-0019000000-3ef3528ac5a012ba1cf72017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Negative-QTOFsplash10-001j-3179000000-c1664329895eaa047d522017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Negative-QTOFsplash10-0a4i-9442000000-a51cbc13ffff3a3bebcf2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Negative-QTOFsplash10-001i-0009000000-8aeabb2208178be57ea52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Negative-QTOFsplash10-001j-0098000000-ce118083415d8f86df332021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Negative-QTOFsplash10-052r-5940000000-a8897005f7039527670e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Positive-QTOFsplash10-0159-0039000000-51d3f530d9493cecddb42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Positive-QTOFsplash10-014r-5296000000-645838cdbd7f470c94c12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Positive-QTOFsplash10-05mo-9300000000-9958abb1599b24a7052b2021-09-24Wishart 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 IDC04758
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280727
PDB IDNot Available
ChEBI ID15557
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.