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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-23 16:06:47 UTC
Update Date2022-03-07 02:49:32 UTC
HMDB IDHMDB0006562
Secondary Accession Numbers
  • HMDB06562
Metabolite Identification
Common Name8-iso-13,14-dihydro-15-keto-PGF2a
Description8-iso-13,14-dihydro-15-keto-PGF2a is an isoprostane. Isoprostanes are a family of prostaglandin (PG) isomers generated by free radical-catalysed peroxidation and then rearrangement of arachidonic acid. In addition, isoprostanes can be produced by cyclo-oxygenase (COX) dependent pathways. Several cell types have been shown to release increased levels of the F2 isoprostane, 8-iso PGF2alpha, when stimulated with inflammatory mediators or subjected to oxidative stress in vitro. Furthermore, 8-iso PGF2alpha levels are elevated in rats in vivo when prooxidant conditions are induced experimentally. Similarly, elevated isoprostane production has been demonstrated in clinical conditions characterized by oxidant stress including diabetes, alcoholism, paraquat poisoning, myocardial reperfusion, critical illness, pre-eclampsia and smoking. Consequently, the measurement of 8-iso PGF2alpha in plasma and urine has been proposed as a relevant and convenient method to monitor oxidant stress in man. (PMID: 11309241 ).
Structure
Data?1582752391
Synonyms
ValueSource
(5Z,8b,9a,11a)-9,11-Dihydroxy-15-oxo-prost-5-en-1-OateHMDB
(5Z,8b,9a,11a)-9,11-Dihydroxy-15-oxo-prost-5-en-1-Oic acidHMDB
9S,11R-Dihydroxy-15-oxo-5Z-prostaenoateHMDB
9S,11R-Dihydroxy-15-oxo-5Z-prostaenoic acidHMDB
9S,11R-Dihydroxy-15-oxo-5Z-prostaenoic acid-cyclo[8S,12R]HMDB
8-Iso-13,14-dihydro-15-keto-PGF2αHMDB
8-Iso-13,14-dihydro-15-keto-PGF2aGenerator
Chemical FormulaC20H34O5
Average Molecular Weight354.481
Monoisotopic Molecular Weight354.240624198
IUPAC Name(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
Traditional Name(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
CAS Registry Number191919-02-5
SMILES
CCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C20H34O5/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/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17+,18-,19+/m0/s1
InChI KeyVKTIONYPMSCHQI-JPRPWBOBSA-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
  • Fatty acid
  • Unsaturated fatty acid
  • Cyclic alcohol
  • Ketone
  • Secondary alcohol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.12ALOGPS
logP3.02ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)4.31ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area94.83 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity98.48 m³·mol⁻¹ChemAxon
Polarizability41.28 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
DarkChem[M+H]+189.8431661259
DarkChem[M-H]-187.04731661259
DeepCCS[M+H]+202.09830932474
DeepCCS[M-H]-199.66130932474
DeepCCS[M-2H]-234.0330932474
DeepCCS[M+Na]+209.25930932474
AllCCS[M+H]+193.932859911
AllCCS[M+H-H2O]+191.332859911
AllCCS[M+NH4]+196.332859911
AllCCS[M+Na]+197.032859911
AllCCS[M-H]-192.432859911
AllCCS[M+Na-2H]-193.832859911
AllCCS[M+HCOO]-195.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
8-iso-13,14-dihydro-15-keto-PGF2aCCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O4430.1Standard polar33892256
8-iso-13,14-dihydro-15-keto-PGF2aCCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O2662.6Standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2aCCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@H]1C\C=C/CCCC(O)=O2849.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #1CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C2801.6Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #2CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O2787.4Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #3CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O2863.0Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #4CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C2956.4Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TMS,isomer #5CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C2960.6Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #1CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C2765.2Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #2CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2738.2Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #3CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2820.0Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #4CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2834.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #5CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O2750.4Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #6CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2799.1Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #7CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2823.5Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #8CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C2884.0Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TMS,isomer #9CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C2896.3Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #1CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C2733.3Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #2CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2796.4Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #3CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2812.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #4CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2779.4Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #5CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2799.2Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #6CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2777.8Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TMS,isomer #7CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C2803.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #1CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2793.1Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #1CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2792.1Standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #1CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2855.3Standard polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #2CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2813.5Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #2CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2815.0Standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TMS,isomer #2CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C2859.4Standard polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #1CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C3018.5Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #2CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O3001.1Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #3CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O3119.9Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #4CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C3202.5Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,1TBDMS,isomer #5CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C3197.0Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #1CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C3265.8Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #2CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3208.8Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #3CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3274.9Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #4CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3282.9Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #5CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O3238.2Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #6CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3267.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #7CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3272.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #8CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C3401.1Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,2TBDMS,isomer #9CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O)O[Si](C)(C)C(C)(C)C3397.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #1CCCCCC(=O)CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C3438.5Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #2CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3518.2Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #3CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3509.4Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #4CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3463.1Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #5CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3473.3Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #6CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3505.8Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,3TBDMS,isomer #7CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C3499.5Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #1CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3670.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #1CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3446.3Standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #1CCCCCC(=CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3179.8Standard polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #2CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3676.7Semi standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #2CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3463.0Standard non polar33892256
8-iso-13,14-dihydro-15-keto-PGF2a,4TBDMS,isomer #2CCCCC=C(CC[C@@H]1[C@H](C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3184.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a GC-MS (Non-derivatized) - 70eV, Positivesplash10-052r-5295000000-d95e54c01cb3298d616e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a GC-MS (3 TMS) - 70eV, Positivesplash10-0a4i-3411590000-9e72de4a5b63ca9984262017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 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 - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Positive-QTOFsplash10-00kr-0019000000-0052c5e0e660b3771d672017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Positive-QTOFsplash10-05w3-4296000000-cc7ee649acc113c51a642017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Positive-QTOFsplash10-010d-8190000000-0206683394d5b384af272017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Negative-QTOFsplash10-0udr-0009000000-93b074f982565ef968fd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Negative-QTOFsplash10-0f79-1249000000-05e9f45f6836457a16c92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Negative-QTOFsplash10-0a4i-9332000000-b09a8b002500e86325342017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Positive-QTOFsplash10-014i-0019000000-3a95b34ff22dc22feebf2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Positive-QTOFsplash10-014j-9345000000-1d8222def709ccd2049a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Positive-QTOFsplash10-0006-9100000000-987d738c18f3047f38b92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 10V, Negative-QTOFsplash10-0udi-0009000000-31341887ac640cdeb33d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 20V, Negative-QTOFsplash10-0fki-1196000000-90351d169a5f152c18a12021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8-iso-13,14-dihydro-15-keto-PGF2a 40V, Negative-QTOFsplash10-0a6r-9140000000-d704a714c796c185009f2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB023973
KNApSAcK IDNot Available
Chemspider ID4446335
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283214
PDB IDNot Available
ChEBI IDNot Available
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. Cranshaw JH, Evans TW, Mitchell JA: Characterization of the effects of isoprostanes on platelet aggregation in human whole blood. Br J Pharmacol. 2001 Apr;132(8):1699-706. [PubMed:11309241 ]