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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2008-09-15 09:54:55 UTC
Update Date2021-09-14 15:47:04 UTC
HMDB IDHMDB0010199
Secondary Accession Numbers
  • HMDB10199
Metabolite Identification
Common Name11b-PGF2a
Description11b-PGF2a is an intermediate metabolite in the arachadonic acid metabolic pathway. 11b-PGF2 is irreversibly produced from prostaglandin D2 via the enzyme prostaglandin-F synthase [EC:1.1.1.188].(KEGG)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.
Structure
Data?1582752795
Synonyms
ValueSource
11-Epi-PGF2aChEBI
11-Epi-PGF2alphaChEBI
11-Epi-prostaglandin F2aChEBI
11beta-PGF2alphaChEBI
11beta-Prostaglandin F2alphaChEBI
11-Epi-PGF2αGenerator
11Β-PGF2αGenerator
11b-Prostaglandin F2aGenerator
11Β-prostaglandin F2αGenerator
(5Z,13E,15S)-9alpha,11beta,15-Trihydroxyprosta-5,13-dien-1-OateHMDB
(5Z,13E,15S)-9alpha,11beta,15-Trihydroxyprosta-5,13-dien-1-Oic acidHMDB
(Z)-7-[(1R,2R,3S,5S)-3,5-Dihydroxy-2-[(e,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoateHMDB
(Z)-7-[(1R,2R,3S,5S)-3,5-Dihydroxy-2-[(e,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acidHMDB
11-Epi-prostaglandin F2alphaHMDB
9S,11S,15S-Trihydroxy-5Z,13E-prostadienoateHMDB
9S,11S,15S-Trihydroxy-5Z,13E-prostadienoic acidHMDB
9alpha,11beta PGF2HMDB
Enzaprost FHMDB
F2 alpha, ProstaglandinHMDB
Prostaglandin F2 alphaHMDB
alpha, PGF2HMDB
PGF2HMDB
PGF2 alphaHMDB
Prostaglandin F2HMDB
9alpha,11beta-PGF2HMDB
DinoprostHMDB
F2alpha, ProstaglandinHMDB
Prostaglandin F2alphaHMDB
EstrofanHMDB
PGF2alphaHMDB
11b-PGF2HMDB
11Β-PGF2HMDB
11b-PGF2aGenerator
Chemical FormulaC20H34O5
Average Molecular Weight354.481
Monoisotopic Molecular Weight354.240624198
IUPAC Name(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid
Traditional Name11β-prostaglandin F2α
CAS Registry NumberNot Available
SMILES
CCCCC[C@H](O)\C=C\[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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19-/m0/s1
InChI KeyPXGPLTODNUVGFL-ZWAKLXPCSA-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
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available194.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00001871
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP3.11ALOGPS
logP2.61ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)4.36ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity100.47 m³·mol⁻¹ChemAxon
Polarizability41.05 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
DarkChem[M+H]+187.00131661259
DarkChem[M-H]-192.05631661259
DeepCCS[M+H]+202.69830932474
DeepCCS[M-H]-200.30330932474
DeepCCS[M-2H]-233.55330932474
DeepCCS[M+Na]+208.61130932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
11b-PGF2a,1TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2883.7Semi standard non polar33892256
11b-PGF2a,1TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2654.3Standard non polar33892256
11b-PGF2a,1TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3798.9Standard polar33892256
11b-PGF2a,1TMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O2784.6Semi standard non polar33892256
11b-PGF2a,1TMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O2654.5Standard non polar33892256
11b-PGF2a,1TMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O3816.7Standard polar33892256
11b-PGF2a,1TMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2765.8Semi standard non polar33892256
11b-PGF2a,1TMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2668.7Standard non polar33892256
11b-PGF2a,1TMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O3917.0Standard polar33892256
11b-PGF2a,1TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2816.1Semi standard non polar33892256
11b-PGF2a,1TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2705.5Standard non polar33892256
11b-PGF2a,1TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C3885.6Standard polar33892256
11b-PGF2a,2TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2755.7Semi standard non polar33892256
11b-PGF2a,2TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2661.0Standard non polar33892256
11b-PGF2a,2TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3427.4Standard polar33892256
11b-PGF2a,2TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2746.0Semi standard non polar33892256
11b-PGF2a,2TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C2678.3Standard non polar33892256
11b-PGF2a,2TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C3542.6Standard polar33892256
11b-PGF2a,2TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2827.9Semi standard non polar33892256
11b-PGF2a,2TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2733.5Standard non polar33892256
11b-PGF2a,2TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3505.7Standard polar33892256
11b-PGF2a,2TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2750.7Semi standard non polar33892256
11b-PGF2a,2TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2667.9Standard non polar33892256
11b-PGF2a,2TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O3552.3Standard polar33892256
11b-PGF2a,2TMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2762.8Semi standard non polar33892256
11b-PGF2a,2TMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2735.3Standard non polar33892256
11b-PGF2a,2TMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C3529.4Standard polar33892256
11b-PGF2a,2TMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2742.2Semi standard non polar33892256
11b-PGF2a,2TMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2752.8Standard non polar33892256
11b-PGF2a,2TMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C3626.4Standard polar33892256
11b-PGF2a,3TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2718.1Semi standard non polar33892256
11b-PGF2a,3TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2619.6Standard non polar33892256
11b-PGF2a,3TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3125.6Standard polar33892256
11b-PGF2a,3TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2744.9Semi standard non polar33892256
11b-PGF2a,3TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2706.6Standard non polar33892256
11b-PGF2a,3TMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3086.8Standard polar33892256
11b-PGF2a,3TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2730.6Semi standard non polar33892256
11b-PGF2a,3TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2734.3Standard non polar33892256
11b-PGF2a,3TMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3239.1Standard polar33892256
11b-PGF2a,3TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2713.7Semi standard non polar33892256
11b-PGF2a,3TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C2711.4Standard non polar33892256
11b-PGF2a,3TMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C3266.2Standard polar33892256
11b-PGF2a,4TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2746.0Semi standard non polar33892256
11b-PGF2a,4TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2666.8Standard non polar33892256
11b-PGF2a,4TMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C2798.1Standard polar33892256
11b-PGF2a,1TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3139.4Semi standard non polar33892256
11b-PGF2a,1TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C2871.4Standard non polar33892256
11b-PGF2a,1TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C3813.8Standard polar33892256
11b-PGF2a,1TBDMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O2997.0Semi standard non polar33892256
11b-PGF2a,1TBDMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O2876.9Standard non polar33892256
11b-PGF2a,1TBDMS,isomer #2CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O3838.1Standard polar33892256
11b-PGF2a,1TBDMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2980.6Semi standard non polar33892256
11b-PGF2a,1TBDMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O2885.8Standard non polar33892256
11b-PGF2a,1TBDMS,isomer #3CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O3924.8Standard polar33892256
11b-PGF2a,1TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3080.5Semi standard non polar33892256
11b-PGF2a,1TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C2919.5Standard non polar33892256
11b-PGF2a,1TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C3875.0Standard polar33892256
11b-PGF2a,2TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3245.1Semi standard non polar33892256
11b-PGF2a,2TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3051.2Standard non polar33892256
11b-PGF2a,2TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3531.6Standard polar33892256
11b-PGF2a,2TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3232.7Semi standard non polar33892256
11b-PGF2a,2TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3070.4Standard non polar33892256
11b-PGF2a,2TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3632.2Standard polar33892256
11b-PGF2a,2TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3363.9Semi standard non polar33892256
11b-PGF2a,2TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3134.1Standard non polar33892256
11b-PGF2a,2TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3594.9Standard polar33892256
11b-PGF2a,2TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)O3197.2Semi standard non polar33892256
11b-PGF2a,2TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)O3054.9Standard non polar33892256
11b-PGF2a,2TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)O3648.0Standard polar33892256
11b-PGF2a,2TBDMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3243.4Semi standard non polar33892256
11b-PGF2a,2TBDMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3129.1Standard non polar33892256
11b-PGF2a,2TBDMS,isomer #5CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3616.4Standard polar33892256
11b-PGF2a,2TBDMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3227.3Semi standard non polar33892256
11b-PGF2a,2TBDMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3143.8Standard non polar33892256
11b-PGF2a,2TBDMS,isomer #6CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3693.6Standard polar33892256
11b-PGF2a,3TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3429.7Semi standard non polar33892256
11b-PGF2a,3TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3177.5Standard non polar33892256
11b-PGF2a,3TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3307.9Standard polar33892256
11b-PGF2a,3TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3490.6Semi standard non polar33892256
11b-PGF2a,3TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3268.1Standard non polar33892256
11b-PGF2a,3TBDMS,isomer #2CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3274.5Standard polar33892256
11b-PGF2a,3TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3479.2Semi standard non polar33892256
11b-PGF2a,3TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3285.0Standard non polar33892256
11b-PGF2a,3TBDMS,isomer #3CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3388.5Standard polar33892256
11b-PGF2a,3TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3432.6Semi standard non polar33892256
11b-PGF2a,3TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3265.8Standard non polar33892256
11b-PGF2a,3TBDMS,isomer #4CCCCC[C@H](O)/C=C/[C@H]1[C@@H](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)C3413.7Standard polar33892256
11b-PGF2a,4TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3625.0Semi standard non polar33892256
11b-PGF2a,4TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3380.4Standard non polar33892256
11b-PGF2a,4TBDMS,isomer #1CCCCC[C@@H](/C=C/[C@H]1[C@@H](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)C3120.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)splash10-00mp-1920000000-c63a1df66bf6eaea57692017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)splash10-002g-0910000000-5cc96e6cc98902f97cfb2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)splash10-00mp-1920000000-c63a1df66bf6eaea57692018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 11b-PGF2a GC-EI-TOF (Non-derivatized)splash10-002g-0910000000-5cc96e6cc98902f97cfb2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 11b-PGF2a GC-MS (Non-derivatized) - 70eV, Positivesplash10-0019-6489000000-bf681ff653e664e9cde02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 11b-PGF2a GC-MS (4 TMS) - 70eV, Positivesplash10-004i-9300188000-0fc1fbcf7464fb00c07e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 11b-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 - 11b-PGF2a 10V, Positive-QTOFsplash10-014r-0019000000-3c46ffbee46021b809012017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Positive-QTOFsplash10-01bi-2297000000-9fe530991fdc645e26f02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Positive-QTOFsplash10-0103-9170000000-0fa33343bc482bd6f5a52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 10V, Negative-QTOFsplash10-0udr-0009000000-a337fc1b13431013f06a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Negative-QTOFsplash10-000i-1039000000-40b895b35529c4a817632017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Negative-QTOFsplash10-0a4i-9631000000-8dc66a223446641955e62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 10V, Positive-QTOFsplash10-014r-0019000000-ece58dc4c35634d7fe3f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Positive-QTOFsplash10-014i-9255000000-c6aef7e365cba872a5582021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Positive-QTOFsplash10-05mo-9300000000-552900f74505f7605b0b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 10V, Negative-QTOFsplash10-0udi-0009000000-4f29fd22c6b0dfe3ac772021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 20V, Negative-QTOFsplash10-0udr-0098000000-06ede09931efe0fba78e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 11b-PGF2a 40V, Negative-QTOFsplash10-00el-9182000000-f1a4c9aba7f705d2868d2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000213 +/- 0.000048 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.000149 +/- 0.0000100 uMAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified0.00024 (0.00011-0.00044) umol/mmol creatinineChildren (1-13 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.00021 (0.000099-0.00039) umol/mmol creatinineChildren (1-13 years old)BothAsthma details
UrineDetected and Quantified0.00044 (0.00016-0.00058) umol/mmol creatinineChildren (1-13 years old)BothAsthma details
Associated Disorders and Diseases
Disease References
Asthma
  1. Mai XM, Bottcher MF, Bruhammar M, Nilsson L, Zetterstrom O: Urinary inflammatory mediators and inhalation of hypertonic saline in children. Allergy. 2005 Jan;60(1):60-4. [PubMed:15575932 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031386
KNApSAcK IDNot Available
Chemspider ID4444409
KEGG Compound IDC05959
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280886
PDB IDNot Available
ChEBI ID27595
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 ReferencesNot Available

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the conversion of aldehydes and ketones to alcohols. Catalyzes the reduction of prostaglandin (PG) D2, PGH2 and phenanthrenequinone (PQ) and the oxidation of 9-alpha,11-beta-PGF2 to PGD2. Functions as a bi-directional 3-alpha-, 17-beta- and 20-alpha HSD. Can interconvert active androgens, estrogens and progestins with their cognate inactive metabolites. Preferentially transforms androstenedione (4-dione) to testosterone.
Gene Name:
AKR1C3
Uniprot ID:
P42330
Molecular weight:
36866.91