Bovine Metabolome Database: Showing metabocard for 6-Keto-prostaglandin F1a (BMDB0002886)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:01:57 UTC

Update Date

2020-05-11 20:45:21 UTC

BMDB ID

BMDB0002886

Secondary Accession Numbers

BMDB02886

Metabolite Identification

Common Name

6-Keto-prostaglandin F1a

Description

6-Keto-prostaglandin F1a, also known as 6-keto-PGF1a or 6-oxo-PGF1alpha, 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, 6-keto-prostaglandin F1A is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 6-Keto-prostaglandin F1a.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
6-Keto-PGF1a	ChEBI
6-Keto-PGF1alpha	ChEBI
6-Keto-prostaglandin F1alpha	ChEBI
6-Ketoprostaglandin F1alpha	ChEBI
6-oxo-PGF1alpha	ChEBI
6-oxo-Prostaglandin F1alpha	ChEBI
6-Keto-PGF1α	Generator
6-Keto-prostaglandin F1α	Generator
6-Ketoprostaglandin F1a	Generator
6-Ketoprostaglandin F1α	Generator
6-oxo-PGF1a	Generator
6-oxo-PGF1Α	Generator
6-oxo-Prostaglandin F1a	Generator
6-oxo-Prostaglandin F1α	Generator
6 oxo PGF1 alpha	MeSH
6 Oxoprostaglandin F1 alpha	MeSH
6-Keto-PGF1 alpha	MeSH
6-oxo-PGF1 alpha	MeSH
F1 alpha, 6-Oxoprostaglandin	MeSH
alpha, 6-Keto-PGF1	MeSH
alpha, 6-Oxoprostaglandin F1	MeSH
6 Keto PGF1 alpha	MeSH
6-Ketoprostaglandin F1 alpha	MeSH
6-Oxoprostaglandin F1 alpha	MeSH
F1 alpha, 6-Ketoprostaglandin	MeSH
alpha, 6-Ketoprostaglandin F1	MeSH
alpha, 6-oxo-PGF1	MeSH
6 Ketoprostaglandin F1 alpha	MeSH
6-Oxoprostaglandin F1alpha	ChEBI, HMDB
6-Oxoprostaglandin F1a	Generator, HMDB
6-Oxoprostaglandin F1α	Generator, HMDB
6-oxo-9S,11R,15S-Trihydroxy-13E-prostenoate	HMDB
6-oxo-9S,11R,15S-Trihydroxy-13E-prostenoic acid	HMDB

Chemical Formula

C₂₀H₃₄O₆

Average Molecular Weight

370.4804

Monoisotopic Molecular Weight

370.23553882

IUPAC Name

7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

Traditional Name

6 keto PGF1 α

CAS Registry Number

58962-34-8

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1

InChI Key

KFGOFTHODYBSGM-ZUNNJUQCSA-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Fatty alcohol
Hydroxy fatty acid
Keto fatty acid
Cyclopentanol
Cyclic alcohol
Secondary alcohol
Ketone
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 Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins Falpha (CHEBI:28158 )
Prostaglandins (C05961 )
Prostaglandins (LMFA03010001 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.75	ALOGPS
logP	1.79	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	100 m³·mol⁻¹	ChemAxon
Polarizability	42.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)	splash10-0fj0-4920000000-106328b50f1f2f297ec4	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0fj0-4920000000-106328b50f1f2f297ec4	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbc-7889000000-c51e44d63bd792b1ec6d	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0006-4100279000-1636439cbaa3cd775a98	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f79-0019000000-cc7bcdd01a8e316b6f16	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-3269000000-48cfefe23c0a5753c60b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0596-9451000000-dd83fb4bf88cd772a8c1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gb9-0019000000-93edc1e964871bcde0a3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pvi-2289000000-3e28055c2f4d8dfcd540	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9431000000-747a8063fb8f9cdcc3c9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f79-0019000000-704513759e9fd1ad8e9b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-9366000000-7750caf5dc0451a37f06	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9400000000-21328656b96a98f4c9f8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gc0-0009000000-b634e12e6a20562bd35f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-1030-0297000000-896903bc299e1df75493	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-9640000000-b2f2f57806964f492154	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Adipose Tissue
Kidney
Liver
Placenta
Platelet

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Adipose Tissue	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Platelet	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details