ChemFOnt: Showing chemical card for prostaglandin-a2 (CFc000042936)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:43 UTC

Chemfont ID

CFc000042936

Molecule Identification

Common Name

prostaglandin-a2

Definition

prostaglandin-a2, also known as PGA2 or Medullin, is classified as a member of the Prostaglandins and related compounds. Prostaglandins and related compounds 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. prostaglandin-a2 is considered to be practically insoluble (in water) and acidic. prostaglandin-a2 is an eicosanoid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(15S)-PGA2	ChEBI
(15S)-Prostaglandin a2	ChEBI
5,6-cis-PGA2	ChEBI
Medullin	ChEBI
PGA2	ChEBI
7-[2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopenten-1-yl]-5-heptenoic acid	HMDB
(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-Oic acid	HMDB
(+)-Prostaglandin a2	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoate	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoic acid	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoate	HMDB
15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic acid	HMDB
15(S)-Prostaglandin a2	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylate	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic acid	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoate	HMDB
15Α-hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic acid	HMDB
NSC 165561	HMDB
(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5, 10,13-triene-1-Oic acid	HMDB
(Z)-7-((1R,2S)-2-((e)-(3S)-3-Hydroxyoct-1-enyl)-5-oxocyclopent-3-enyl)hept-5-enoic acid	HMDB
Prostaglandin A2	HMDB

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.4498

Monoisotopic Molecular Weight

334.214409448

IUPAC Name

(5Z)-7-[(1R,2S)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid

Traditional Name

prostaglandin A2

CAS Registry Number

13345-50-1

SMILES

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

InChI Identifier

InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1

InChI Key

MYHXHCUNDDAEOZ-FOSBLDSVSA-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
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins A (CHEBI:27820 )
Prostaglandins (C05953 )
Prostaglandins (LMFA03010035 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062524)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Arachidonic Acid Metabolism (HMDB: HMDB0062524)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.021 g/L	ALOGPS
logP	4.08	ALOGPS
logP	4.38	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.4	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	99.09 m³·mol⁻¹	ChemAxon
Polarizability	38.66 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002752

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023060

KNApSAcK ID

Not Available

Chemspider ID

4444403

KEGG Compound ID

C05953

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280880

PDB ID

Not Available

ChEBI ID

27820

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for prostaglandin-a2 (CFc000042936)

MOL for CFc000042936 (prostaglandin-a2)

3D MOL for CFc000042936 (prostaglandin-a2)

3D SDF for CFc000042936 (prostaglandin-a2)

3D-SDF for CFc000042936 (prostaglandin-a2)

PDB for CFc000042936 (prostaglandin-a2)

3D PDB for CFc000042936 (prostaglandin-a2)

SMILES for CFc000042936 (prostaglandin-a2)

INCHI for CFc000042936 (prostaglandin-a2)

Structure for CFc000042936 (prostaglandin-a2)

3D Structure for CFc000042936 (prostaglandin-a2)