ChemFOnt: Showing chemical card for 17-phenyl-18,19,20-trinor-prostaglandin D2 (CFc000043091)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:58 UTC

Chemfont ID

CFc000043091

Molecule Identification

Common Name

17-phenyl-18,19,20-trinor-prostaglandin D2

Definition

17-phenyl-18,19,20-trinor-prostaglandin D2 is also known as 17-Phenyl-omega-trinor-PGD2. 17-phenyl-18,19,20-trinor-prostaglandin D2 is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
17-Phenyl-18,19,20-trinor-PGD2	ChEBI
17-Phenyl-omega-trinor-PGD2	ChEBI
17-Phenyl-omega-trinor-prostaglandin D2	ChEBI
17-Phenyltrinor-PGD2	ChEBI
17-Phenyltrinor-prostaglandin D2	ChEBI
7-(5-Hydroxy-2-(3-hydroxy-5-phenyl-1-octenyl)-3-oxocyclopentyl)-5-heptenoic acid	ChEBI
7-(5-Hydroxy-2-(3-hydroxy-5-phenyl-1-octenyl)-3-oxocyclopentyl)-5-heptenoate	Generator

Chemical Formula

C₂₃H₃₀O₅

Average Molecular Weight

386.488

Monoisotopic Molecular Weight

386.209324066

IUPAC Name

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

Traditional Name

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

CAS Registry Number

85280-91-7

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@@]([H])(O)CCC1=CC=CC=C1

InChI Identifier

InChI=1S/C23H30O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-21,24-25H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-/m0/s1

InChI Key

OAQGPAZDRCBBLD-YTCWWFNZSA-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
Monocyclic benzene moiety
Cyclopentanol
Fatty acid
Benzenoid
Unsaturated fatty acid
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062679)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.15	ALOGPS
logP	3.47	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.4	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	110.33 m³·mol⁻¹	ChemAxon
Polarizability	43.33 Å³	ChemAxon
Number of Rings	2	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

HMDB0062679

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6435438

PDB ID

Not Available

ChEBI ID

87821

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 17-phenyl-18,19,20-trinor-prostaglandin D2 (CFc000043091)

MOL for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

3D MOL for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

3D SDF for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

3D-SDF for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

PDB for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

3D PDB for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

SMILES for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

INCHI for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

Structure for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)

3D Structure for CFc000043091 (17-phenyl-18,19,20-trinor-prostaglandin D2)