ContaminantDB: gemeprost

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 12:55:33 UTC

Update Date

2016-11-09 01:23:18 UTC

Accession Number

CHEM045195

Identification

Common Name

gemeprost

Class

Small Molecule

Description

Gemeprost (16, 16-dimethyl-trans-delta2 PGE1 methyl ester) is an analogue of prostaglandin E1.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

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

Synonyms

Value	Source
16,16-DMTDPGEME	MeSH
Preglandin	MeSH
Cergem	MeSH
ONO 802	MeSH
16,16-Dimethyl-delta(2)-pge1 methyl ester	MeSH
Cervagem	MeSH
16,16-Dimethyl-trans-delta(2)-prostaglandin e(1) methyl ester	MeSH
Cervagème	MeSH
Gemeprost, (2E,11alpha,13E,15R)-isomer	MeSH
16,16-Dimethyl-delta(2)-prostaglandin e1 methyl ester	MeSH
ONO-802	MeSH
16,16-Dimethyl-trans-delta(2)-pge(1) methyl ester	MeSH
Aventis brand OF gemeprost	MeSH
Nourypharm brand OF gemeprost	MeSH

Chemical Formula

C₂₃H₃₈O₅

Average Molecular Mass

394.552 g/mol

Monoisotopic Mass

394.272 g/mol

CAS Registry Number

64318-79-2

IUPAC Name

methyl (2E)-7-[(1S,2S,3S)-3-hydroxy-2-[(1Z,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate

Traditional Name

gemeprost

SMILES

[H]\C(CCCC[C@]1([H])C(=O)C[C@]([H])(O)[C@@]1([H])C(\[H])=C(\[H])[C@@]([H])(O)C(C)(C)CCCC)=C(\[H])C(=O)OC

InChI Identifier

InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13-/t17-,18-,20-,21+/m0/s1

InChI Key

KYBOHGVERHWSSV-VENBMSGHSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Fatty acid ester
Cyclopentanol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	4.02	ALOGPS
logP	4.71	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.68	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	113.05 m³·mol⁻¹	ChemAxon
Polarizability	45.95 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-054k-0009000000-17d12eb50ff2ae2db738	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pdj-2119000000-d7afbdbb63abc5664c63	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kcg-9200000000-09a44358c1095fab90b6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0009000000-e88c251b0216d11cdbfd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01r7-1019000000-0f89a884d45077645a02	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4j-6389000000-44ffadf7913aca46edcf	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Gemeprost

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

6434870

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

gemeprost (CHEM045195)

Structure for CHEM045195: gemeprost