6-Keto-PGE1

HCID 5280889
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Substructure searchFind similar structures

Basic information

CAS
67786-53-2
Standard SMILES
CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(=O)O
InChIKey
ROUDCKODIMKLNO-CTBSXBMHSA-N
Molecular formula
C20H32O6
Average molar mass
368.5 g/mol
Monoisotopic mass
368.21988874

Overview

6-oxoprostaglandin E1 is a prostaglandin E that is prostaglandin E1 bearing a keto substituent at the 6-position. It has a role as a metabolite and a platelet aggregation inhibitor. It is functionally related to a prostaglandin E1. It is a conjugate acid of a 6-oxoprostaglandin E1(1-).

Names & identifiers

Preferred name
6-Keto-PGE1
IUPAC
7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-6-oxoheptanoic acid
English name
6,9-Dioxo-11alpha,15s-dihydroxy-prost-13e-en-1-oic acid
Molecular formula
C20H32O6
Molecular weight
368.46

Names & synonyms

6-ketoprostaglandin E16-Keto-PGE167786-53-26-Oxoprostaglandin E16-Oxo-PGE16-Keto-prostaglandin E1CHEBI:28269DTXSID701318279RefChem:104892DTXCID1017480946-keto Prostaglandin E16-keto PGE1
Show more names
ROUDCKODIMKLNO-CTBSXBMHSA-N6-keto Prostaglandin E1 MaxSpecStandard6-keto Prostaglandin E1 Lipid Maps MS Standard6,9-dioxo-11α,15S-dihydroxy-prost-13E-en-1-oic acid6,9-Dioxo-11alpha,15s-dihydroxy-prost-13e-en-1-oic acid(13E,15S)-11α,15-Dihydroxy-6,9-dioxoprost-13-en-1-oic acid[11α,13E,15S]-11,15-Dihydroxy-6,9-dioxoprosta-13-en-1-oic acid
6-oxo-prostaglandin E16,9-dioxo-11R,15S-dihydroxy-13E-prostenoic acid6-KPGE17-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-6-oxoheptanoic acid(13E,15S)-11alpha,15-dihydroxy-6,9-dioxoprost-13-en-1-oic acid6-keto PGE1; 6,9-dioxo-11|A,15S-dihydroxy-prost-13E-en-1-oic acidProstaglandin E1, 6-oxoCHEMBL138482

Database identifiers

CAS
67786-53-2
PubChem CID
5280889
DTXSID
DTXSID701318279
ChEMBL
CHEMBL138482
ChEBI
CHEBI:28269
EC Number
688-563-4
Nikkaji
J428.385F

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
112 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
6
Rotatable bonds
13
Heavy atoms
26

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]
Physical DescriptionSolid

Physicochemical properties

storage temp.
20 °C · −20°C
solubility
50 mg/ml · Ethanol: >50 mg/ml (from PGE1); DMF: >100 mg/ml (from PGE1); DMSO: >50 mg/ml (from PGE1); PBS pH 7.2: >1.6 mg/ml (from PGE1)
form
Liquid
color
Colorless to light yellow
Symbol(GHS)
6 · GHS06
Signal word
Danger

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

risk_code
25
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
T
safety_code
45
Hazard statements
H301

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.
Cellular LocationsExtracellular
Metabolite PathwaysAcetaminophen Action Pathway

Applications

Uses6-Keto-PGE1 is a metabolite of prostacyclin(P839060). Prostacyclin is an Eicosanoid which prevents the formation of platelet plugs and is an effective vasodilator.

Suppliers8 total

深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
常州翔龙医药科技有限公司18915873328 18915873328 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
上海陌孚医药科技有限公司4000862158 18117107507 · [email protected]

Additional notes

DefinitionChEBI: A prostaglandin E that is prostaglandin E1 bearing a keto substituent at the 6-position.

Related reactions

2 records
New reaction record

Compound notes

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