Prostaglandin E2

HCID 5280360

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Basic information

CAS: 22230-04-2
Standard SMILES: CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O
InChIKey: XEYBRNLFEZDVAW-ARSRFYASSA-N
Molecular formula: C20H32O5
Average molar mass: 352.5 g/mol
Monoisotopic mass: 352.22497412

Names & identifiers

Preferred name: Prostaglandin E2
IUPAC: (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
English name: dl-PGE2
Molecular formula: C20H32O5
Molecular weight: 352.47

Names & synonyms

Prostaglandin E2Dinoprostone363-24-6PGE2Prostin E2PrepidilCervidilMinprostin E2PropessMinprositin E2DinoprostonDinoprostonum

Show more names

dl-PGE2Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11α,13E,15S)-(+-)-Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11α,13E,15S)-(±)- (9CI)5-Heptenoic acid, 7-[3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-, (+-)- (8CI)

CerviprostDinoprostonaEnzaprost ECerviprimeProstenonePGE2alphaU-12062(5Z,11alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid

Database identifiers

CAS: 22230-04-2、363-24-6
PubChem CID: 5280360
ChEMBL: CHEMBL548
ChEBI: CHEBI:15551
UNII: K7Q1JQR04M
EC Number: 206-656-6
Nikkaji: J9.243F

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 94.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 12
Heavy atoms: 25
Formal charge: 0
Complexity: 469

Physicochemical properties

Boiling point: 530.1 · 530.1±50.0 °C(Predicted)
Density: 1.148 · 1.148±0.06 g/cm3(Predicted)
pka: 4.75 · 4.75±0.10(Predicted)

Chemistry & industry

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Prostaglandin E2 is prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins. It has a role as an oxytocic, a human metabolite and a mouse metabolite. It is a conjugate acid of a prostaglandin E2(1-).