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8-iso Prostaglandin E2

CAT: 0024-sc-205172ASize: 5 mgDry Ice: NoHazardous: No
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CAT#:0024-sc-205172ASize:5 mg
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CAS Number
27415-25-4

Chemical Information

8-Isoprostaglandin E2

8-epi-prostaglandin E2 is a prostanoid that is prostaglandin E2 having inverted stereochemistry at the 8-position. It has a role as a bronchoconstrictor agent, a vasoconstrictor agent, a human metabolite and a rat metabolite. It is a diol, a prostanoid, a secondary alcohol and a cyclic ketone. It is functionally related to a prostaglandin E2.

CAS Number27415-25-4
PubChem CID5283213
IUPAC Name(Z)-7-[(1S,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
Molecular FormulaC20H32O5
Molecular Weight352.5
XLogP2.8
Topological Polar Surface Area94.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count12
Heavy Atom Count25
Formal Charge0
Complexity469
SMILES
CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@H]1C/C=C\CCCC(=O)O)O)O
InChI
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,19+/m0/s1
InChIKey
XEYBRNLFEZDVAW-CLQOMRTCSA-N
Chemical Structure
2D Structure
2D structure of 8-Isoprostaglandin E2
CAS: 27415-25-4
CID: 5283213
Formula: C20H32O5
MW: 352.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight352.5
XLogP32.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count12
Exact Mass352.22497412
Monoisotopic Mass352.22497412
Topological Polar Surface Area94.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity469
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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