Structure Database (LMSD)

Common Name
17-phenyl-trinor-PGF2alpha isopropyl ester
Systematic Name
isopropyl 9S,11R,15S-trihydroxy-17-phenyl-18,19,20-trinor-5Z,13E-prostadienoate
Synonyms
  • 17-phenyl-trinor-Prostaglandin F2alpha isopropyl ester
  • Bimatoprost isopropyl ester
LM ID
LMFA03010124
Formula
C26H38O5
Exact Mass
Calculate m/z
430.271925
Sum Composition
FA 26:7;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs.,
Biochim Biophys Acta, 2000
Pubmed ID: 10634944

String Representations

InChiKey (Click to copy)
JGZRPRSJSQLFBO-FWPUOYPASA-N
InChi (Click to copy)
InChI=1S/C26H38O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,16-17,19,21-25,27-29H,4,9,12-15,18H2,1-2H3/b8-3-,17-16+/t21-,22+,23+,24-,25+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCC2C=CC=CC=2)[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)OC(C)C

Other Databases

CHEBI ID
137717
LIPIDBANK ID
XPR1795
PubChem CID
5283107
Cayman ID
16824

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 2
Aromatic Rings 1
Rotatable Bonds 13
Van der Waals Molecular Volume 450.85
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.11
Molar Refractivity 124.40

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Created at
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Updated at
2nd Feb 2024