Unoprostone isopropylProduct ingredient for Unoprostone

Name

Unoprostone isopropyl

Drug Entry

Unoprostone

Unoprostone isopropyl is a prostaglandin analogue. Ophthalmic Solution 0.15% is a synthetic docosanoid. Unoprostone isopropyl has the chemical name isopropyl (+)-(Z)-7-[(1R,2R,3R,5S)-3,5 dihydroxy-2-(3-oxodecyl)cyclopentyl]-5-heptenoate. The main indication of Unoprostane is treatment of glucoma.

See full entry for Unoprostone

Accession Number

DBSALT001760

Structure

Similar Structures

Synonyms

isopropyl unoprostone / unoprostone isopropyl ester

UNII

5M161S5O5P

CAS Number

120373-24-2

Weight

Average: 424.622
Monoisotopic: 424.318874517

Chemical Formula

C₂₅H₄₄O₅

InChI Key

XXUPXHKCPIKWLR-JHUOEJJVSA-N

InChI

InChI=1S/C25H44O5/c1-4-5-6-7-10-13-20(26)16-17-22-21(23(27)18-24(22)28)14-11-8-9-12-15-25(29)30-19(2)3/h8,11,19,21-24,27-28H,4-7,9-10,12-18H2,1-3H3/b11-8-/t21-,22-,23+,24-/m1/s1

IUPAC Name

propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-enoate

SMILES

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

External Links

KEGG Drug: D01452
ChemSpider: 4445370
ChEBI: 31731
ChEMBL: CHEMBL1200661
ZINC: ZINC000014234780
Wikipedia: Unoprostone

Predicted Properties

Property	Value	Source
Water Solubility	0.00676 mg/mL	ALOGPS
logP	5.19	ALOGPS
logP	4.83	Chemaxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	14.55	Chemaxon
pKa (Strongest Basic)	-2.9	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	17	Chemaxon
Refractivity	121.62 m³·mol^-1	Chemaxon
Polarizability	51.57 Å³	Chemaxon
Number of Rings	1	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Unoprostone isopropylProduct ingredient for Unoprostone

Structure for Unoprostone isopropyl (DBSALT001760)