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155206-00-1 molecular structure
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(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide

ChemBase ID: 72669
Molecular Formular: C25H37NO4
Molecular Mass: 415.56558
Monoisotopic Mass: 415.27225867
SMILES and InChIs

SMILES:
c1ccc(cc1)CCC(O)/C=C/[C@@H]1[C@H]([C@H](C[C@@H]1O)O)C/C=C\CCCC(=O)NCC
Canonical SMILES:
CCNC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H]([C@@H]1/C=C/C(CCc1ccccc1)O)O
InChI:
InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20?,21-,22-,23+,24+/m1/s1
InChIKey:
AQOKCDNYWBIDND-GLQITXMVSA-N

Cite this record

CBID:72669 http://www.chembase.cn/molecule-72669.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
IUPAC Traditional name
(5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
Synonyms
Lumigan
Bimatoprost
CAS Number
155206-00-1
PubChem SID
162037590
PubChem CID
46930987

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Selleck Chemicals
S1407 external link Add to cart Please log in.
Data Source Data ID
PubChem 46930987 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.34702  H Acceptors
H Donor LogD (pH = 5.5) 2.6292617 
LogD (pH = 7.4) 2.6292624  Log P 2.6292624 
Molar Refractivity 122.8312 cm3 Polarizability 47.097137 Å3
Polar Surface Area 89.79 Å2 Rotatable Bonds 12 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
Storage Condition
-20°C expand Show data source
Salt Data
Free Base expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals
Selleck Chemicals - S1407 external link
Research Area: Cardiovascular Disease
Biological Activity:
Bimatoprost  is a prostaglandin analog used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension. It reduces intraocular pressure (IOP) by increasing the outflow of aqueous fluid from the eyes. It has also been used and prescribed off-label to lengthen eyelashes. [1]

REFERENCES

REFERENCES

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  • •  http://en.wikipedia.org/wiki/Bimatoprost
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PATENTS

PATENTS

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INTERNET

INTERNET

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