Bimatoprost Acid

Details

• Internal ID: f10ea43b-1edb-4d15-92ae-823f8ac88d1d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid
• InChI: InChI=1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1
• InChI Key: YFHHIZGZVLHBQZ-KDACTHKWSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₅
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 2.70

Synonyms

• 38344-08-0
• 17-phenyl-trinor-PGF2alpha
• bimatoprost (free acid form)
• 17-Phenyl trinor prostaglandin F2alpha
• 17-phenyl-trinor-Prostaglandin F2alpha
• CHEMBL3914661
• 2683MK55HG
• 9S,11R,15S-trihydroxy-17-phenyl-18,19,20-trinor-5Z,13E-prostadienoic acid
• (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid
• (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(S,E)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid
• (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxy-5-phenylpent-1-en-1-yl)cyclopentyl)hept-5-enoic acid
• UNII-2683MK55HG
• 17-phenyl-omega-trinor-PGF2alpha
• (5Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxy-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoic acid
• Bimatoprost, free acid
• 17-phenyl trinor PGF2a
• U-35687
• BIMATOPROST IMPURITY C
• PHXA 70
• PHXA-70
• 17-Phenyl-18,19,20-trinorprostaglandin F2alpha
• GTPL1959
• SCHEMBL2472056
• CHEBI:73773
• YFHHIZGZVLHBQZ-KDACTHKWSA-N
• DTXSID001316541
• (5Z)-7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((1E,3S)-3-HYDROXY-5-PHENYL-1-PENTEN-1-YL)CYCLOPENTYL)-5-HEPTENOIC ACID
• 17-phenyl trinor Prostaglandin F2a
• BDBM50206014
• LMFA03010081
• AKOS040744735
• 17-PHENYL-TRINOR PGF 2.ALPHA.
• 17-Phenyl Trinor Prostaglandin F2-Alpha
• AC-30204
• BB173258
• U 35687
• 17-PHENYL-18,19,20-TRINOR-PGF2.ALPHA.
• Q27075269
• 17-PHENYL-18,19,20-TRINORPROSTAGLANDIN F2.ALPHA.
• 9alpha,11alpha,15S-trihydroxy-17-phenyl-18,19,20-trinor-prosta-5Z,13E-dien-1-oic acid
• (5Z)-7-((1R)-3a,5a-Dihydroxy-2b-((1E,3S)-3-hydroxy-5-phenyl-1-pentenyl)cyclopentan-1a-yl)-5-heptenoic acid
• (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl}hept-5-enoic acid
• 5-HEPTENOIC ACID, 7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((1E,3S)-3-HYDROXY-5-PHENYL-1-PENTEN-1-YL)CYCLOPENTYL)-, (5Z)-
• 5-HEPTENOIC ACID, 7-(3,5-DIHYDROXY-2-(3-HYDROXY-5-PHENYL-1- PENTENYL)CYCLOPENTYL)-, (1R- (1.ALPHA.(Z),2.BETA.(1E,3S*),3.ALPHA.,5.ALPHA.))-
• 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-5-phenyl-1-pentenyl)cyclopentyl)-, (1R-(1alpha(Z),2beta(1E,3S*),3alpha,5alpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1987	P43088	Prostanoid FP receptor	12 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.22%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.42%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.98%	97.09%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.44%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.90%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	84.51%	97.00%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.04%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.83%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.06%	96.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.95%	98.33%
CHEMBL3891	P07384	Calpain 1	80.34%	93.04%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	80.34%	98.00%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5283081
• LOTUS: LTS0103345
• wikiData: Q27075269