Exact Mass: 489.15810060000007
Exact Mass Matches: 489.15810060000007
Found 424 metabolites which its exact mass value is equals to given mass value 489.15810060000007
,
within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error
0.01 dalton.
(1S,2S,3R,5S,8R,9R,10R)-10-[(2R,3E,5E,7E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-3,5,9-trimethyl-7-oxo-4,11,12-trioxatricyclo[6.3.1.01,5]dodecane-2-carboxylic acid
C25H31NO9 (489.19987160000005)
4-Hydroxy duloxetine glucuronide
C24H27NO8S (489.14573020000006)
4-Hydroxy duloxetine glucuronide is a metabolite of duloxetine. Duloxetine (sold under the brand names Cymbalta, Ariclaim, Xeristar, Yentreve, Duzela) is a serotonin-norepinephrine reuptake inhibitor (SNRI) manufactured and marketed by Eli Lilly. It is effective for major depressive disorder and generalized anxiety disorder (GAD). (Wikipedia)
3-Benzyl-1-(1H-imidazol-4-ylmethyl)-4-(thien-2-ylsulfonyl)-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carbonitrile
Gemigliptin
(2S)-3-[3-[(4-Carbamimidoylbenzoyl)amino]propanoylamino]-2-[(4-ethylphenyl)sulfonylamino]propanoic acid
C22H27N5O6S (489.16819620000007)
O1-[2-(2-amino-4-oxo-3,4-dihydro-pteridin-6-yl)-1-(1,2,3-dihydroxy-propyl)-ethyl]-beta-D-glucopyranuronic acid
8beta-hydroxy-9,21-didehydroanhydroryanodine
C25H31NO9 (489.19987160000005)
Gln Asp Val Glu
C19H31N5O10 (489.20708260000004)
Asn Val Glu Glu
C19H31N5O10 (489.20708260000004)
Val Glu Asn Glu
C19H31N5O10 (489.20708260000004)
Gln Val Asp Glu
C19H31N5O10 (489.20708260000004)
N-(4-Acetamidophenyl)indomethacin Amide
C27H24ClN3O4 (489.14552540000005)
Glu Asn Val Glu
C19H31N5O10 (489.20708260000004)
8-2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine-deoxyguanosine
Cys Cys His Lys
Cys Cys His Gln
Cys Cys Lys His
Cys Cys Gln His
Cys Asp Pro Arg
Cys Asp Arg Pro
Cys His Cys Lys
Cys His Cys Gln
Cys His Lys Cys
Cys His Gln Cys
Cys Lys Cys His
Cys Lys His Cys
Cys Pro Asp Arg
Cys Pro Arg Asp
Cys Gln Cys His
Cys Gln His Cys
Cys Arg Asp Pro
Cys Arg Pro Asp
Asp Cys Pro Arg
Asp Cys Arg Pro
Asp Asp Ile Gln
C19H31N5O10 (489.20708260000004)
Asp Asp Leu Gln
C19H31N5O10 (489.20708260000004)
Asp Asp Gln Ile
C19H31N5O10 (489.20708260000004)
Asp Asp Gln Leu
C19H31N5O10 (489.20708260000004)
Asp Glu Ile Asn
C19H31N5O10 (489.20708260000004)
Asp Glu Leu Asn
C19H31N5O10 (489.20708260000004)
Asp Glu Asn Ile
C19H31N5O10 (489.20708260000004)
Asp Glu Asn Leu
C19H31N5O10 (489.20708260000004)
Asp Glu Gln Val
C19H31N5O10 (489.20708260000004)
Asp Glu Val Gln
C19H31N5O10 (489.20708260000004)
Asp Ile Asp Gln
C19H31N5O10 (489.20708260000004)
Asp Ile Glu Asn
C19H31N5O10 (489.20708260000004)
Asp Ile Asn Glu
C19H31N5O10 (489.20708260000004)
Asp Ile Gln Asp
C19H31N5O10 (489.20708260000004)
Asp Leu Asp Gln
C19H31N5O10 (489.20708260000004)
Asp Leu Glu Asn
C19H31N5O10 (489.20708260000004)
Asp Leu Asn Glu
C19H31N5O10 (489.20708260000004)
Asp Leu Gln Asp
C19H31N5O10 (489.20708260000004)
Asp Met Pro Gln
Asp Met Gln Pro
Asp Asn Glu Ile
C19H31N5O10 (489.20708260000004)
Asp Asn Glu Leu
C19H31N5O10 (489.20708260000004)
Asp Asn Ile Glu
C19H31N5O10 (489.20708260000004)
Asp Asn Leu Glu
C19H31N5O10 (489.20708260000004)
Asp Asn Asn Gln
Asp Asn Gln Asn
Asp Pro Cys Arg
Asp Pro Met Gln
Asp Pro Gln Met
Asp Pro Arg Cys
Asp Gln Asp Ile
C19H31N5O10 (489.20708260000004)
Asp Gln Asp Leu
C19H31N5O10 (489.20708260000004)
Asp Gln Glu Val
C19H31N5O10 (489.20708260000004)
Asp Gln Ile Asp
C19H31N5O10 (489.20708260000004)
Asp Gln Leu Asp
C19H31N5O10 (489.20708260000004)
Asp Gln Met Pro
Asp Gln Asn Asn
Asp Gln Pro Met
Asp Gln Val Glu
C19H31N5O10 (489.20708260000004)
Asp Arg Cys Pro
Asp Arg Pro Cys
Asp Val Glu Gln
C19H31N5O10 (489.20708260000004)
Asp Val Gln Glu
C19H31N5O10 (489.20708260000004)
Glu Asp Ile Asn
C19H31N5O10 (489.20708260000004)
Glu Asp Leu Asn
C19H31N5O10 (489.20708260000004)
Glu Asp Asn Ile
C19H31N5O10 (489.20708260000004)
Glu Asp Asn Leu
C19H31N5O10 (489.20708260000004)
Glu Asp Gln Val
C19H31N5O10 (489.20708260000004)
Glu Asp Val Gln
C19H31N5O10 (489.20708260000004)
Glu Glu Asn Val
C19H31N5O10 (489.20708260000004)
Glu Glu Val Asn
C19H31N5O10 (489.20708260000004)
Glu Ile Asp Asn
C19H31N5O10 (489.20708260000004)
Glu Ile Asn Asp
C19H31N5O10 (489.20708260000004)
Glu Leu Asp Asn
C19H31N5O10 (489.20708260000004)
Glu Leu Asn Asp
C19H31N5O10 (489.20708260000004)
Glu Met Asn Pro
Glu Met Pro Asn
Glu Asn Asp Ile
C19H31N5O10 (489.20708260000004)
Glu Asn Asp Leu
C19H31N5O10 (489.20708260000004)
Glu Asn Glu Val
C19H31N5O10 (489.20708260000004)
Glu Asn Ile Asp
C19H31N5O10 (489.20708260000004)
Glu Asn Leu Asp
C19H31N5O10 (489.20708260000004)
Glu Asn Met Pro
Glu Asn Asn Asn
Glu Asn Pro Met
Glu Pro Met Asn
Glu Pro Asn Met
Glu Gln Asp Val
C19H31N5O10 (489.20708260000004)
Glu Gln Val Asp
C19H31N5O10 (489.20708260000004)
Glu Val Asp Gln
C19H31N5O10 (489.20708260000004)
Glu Val Glu Asn
C19H31N5O10 (489.20708260000004)
Glu Val Asn Glu
C19H31N5O10 (489.20708260000004)
Glu Val Gln Asp
C19H31N5O10 (489.20708260000004)
Gly His Asn Tyr
C21H27N7O7 (489.19718720000003)
Gly His Tyr Asn
C21H27N7O7 (489.19718720000003)
Gly Met Pro Trp
C23H31N5O5S (489.20457960000005)
Gly Met Trp Pro
C23H31N5O5S (489.20457960000005)
Gly Asn His Tyr
C21H27N7O7 (489.19718720000003)
Gly Asn Asn Trp
C21H27N7O7 (489.19718720000003)
Gly Asn Trp Asn
C21H27N7O7 (489.19718720000003)
Gly Asn Tyr His
C21H27N7O7 (489.19718720000003)
Gly Pro Met Trp
C23H31N5O5S (489.20457960000005)
Gly Pro Trp Met
C23H31N5O5S (489.20457960000005)
Gly Trp Met Pro
C23H31N5O5S (489.20457960000005)
Gly Trp Asn Asn
C21H27N7O7 (489.19718720000003)
Gly Trp Pro Met
C23H31N5O5S (489.20457960000005)
Gly Tyr His Asn
C21H27N7O7 (489.19718720000003)
Gly Tyr Asn His
C21H27N7O7 (489.19718720000003)
His Cys Cys Lys
His Cys Cys Gln
His Cys Lys Cys
His Cys Gln Cys
His Gly Asn Tyr
C21H27N7O7 (489.19718720000003)
His Gly Tyr Asn
C21H27N7O7 (489.19718720000003)
His Lys Cys Cys
His Asn Gly Tyr
C21H27N7O7 (489.19718720000003)
His Asn Tyr Gly
C21H27N7O7 (489.19718720000003)
His Gln Cys Cys
His Tyr Gly Asn
C21H27N7O7 (489.19718720000003)
His Tyr Asn Gly
C21H27N7O7 (489.19718720000003)
Ile Asp Asp Gln
C19H31N5O10 (489.20708260000004)
Ile Asp Glu Asn
C19H31N5O10 (489.20708260000004)
Ile Asp Asn Glu
C19H31N5O10 (489.20708260000004)
Ile Asp Gln Asp
C19H31N5O10 (489.20708260000004)
Ile Glu Asp Asn
C19H31N5O10 (489.20708260000004)
Ile Glu Asn Asp
C19H31N5O10 (489.20708260000004)
Ile Asn Asp Glu
C19H31N5O10 (489.20708260000004)
Ile Asn Glu Asp
C19H31N5O10 (489.20708260000004)
Ile Gln Asp Asp
C19H31N5O10 (489.20708260000004)
Lys Cys Cys His
Lys Cys His Cys
Lys His Cys Cys
Leu Asp Asp Gln
C19H31N5O10 (489.20708260000004)
Leu Asp Glu Asn
C19H31N5O10 (489.20708260000004)
Leu Asp Asn Glu
C19H31N5O10 (489.20708260000004)
Leu Asp Gln Asp
C19H31N5O10 (489.20708260000004)
Leu Glu Asp Asn
C19H31N5O10 (489.20708260000004)
Leu Glu Asn Asp
C19H31N5O10 (489.20708260000004)
Leu Asn Asp Glu
C19H31N5O10 (489.20708260000004)
Leu Asn Glu Asp
C19H31N5O10 (489.20708260000004)
Leu Gln Asp Asp
C19H31N5O10 (489.20708260000004)
Met Asp Pro Gln
Met Asp Gln Pro
Met Glu Asn Pro
Met Glu Pro Asn
Met Gly Pro Trp
C23H31N5O5S (489.20457960000005)
Met Gly Trp Pro
C23H31N5O5S (489.20457960000005)
Met Asn Glu Pro
Met Asn Pro Glu
Met Pro Asp Gln
Met Pro Glu Asn
Met Pro Gly Trp
C23H31N5O5S (489.20457960000005)
Met Pro Asn Glu
Met Pro Gln Asp
Met Pro Trp Gly
C23H31N5O5S (489.20457960000005)
Met Gln Asp Pro
Met Gln Pro Asp
Met Trp Gly Pro
C23H31N5O5S (489.20457960000005)
Met Trp Pro Gly
C23H31N5O5S (489.20457960000005)
Asn Asp Glu Ile
C19H31N5O10 (489.20708260000004)
Asn Asp Glu Leu
C19H31N5O10 (489.20708260000004)
Asn Asp Ile Glu
C19H31N5O10 (489.20708260000004)
Asn Asp Leu Glu
C19H31N5O10 (489.20708260000004)
Asn Asp Asn Gln
Asn Asp Gln Asn
Asn Glu Asp Ile
C19H31N5O10 (489.20708260000004)
Asn Glu Asp Leu
C19H31N5O10 (489.20708260000004)
Asn Glu Glu Val
C19H31N5O10 (489.20708260000004)
Asn Glu Ile Asp
C19H31N5O10 (489.20708260000004)
Asn Glu Leu Asp
C19H31N5O10 (489.20708260000004)
Asn Glu Met Pro
Asn Glu Asn Asn
Asn Glu Pro Met
Asn Glu Val Glu
C19H31N5O10 (489.20708260000004)
Asn Gly His Tyr
C21H27N7O7 (489.19718720000003)
Asn Gly Asn Trp
C21H27N7O7 (489.19718720000003)
Asn Gly Trp Asn
C21H27N7O7 (489.19718720000003)
Asn Gly Tyr His
C21H27N7O7 (489.19718720000003)
Asn His Gly Tyr
C21H27N7O7 (489.19718720000003)
Asn His Tyr Gly
C21H27N7O7 (489.19718720000003)
Asn Ile Asp Glu
C19H31N5O10 (489.20708260000004)
Asn Ile Glu Asp
C19H31N5O10 (489.20708260000004)
Asn Leu Asp Glu
C19H31N5O10 (489.20708260000004)
Asn Leu Glu Asp
C19H31N5O10 (489.20708260000004)
Asn Met Glu Pro
Asn Met Pro Glu
Asn Asn Asp Gln
Asn Asn Glu Asn
Asn Asn Gly Trp
C21H27N7O7 (489.19718720000003)
Asn Asn Asn Glu
Asn Asn Gln Asp
Asn Asn Trp Gly
C21H27N7O7 (489.19718720000003)
Asn Pro Glu Met
Asn Pro Met Glu
Asn Gln Asp Asn
Asn Gln Asn Asp
Asn Trp Gly Asn
C21H27N7O7 (489.19718720000003)
Asn Trp Asn Gly
C21H27N7O7 (489.19718720000003)
Asn Tyr Gly His
C21H27N7O7 (489.19718720000003)
Asn Tyr His Gly
C21H27N7O7 (489.19718720000003)
Pro Cys Asp Arg
Pro Cys Arg Asp
Pro Asp Cys Arg
Pro Asp Met Gln
Pro Asp Gln Met
Pro Asp Arg Cys
Pro Glu Met Asn
Pro Glu Asn Met
Pro Gly Met Trp
C23H31N5O5S (489.20457960000005)
Pro Gly Trp Met
C23H31N5O5S (489.20457960000005)
Pro Met Asp Gln
Pro Met Glu Asn
Pro Met Gly Trp
C23H31N5O5S (489.20457960000005)
Pro Met Asn Glu
Pro Met Gln Asp
Pro Met Trp Gly
C23H31N5O5S (489.20457960000005)
Pro Asn Glu Met
Pro Asn Met Glu
Pro Gln Asp Met
Pro Gln Met Asp
Pro Arg Cys Asp
Pro Arg Asp Cys
Pro Trp Gly Met
C23H31N5O5S (489.20457960000005)
Pro Trp Met Gly
C23H31N5O5S (489.20457960000005)
Gln Cys Cys His
Gln Cys His Cys
Gln Asp Asp Ile
C19H31N5O10 (489.20708260000004)
Gln Asp Asp Leu
C19H31N5O10 (489.20708260000004)
Gln Asp Glu Val
C19H31N5O10 (489.20708260000004)
Gln Asp Ile Asp
C19H31N5O10 (489.20708260000004)
Gln Asp Leu Asp
C19H31N5O10 (489.20708260000004)
Gln Asp Met Pro
Gln Asp Asn Asn
Gln Asp Pro Met
Gln Glu Asp Val
C19H31N5O10 (489.20708260000004)
Gln Glu Val Asp
C19H31N5O10 (489.20708260000004)
Gln His Cys Cys
Gln Ile Asp Asp
C19H31N5O10 (489.20708260000004)
Gln Leu Asp Asp
C19H31N5O10 (489.20708260000004)
Gln Met Asp Pro
Gln Met Pro Asp
Gln Asn Asp Asn
Gln Asn Asn Asp
Gln Pro Asp Met
Gln Pro Met Asp
Gln Val Glu Asp
C19H31N5O10 (489.20708260000004)
Arg Cys Asp Pro
Arg Cys Pro Asp
Arg Asp Cys Pro
Arg Asp Pro Cys
Arg Pro Cys Asp
Arg Pro Asp Cys
Val Asp Glu Gln
C19H31N5O10 (489.20708260000004)
Val Asp Gln Glu
C19H31N5O10 (489.20708260000004)
Val Glu Asp Gln
C19H31N5O10 (489.20708260000004)
Val Glu Glu Asn
C19H31N5O10 (489.20708260000004)
Val Glu Gln Asp
C19H31N5O10 (489.20708260000004)
Val Asn Glu Glu
C19H31N5O10 (489.20708260000004)
Val Gln Asp Glu
C19H31N5O10 (489.20708260000004)
Val Gln Glu Asp
C19H31N5O10 (489.20708260000004)
Trp Gly Met Pro
C23H31N5O5S (489.20457960000005)
Trp Gly Asn Asn
C21H27N7O7 (489.19718720000003)
Trp Gly Pro Met
C23H31N5O5S (489.20457960000005)
Trp Met Gly Pro
C23H31N5O5S (489.20457960000005)
Trp Met Pro Gly
C23H31N5O5S (489.20457960000005)
Trp Asn Gly Asn
C21H27N7O7 (489.19718720000003)
Trp Asn Asn Gly
C21H27N7O7 (489.19718720000003)
Trp Pro Gly Met
C23H31N5O5S (489.20457960000005)
Trp Pro Met Gly
C23H31N5O5S (489.20457960000005)
Tyr Gly His Asn
C21H27N7O7 (489.19718720000003)
Tyr Gly Asn His
C21H27N7O7 (489.19718720000003)
Tyr His Gly Asn
C21H27N7O7 (489.19718720000003)
Tyr His Asn Gly
C21H27N7O7 (489.19718720000003)
Tyr Asn Gly His
C21H27N7O7 (489.19718720000003)
Tyr Asn His Gly
C21H27N7O7 (489.19718720000003)
Terbinafine metabolite glucuronide
C25H31NO9 (489.19987160000005)
N-(4-acetamidophenyl)-Indomethacin amide
C27H24ClN3O4 (489.14552540000005)
BMS 214662
C471 - Enzyme Inhibitor > C2020 - Farnesyl Transferase Inhibitor
5-chloro-2-[2-[4-[(2-cyanoethyl)methylamino]phenyl]vinyl]-1,3,3-trimethyl-3H-indolium methyl sulphate
C24H28ClN3O4S (489.1488958000001)
3-BENZYL-1,4,5-TRIPHENYLIMIDAZOLIUM PERCHLORATE
C28H26ClN2O4 (489.15810060000007)
1,2,4-Benzotriazin-3-amine, 7-(2-chloro-5-Methoxyphenyl)-5-Methyl-N-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-
C27H28ClN5O2 (489.19314180000003)
1-Octyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide
C15H25F6N3O4S2 (489.11906020000004)
d-galactose 1-[2-(2-azidoethoxy)ethoxyethyl]-2,3,4,6-tetra-o-acetate
3-(3-amino-3-oxopropyl)-2-[[1-methyl-2-(p-tolyl)-1H-indol-3-yl]azo]benzothiazolium chloride
C26H24ClN5OS (489.13900040000004)
2-(4-METHYLUMBELLIFERYL)-α-D-N-ACETYLNEURAMINIC ACID SODIUM SALT
C21H24NNaO11 (489.12469940000005)
[(2R)-1-[6-(propan-2-yloxycarbonylamino)purin-9-yl]propan-2-yl]oxymethyl-(propan-2-yloxycarbonyloxymethoxy)phosphinic acid
C18H28N5O9P (489.16245680000003)
tert-Butyl (2S,5S)-2-(9-chloro-1,11-dihydroisochromeno[4,3:6,7]naphtho[1,2-d]imidazol-2-yl)-5-(methyl)pyrrolidine-1-carboxylate
C28H28ClN3O3 (489.1819088000001)
Gemigliptin
A - Alimentary tract and metabolism > A10 - Drugs used in diabetes > A10B - Blood glucose lowering drugs, excl. insulins > A10BH - Dipeptidyl peptidase 4 (dpp-4) inhibitors C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent > C98086 - Dipeptidyl Peptidase-4 Inhibitor C471 - Enzyme Inhibitor > C783 - Protease Inhibitor
PRX-07034 hydrochloride
C21H29Cl2N3O4S (489.12557340000006)
PRX-07034 hydrochloride is a highly selective and potent 5-HT6 receptor antagonist with a Ki= 4-8 nM and an IC50 of 19 nM. PRX-07034 can be used for the research of enhancing working memory and cognitive flexibility[1].
(2S,3S,4R,5R)-2-(5-tert-Butyl-1,3,4-oxadiazol-2-yl)-5-(6-(4-chloro-2-fluoro-anilino)purin-9-yl)tetrahydrofuran-3,4-diol
C21H21ClFN7O4 (489.13275080000005)
1-((1H-Imidazol-5-yl)methyl)-3-benzyl-4-(thiophen-2-ylsulfonyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine-7-carbonitrile
4-Hydroxy Duloxetine b-D-Glucuronide
C24H27NO8S (489.14573020000006)
5-(benzenesulfonyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-ethylbenzenesulfonamide
C24H27NO6S2 (489.12797220000004)
N-[4-bromo-2-[[(2-hydrazinyl-2-oxoethyl)amino]-phenylmethyl]phenyl]-3-(4-morpholinyl)propanamide
[9-(4-Ethoxyphenyl)sulfonyl-2,3-dihydro-[1,4]dioxino[2,3-g]quinolin-8-yl]-(4-methylphenyl)methanone
C27H23NO6S (489.12460180000005)
2-[5-Methanesulfonylamino-2-(4-aminophenyl)-6-oxo-1,6-dihydro-1-pyrimidinyl]-n-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide
C19H22F3N5O5S (489.12936780000007)
Citicoline
C14H27N4O11P2+ (489.11515119999996)
Citicoline is an essential intermediate in the biosynthetic pathway of structural phospholipids in cell membranes, particularly phosphatidylcholine. Once absorbed, citicoline is widely distributed throughout the body, crosses the blood-brain barrier and reaches the central nervous system (CNS), where it is incorporated into the membrane and microsomal phospholipid fraction. Citicoline activates biosynthesis of structural phospholipids of neuronal membranes, increases brain metabolism, and acts upon the levels of different neurotransmitters. Thus, citicoline has been experimentally shown to increase norepinephrine and dopamine levels in the CNS. Owing to these pharmacological mechanisms, citicoline has a neuroprotective effect in hypoxic and ischemic conditions, decreasing the volume of ischemic lesion, and also improves learning and memory performance in animal models of brain aging. In addition, citicoline has been shown to restore the activity of mitochondrial ATPase and membrane Na+/K+ATPase, to inhibit activation of certain phospholipases, and to accelerate reabsorption of cerebral edema in various experimental models. Citicoline has also been shown to be able to inhibit mechanisms of apoptosis associated to cerebral ischemia and in certain neurodegeneration models, and to potentiate neuroplasticity mechanisms. Citicoline is a safe drug, as shown by the toxicological tests conducted, that has no significant systemic cholinergic effects and is a well tolerated product. (PMID: 17171187) [HMDB]. Citicoline is found in many foods, some of which are chives, black walnut, kohlrabi, and abiyuch. Citicoline is an essential intermediate in the biosynthetic pathway of structural phospholipids in cell membranes, particularly phosphatidylcholine. Once absorbed, citicoline is widely distributed throughout the body, crosses the blood-brain barrier and reaches the central nervous system (CNS), where it is incorporated into the membrane and microsomal phospholipid fraction. Citicoline activates biosynthesis of structural phospholipids of neuronal membranes, increases brain metabolism, and acts upon the levels of different neurotransmitters. Thus, citicoline has been experimentally shown to increase norepinephrine and dopamine levels in the CNS. Owing to these pharmacological mechanisms, citicoline has a neuroprotective effect in hypoxic and ischemic conditions, decreasing the volume of ischemic lesion, and also improves learning and memory performance in animal models of brain aging. In addition, citicoline has been shown to restore the activity of mitochondrial ATPase and membrane Na+/K+ATPase, to inhibit activation of certain phospholipases, and to accelerate reabsorption of cerebral edema in various experimental models. Citicoline has also been shown to be able to inhibit mechanisms of apoptosis associated to cerebral ischemia and in certain neurodegeneration models, and to potentiate neuroplasticity mechanisms. Citicoline is a safe drug, as shown by the toxicological tests conducted, that has no significant systemic cholinergic effects and is a well tolerated product. (PMID:17171187). N - Nervous system > N06 - Psychoanaleptics > N06B - Psychostimulants, agents used for adhd and nootropics D002491 - Central Nervous System Agents > D018697 - Nootropic Agents
(2R,3R,4S,7S)-7-(2-bromo-5-hydroxyphenyl)-3-[(3R,4R)-3,4-dihydroxypentanoyl]oxy-7-methoxy-2,4-dimethylheptanoate
(3R,5S,9R,10R)-10-[(2R,3E,5E,7Z)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-3,5,9-trimethyl-7-oxo-4,11,12-trioxatricyclo[6.3.1.01,5]dodecane-2-carboxylic acid
C25H31NO9 (489.19987160000005)
4-Amino-1-{5-O-[hydroxy({hydroxy[2-(trimethylazaniumyl)ethoxy]phosphoryl}oxy)phosphoryl]pentofuranosyl}pyrimidin-2(1H)-one
C14H27N4O11P2+ (489.11515119999996)
(2S)-3-[3-[(4-Carbamimidoylbenzoyl)amino]propanoylamino]-2-[(4-ethylphenyl)sulfonylamino]propanoic acid
C22H27N5O6S (489.16819620000007)
Asp-Leu-Asp-Gln
C19H31N5O10 (489.20708260000004)
A tetrapeptide composed of L-aspartic acid, L-leucine, L-aspartic acid, and L-glutamine joined in sequence by peptide linkages.
4-[[3-[(4-Chlorophenyl)sulfonylamino]-2-quinoxalinyl]amino]-1-piperidinecarboxylic acid ethyl ester
C22H24ClN5O4S (489.1237454000001)
N-(3-hydroxyphenyl)-2-[[4-methyl-5-[4-(4-morpholinylsulfonyl)phenyl]-1,2,4-triazol-3-yl]thio]acetamide
3-[[4-(1-benzotriazolyl)-1-piperidinyl]sulfonyl]-N-cyclopentylbenzenesulfonamide
C22H27N5O4S2 (489.15043820000005)
4-[3-[(3-chloro-4-fluoroanilino)-oxomethyl]-7-oxo-1H-pyrazolo[1,5-a]pyrimidin-5-yl]-1-piperidinecarboxylic acid tert-butyl ester
1-[(4-chlorophenyl)-oxomethyl]-N-[4-(1-piperidinylsulfonyl)phenyl]-3-piperidinecarboxamide
C24H28ClN3O4S (489.1488958000001)
4-[4-(4-acetylphenyl)-1-piperazinyl]-N-[3-(dimethylamino)propyl]-3-nitrobenzenesulfonamide
C23H31N5O5S (489.20457960000005)
nocamycin E
C25H31NO9 (489.19987160000005)
An organic heterotricyclic compound and tetramic acid derivative isolated from a mutant strain of Saccharothrix syringae. Nocamycin E exhibits considerably lower antibacterial activity than the corresponding methyl ester, nocamycin I.
N-[[3-(4-carboxybutyl)-5-chloro-3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-phenylalanine
(1S,9R,10R,11R)-12-acetyl-10-(hydroxymethyl)-N-[(3-methoxyphenyl)methyl]-6-oxo-5-pyrimidin-5-yl-7,12-diazatricyclo[7.2.1.02,7]dodeca-2,4-diene-11-carboxamide
C26H27N5O5 (489.20120920000005)
2-[(2S,3S,6S)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
(1R,9S,10S,11S)-5-(3-fluorophenyl)-10-(hydroxymethyl)-12-methylsulfonyl-11-(piperidine-1-carbonyl)-7,12-diazatricyclo[7.2.1.02,7]dodeca-2,4-dien-6-one
C24H28FN3O5S (489.17336100000006)
(2R,3R,3aS,9bS)-1-(1,3-benzodioxol-5-ylmethyl)-N-ethyl-3-(hydroxymethyl)-6-oxo-7-pyrimidin-5-yl-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizine-2-carboxamide
C26H27N5O5 (489.20120920000005)
2-[(1R,3R,4aR,9aS)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
2-[(1S,3S,4aR,9aS)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
2-[(1S,3R,4aR,9aS)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
(1S,9R,10R,11R)-5-(3-fluorophenyl)-10-(hydroxymethyl)-12-methylsulfonyl-11-(piperidine-1-carbonyl)-7,12-diazatricyclo[7.2.1.02,7]dodeca-2,4-dien-6-one
C24H28FN3O5S (489.17336100000006)
(1R,9S,10S,11S)-12-acetyl-10-(hydroxymethyl)-N-[(3-methoxyphenyl)methyl]-6-oxo-5-pyrimidin-5-yl-7,12-diazatricyclo[7.2.1.02,7]dodeca-2,4-diene-11-carboxamide
C26H27N5O5 (489.20120920000005)
(1R,9S,10S,11S)-10-(hydroxymethyl)-5-(4-methoxyphenyl)-N,N-dimethyl-6-oxo-12-(pyrazine-2-carbonyl)-7,12-diazatricyclo[7.2.1.02,7]dodeca-2,4-diene-11-carboxamide
C26H27N5O5 (489.20120920000005)
(2S,3S,3aR,9bR)-1-(1,3-benzodioxol-5-ylmethyl)-N-ethyl-3-(hydroxymethyl)-6-oxo-7-pyrimidin-5-yl-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizine-2-carboxamide
C26H27N5O5 (489.20120920000005)
2-[(2S,3R,6R)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
2-[(2S,3S,6R)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
4-fluoro-N-[(2R,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
4-fluoro-N-[(2S,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
2-[(1R,3S,4aR,9aS)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
2-[(1R,3R,4aS,9aR)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
[(3aR,4R,9bR)-1-(3-methoxyphenyl)sulfonyl-5-methyl-8-[2-(3-pyridinyl)ethynyl]-3,3a,4,9b-tetrahydro-2H-pyrrolo[3,2-c]quinolin-4-yl]methanol
C27H27N3O4S (489.1722182000001)
[(3aS,4S,9bS)-1-(3-methoxyphenyl)sulfonyl-5-methyl-8-[2-(3-pyridinyl)ethynyl]-3,3a,4,9b-tetrahydro-2H-pyrrolo[3,2-c]quinolin-4-yl]methanol
C27H27N3O4S (489.1722182000001)
(6R,7R,8R)-N-(2,5-difluorophenyl)-8-(hydroxymethyl)-2-oxo-7-[4-[(E)-2-phenylethenyl]phenyl]-1,4-diazabicyclo[4.2.0]octane-4-carboxamide
C28H25F2N3O3 (489.18638839999994)
(6S,7S,8S)-N-(2,5-difluorophenyl)-8-(hydroxymethyl)-2-oxo-7-[4-[(E)-2-phenylethenyl]phenyl]-1,4-diazabicyclo[4.2.0]octane-4-carboxamide
C28H25F2N3O3 (489.18638839999994)
N-[[(2R,3S)-8-[2-(3-fluorophenyl)ethynyl]-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-6-oxo-3,4-dihydro-2H-pyrido[2,3-b][1,5]oxazocin-2-yl]methyl]-N-methylmethanesulfonamide
C24H28FN3O5S (489.17336100000006)
2-[(2R,3S,6S)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
2-[(2R,3S,6R)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
2-[(2R,3R,6S)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
2-[(2R,3R,6R)-3-[[(2-fluoroanilino)-oxomethyl]amino]-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]-N-[(4-phenylphenyl)methyl]acetamide
C28H28FN3O4 (489.20637400000004)
4-fluoro-N-[(2S,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
4-fluoro-N-[(2R,3S,6S)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
4-fluoro-N-[(2S,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
4-fluoro-N-[(2S,3S,6R)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
4-fluoro-N-[(2R,3R,6S)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
4-fluoro-N-[(2R,3R,6R)-2-(hydroxymethyl)-6-[2-oxo-2-(4-phenyl-1-piperazinyl)ethyl]-3,6-dihydro-2H-pyran-3-yl]benzenesulfonamide
C24H28FN3O5S (489.17336100000006)
2-[(1S,3S,4aS,9aR)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
2-[(1S,3R,4aS,9aR)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
2-[(1R,3S,4aS,9aR)-6-[[2-(dimethylamino)-1-oxoethyl]amino]-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-N-[(2,5-difluorophenyl)methyl]acetamide
C25H29F2N3O5 (489.20751680000006)
(1S,9R,10R,11R)-10-(hydroxymethyl)-5-(4-methoxyphenyl)-N,N-dimethyl-6-oxo-12-(pyrazine-2-carbonyl)-7,12-diazatricyclo[7.2.1.02,7]dodeca-2,4-diene-11-carboxamide
C26H27N5O5 (489.20120920000005)
[(3aS,4R,9bS)-1-(3-methoxyphenyl)sulfonyl-5-methyl-8-[2-(3-pyridinyl)ethynyl]-3,3a,4,9b-tetrahydro-2H-pyrrolo[3,2-c]quinolin-4-yl]methanol
C27H27N3O4S (489.1722182000001)
(6R,7S,8S)-N-(2,5-difluorophenyl)-8-(hydroxymethyl)-2-oxo-7-[4-[(E)-2-phenylethenyl]phenyl]-1,4-diazabicyclo[4.2.0]octane-4-carboxamide
C28H25F2N3O3 (489.18638839999994)
(6S,7R,8R)-N-(2,5-difluorophenyl)-8-(hydroxymethyl)-2-oxo-7-[4-[(E)-2-phenylethenyl]phenyl]-1,4-diazabicyclo[4.2.0]octane-4-carboxamide
C28H25F2N3O3 (489.18638839999994)
[(2R,3S,4R,5R)-5-[2-amino-5-[[[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
C17H24N5O10P (489.12607340000005)
JNJ-42226314
JNJ-42226314 is a competitive, highly selective and reversible non-covalent monoacylglycerol lipase (MAGL) inhibitor. JNJ-42226314 demonstrates dose-dependent enhancement of the major endocannabinoid 2-arachidonoylglycerol (2-AG) as well as efficacy in models of neuropathic and inflammatory pain[1].
3,4,5-trihydroxy-6-{[1,3,4,5-tetrahydroxy-1-(4-hydroxy-2-imino-1h-pteridin-6-yl)pentan-2-yl]oxy}oxane-2-carboxylic acid
methyl 4-[(7s)-7-(acetyloxy)-5-chloro-3-[(5s)-3,5-dimethylhepta-1,3-dien-1-yl]-7-methyl-6,8-dioxoisoquinolin-2-yl]butanoate
C26H32ClNO6 (489.19180420000004)
(1r,2r,5r,6s,7s,8s,10s,12r)-2,6,8,10,12-pentahydroxy-4-isopropyl-3,7-dimethyl-11-methylidene-14-oxo-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-5-yl 1h-pyrrole-2-carboxylate
C25H31NO9 (489.19987160000005)
(2e)-3-(4-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid
C28H27NO7 (489.17874320000004)
Cytidine 5'-diphosphocholine sodium salt dihydrate
C14H27N4O11P2+ (489.11515119999996)
3-(4-{[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid
C28H27NO7 (489.17874320000004)
(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-{[(1r,2s,3r,4r)-1,3,4,5-tetrahydroxy-1-(4-hydroxy-2-imino-1h-pteridin-6-yl)pentan-2-yl]oxy}oxane-2-carboxylic acid
10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol
C32H27NO4 (489.19399820000007)
(2z)-3-(4-{[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid
C28H27NO7 (489.17874320000004)
methyl 4-[(7r)-7-(acetyloxy)-5-chloro-3-[(5s)-3,5-dimethylhepta-1,3-dien-1-yl]-7-methyl-6,8-dioxoisoquinolin-2-yl]butanoate
C26H32ClNO6 (489.19180420000004)
(1r,4r,8s,10r,12r,13s,16s,17s)-17,19-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-2,7,15-trioxo-14-oxa-18-azapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadeca-3(11),18-dien-10-yl 2-methylpropanoate
C25H31NO9 (489.19987160000005)
(1r,4r,8s,10r,12r,13s,16s,17r)-17,19-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-2,7,15-trioxo-14-oxa-18-azapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadeca-3(11),18-dien-10-yl 2-methylpropanoate
C25H31NO9 (489.19987160000005)
2-(hydroxymethyl)-6-[(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-1h-indol-3-yl)oxy]oxane-3,4,5-triol
C20H27NO11S (489.1304752000001)
2-({1-hydroxy-2-[(2r)-2-hydroxy-n-methyl-3-phenylpropanamido]ethylidene}amino)-n-[2-(methoxycarbonyl)phenyl]benzenecarboximidic acid
C27H27N3O6 (489.18997620000005)
(1r,2r,12br,13as)-1-ethenyl-10,11-dihydroxy-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,7,8,12b,13,13a-octahydro-6-azatetraphen-5-one
C25H31NO9 (489.19987160000005)
(10s,18s)-10-(3-hydroxyphenyl)-19-azahexacyclo[20.2.2.1⁸,¹⁹.0²,⁷.0¹⁰,¹⁸.0¹¹,¹⁶]heptacosa-1(25),2,4,6,8(27),11,13,15,22(26),23-decaene-5,12,24-triol
C32H27NO4 (489.19399820000007)
methyl 2-[(1r,3r,4r)-8-[(2r,4s,5s,6r)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetate
C25H31NO9 (489.19987160000005)
2,6,8,10,12-pentahydroxy-4-isopropyl-3,7-dimethyl-11-methylidene-14-oxo-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-5-yl 1h-pyrrole-2-carboxylate
C25H31NO9 (489.19987160000005)
(2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-1h-indol-3-yl)oxy]oxane-3,4,5-triol
C20H27NO11S (489.1304752000001)
(2s)-2-{[(2s)-2-{[(2s)-2-{[(2s)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid
C19H31N5O10 (489.20708260000004)
(4ar,6s,7r,7as)-7-[(2-{[(2s,3s)-2-amino-1-hydroxy-3-methylpentylidene]aminosulfonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid
7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid
methyl 2-[(1r,3r,4r)-8-[(2r,4r,5s,6r)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetate
C25H31NO9 (489.19987160000005)
methyl 2-[(1r,3r,4r)-6-[(4r,6r)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetate
C25H31NO9 (489.19987160000005)
1-ethenyl-10,11-dihydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,7,8,12b,13,13a-octahydro-6-azatetraphen-5-one
C25H31NO9 (489.19987160000005)
17,19-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-2,7,15-trioxo-14-oxa-18-azapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadeca-3(11),18-dien-10-yl 2-methylpropanoate
C25H31NO9 (489.19987160000005)