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Table 1 Lipidomics of glucosamine-treated chondrocytes

From: Beneficial reward-to-risk action of glucosamine during pathogenesis of osteoarthritis

Control Glucosamine 10 mM Glucosamine 50 mM
Name % Name % Name %
Nonahexacontanoic acid 0.07 Nonahexacontanoic acid 0.042   0.125
Tetratetracontane 0.21 Glycerol tristearate 0.518 Nonahexacontanoic acid 0.17
Hentriacontane 0.04 Cholesta-3,5-diene 0.304 Benzenepropanoic acid,3,5-bis(1,1-dimethylethyl)-4-hydroxy- 0.197
Cholesta-3,5-diene 0.12 2,4,6-Triphenyl-1-hexene-D5 3.155 Cholesta-3,5-diene 0.124
Hexacosane 0.07 Docosane 0.393 Tetracosane 2.598
2,4,6-Triphenyl-1-hexene 3.09 rac Methadone N-oxide 0.288 Dioctyl terephthalate 2.483
tricosane 0.08 Eicosane 5.42 2,4,6-Triphenyl-1-hexene-D5 0.28
Docosane 0.5 Eicosanoic acid 0.849 Docosane 13.003
cis-4,7,10,13,16,19-Docosahexaenoic acid 0.14 Methyl arachidonate 0.122 Erucylamide 0.612
Octadecanoic acid 2,3-dihydroxypropyl ester 0.59 (S)-(E)-(-)-4-acetoxy-1-phenyl-2-dodecen-1-one 0.046 Glycerol b-monostearate 0.06
Nonadecyl trifluoroacetate 0.06 1-Nonadecanol 0.196 1-Dodecanol, 2-octyl- eicosane 1.733
Eicosane 3.32 2-Hexadecanoyl glycerol 0.877 5,8,11,14,17-Eicosatetraenoic acid 0.152
Eicosanoic acid 0.83 Methyl linoleate 0.112 Nonadecane 0.08
Arachidonic acid 0.41 Octadecanoic acid 1.746 2-Hexadecanoyl glycerol 1.397
5,8,11,14,17-Eicosapentaenoic acid 0.09 1-Octadecene 0.115 1-Nonadecene 0.094
Hexadecanoic acid,2-hydroxy-1-(hydroxymethyl) ethyl ester 1.39 9-Octadecenamide, (Z)- 4.827 Octadecanoic acid 1.556
Methyl 9-(Z)-octadecenoate 1.12 11-Octadecenoic acid,(11Z)- 0.094 9-Octadecenamide, (Z)- 0.91
9,12-Octadecadienoic acid (Z,Z)-, methyl ester 0.31 Palmitic acid 1.343 Linoleic acid 0.141
Thiocarbamic acid 0.28 2-Propenoic caid, tridecyl ester 0.465 11-Octadecenoic acid,(11Z)- 0.386
Octadecane 0.15 Hypogeic acid 0.35 trans-9-octadecenoic acid 0.091
Stearic acid 2.21 [2.2]Paracyclophane 0.059 Pentafluoropropionic acid tetradecyl ester 0.136
1-Octadecene 0.11 3-Methyl-2-benzylindole 4.12 2-Ethylhexyl methyl isophthalate 0.065
9-Octadecenamide, (Z)- 5.98 2,4-Diphenyl-1-butene-D5 0.437 1-Decanol,2-hexyl- 0.059
Heptafluorobutyric acid, n-tetradecyl ester 0.18 1-Pentadecene 0.129 Hexadecane 0.142
Methyl hexadecanoate 1.68 2-Methyl-1-anthracenamine 6.432 Palmitic acid 1.374
Cyclopentolate 0.14 1-Methyl-2-anthracenamine 2.094 Benzene,1,1′-(1,2-cyclobutanediyl)bis-, trans- 0.28
Fumaric acid, 2-ethylhexyl hexyl ester 0.11 Tetradecane 0.125 3-Methyl-2-benzylindole 5.108
Hexadecane 0.07 2-Tetradecene 0.162 2,4-Diphenyl-1-butene-D5 0.337
Hexadecanoic acid 0.33 Phenol,2,5-bis(1,1-dimethylethyl)- 0.079 1,3-diphenyl-cyclobutane 0.06
2-Propenoic acid, tridecyl ester 1.41 5-Methoxy-2-methyl-1-propyl-1H-indole-3-carboxylic acid 0.451 Propanoic acid, 3-mercapto-, dodecyl ester 0.234
2,4-Diphenyl-1-butene 0.47 Dodecahydropyrido[1,2-b]isoquinolin-6-one 0.053 2-Methyl-1-anthracenamine 5.093
Benzene,1,1′-(1,2-cyclobutanediyl)bis-, cis- 0.37 Sulfurous acid, dodecyl 2-propyl ester 0.155 1H-Indole,2-methyl-3-phenyl- 1.934
3-Methyl-2-benzylindole 4.11 Dodecane 0.115 2-Ethylacridin 0.553
Cyclobutane,1,3-diphenyl-,trans 0.06 Cyclododecane 0.12 Benzo[h]quinoline,2,4-dimethyl- 0.113
Propanoic acid,3-mercapto-, dodecyl ester 0.66 1-Methyl-5,6-dimethoxy-2,3-dihydroindole 2.373 Tridecane, 6-methyl- 0.164
Benzene,1,1′-(1,3-propanediyl)bis- 0.07 2,7-Naphthalenedisulfonicacid, 3-hydroxy-4-nitroso- 0.37 Tetradecane 0.084
1-Methyl-2-anthracenamine 4.45 1-Decene 0.191 2,4-Di-tert-butylphenol 0.094
1-Tetradecanol 0.24 2-Methylmercaptobenzothiazole 0.498 Benzene,1,3-bis(1,1-dimethylethyl)- 0.152
Tetradecane 0.12 1,4-Benzenedicarboxylic acid 3.412 12-Hydroxydodecanoic acid 0.224
2,4-Di-tert-butylphenol 0.13 Benzene 0.19 2-Propenoic acid oxybis(methyl-2,1-ethanediyl) ester 0.699
2-Tridecanone 0.17 Fumaric acid 0.08 Ethyl 4-etoxybenzoate 0.074
Dodecahydropyrido[1,2-b]isoquinolin-6-one 0.06 2-Chloropropionic acid 0.069 Cycl zodecane 0.249
Decane, 2, 3, 5-trimethyl 0.16    exo-5-hydroxy-exo-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-indene 0.079
1-Dodecanol 0.1    S,S′-Bis(2-dimethylaminoethyl) methylphosphonodithioate 0.063
2-Carbomethoxy-1,2,3,4-tetrahydronaphthalene 0.09     
2-Undecanone 0.11     
4-Ethoxybenzoic acid ethyl ester 0.11     
5-Acetyl-2-methoxyphenyl-1-thiocyanate 0.55     
3,5-Dimethylbenzaldehyde thiocarbamoylhydrazone 0.05     
2-Methylmercaptobenzothiazole 0.16     
Terephthalic acid 3.32     
octanoic acid 0.09     
2-Xylene-D10 0.11     
Benzene 0.14     
Carbonochloridic acid, decyl ester 0.16