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6022 PubChem-compound 1.0 C23H38N7O17P3S Acetyl-CoA 809.1258 CHEBI:17460 ChEBI 937 ChemSpider 96860 ChemSpider HMDB00250 HMDB 388473 ChemSpider HMDB01341 HMDB 388353 ChemSpider 1.0 CHEBI:30797 ChEBI Ferrocytochrome c Glyoxylate reductase/hydroxypyruvate reductase 439153 PubChem-compound 1.0 Lactoylglutathione lyase ReactionCatalysis707 ACTIVATION 1.0 L-lactate dehydrogenase A chain ReactionCatalysis703 ACTIVATION 388368 ChemSpider CHEBI:16027 ChEBI P07311 UniProt OXALACETIC_ACID BioCyc ATP BioCyc 440018 PubChem-compound HMDB00263 HMDB PW000051 PathWhiz Acetoacetyl-CoA 2.0 559142 ChemSpider Q8WYK0 UniProt false Acetoacetyl-CoA + Adenosine monophosphate + Pyrophosphate → Acetaldehyde + Acetyl adenylate + Adenosine triphosphate LEFT_TO_RIGHT SMP00032 SMPDB HMDB00595 HMDB HMDB01201 HMDB C00579 KEGG Compound D-LACTATE BioCyc P09622 UniProt HCO3 BioCyc HMDB01206 HMDB 5742 ChemSpider Acetyl-CoA CHEBI:16474 ChEBI C00332 KEGG Compound Acetaldehyde Carbon dioxide Aldehyde dehydrogenase, mitochondrial SMP00040 SMPDB HMDB59597 HMDB SMP00048 SMPDB Guanosine triphosphate 97-67-6 CAS HMDB00243 HMDB 5858 ChemSpider C00227 KEGG Compound HMDB00125 HMDB 1.0 Pyruvaldehyde SubPathwayInput 13015-87-7 CAS PW000157 PathWhiz 1.0 C00583 KEGG Compound 945 ChemSpider PW000151 PathWhiz 1010 ChemSpider 10326-41-7 CAS C10H15N5O11P2 Guanosine diphosphate 443.02432 CHEBI:17694 ChEBI SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS 1.0 PPI BioCyc Aldehyde dehydrogenase, mitochondrial SMP00057 SMPDB NADP-dependent malic enzyme 138-08-9 CAS Acyl-coenzyme A thioesterase 12 1.0 SubPathwayInteraction112 SubPathway112Reaction SubPathwayReaction HMDB01423 HMDB C10H16N5O14P3 Guanosine triphosphate 522.99066 1.0 HMDB00217 HMDB Dihydrolipoamide Pyruvate kinase PKLR 124886 PubChem-compound Cytosol NADP-dependent malic enzyme 1.0 P15121 UniProt Reaction390 false L-Malic acid + NAD ↔ Hydrogen Ion + NADH + Oxalacetic acid REVERSIBLE false Acetoacetyl-CoA + Coenzyme A → 2 Acetyl-CoA LEFT_TO_RIGHT 7664-38-2 CAS ReactionCatalysis748 ACTIVATION ReactionCatalysis749 ACTIVATION Phosphoenolpyruvic acid SubPathwayOutput C00009 KEGG Compound HMDB00221 HMDB HMDB01311 HMDB Acetyl-coenzyme A synthetase, cytoplasmic C00008 KEGG Compound SubPathwayInteraction101 SubPathway101Reaction SubPathwayReaction HMDB00223 HMDB CHEBI:17158 ChEBI SubPathwayInteraction104 SubPathway104Reaction SubPathwayReaction C00006 KEGG Compound C00248 KEGG Compound CHEBI:18009 ChEBI ReactionCatalysis2061 ACTIVATION C00001 KEGG Compound 1.0 CHEBI:18361 ChEBI SMILES NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 C00005 KEGG Compound CHEBI:18367 ChEBI C00004 KEGG Compound Pyruvic acid 1032 ChemSpider C00003 KEGG Compound C00002 KEGG Compound 1031 ChemSpider NADP Acetyl-CoA acetyltransferase, mitochondrial 598-35-6 CAS false NADP + Propylene glycol ← Hydrogen Ion + Lactaldehyde + NADPH RIGHT_TO_LEFT HMDB01429 HMDB Ferricytochrome c Reaction1048 false Acetyl-CoA + Adenosine triphosphate + Hydrogen carbonate → Adenosine diphosphate + Malonyl-CoA + Phosphoric acid LEFT_TO_RIGHT false S-Lactoylglutathione + Water → D-Lactic acid + Glutathione + Hydrogen Ion LEFT_TO_RIGHT SubPathwayInteraction100 SubPathway100Reaction SubPathwayReaction SubPathwayInteraction134 SubPathway134Reaction SubPathwayReaction SMILES CC(=O)C=O C21H28N7O14P2 NAD 664.11694 1.0 107689 PubChem-compound C13H21N3O8S S-Lactoylglutathione 379.10495 Adenosine triphosphate C00011 KEGG Compound D-Lactic acid C00010 KEGG Compound 3946-09-6 CAS C00256 KEGG Compound HMDB01881 HMDB C00013 KEGG Compound false Acetic acid + Adenosine triphosphate ↔ Acetyl adenylate + Pyrophosphate REVERSIBLE NAD(P) BioCyc false Acetic acid + Coenzyme A ← Acetyl-CoA + Water RIGHT_TO_LEFT SMP00004 SMPDB Reaction299 false D-Lactaldehyde + NAD ↔ Hydrogen Ion + NADH + Pyruvaldehyde REVERSIBLE S-Lactoylglutathione Pyruvic acid SubPathwayOutput SubPathwayInput 25138-66-3 CAS H Hydrogen Ion 1.007825 Pyruvate dehydrogenase E1 component subunit beta, mitochondrial Acetyl adenylate C00149 KEGG Compound SMP00016 SMPDB SubPathwayInteraction128 SubPathwayReaction SubPathway128Reaction C00022 KEGG Compound Pyruvate carboxylase, mitochondrial 56-65-5 CAS 53-84-9 CAS C00020 KEGG Compound P48163 UniProt C00024 KEGG Compound SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O CHEBI:26078 ChEBI SubPathwayInteraction99 SubPathwayReaction SubPathway99Reaction Dihydrolipoyl dehydrogenase E3 ACET BioCyc 940-69-2 CAS ReactionCatalysis758 ACTIVATION OXIDIZED-GLUTATHIONE BioCyc 769 PubChem-compound Q9NR19 UniProt CL:0000000 CELL TYPE ONTOLOGY C00033 KEGG Compound 1.0 1.0 C00036 KEGG Compound C00035 KEGG Compound 880 PubChem-compound SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O SMILES CC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N AMP BioCyc 1.0 1.0 590-54-5 CAS 57-55-6 CAS Glycine and Serine Metabolism SubPathway SMILES [O-]P([O-])(=O)OP([O-])([O-])=O NADP-dependent malic enzyme Acetyl-CoA acetyltransferase, mitochondrial C00044 KEGG Compound C3H6O2 Lactaldehyde 74.03678 CHEBI:18041 ChEBI C00288 KEGG Compound SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 643 ChemSpider PHOSPHO-ENOL-PYRUVATE BioCyc C00051 KEGG Compound HMDB00538 HMDB 1.0 SMILES CC(=O)OP(O)(O)=O Pyruvate kinase isozymes R/L L-Malic acid SMILES OC(=O)C(=C)OP(O)(O)=O Propanoate Metabolism SubPathway Ferricytochrome c C8H15NOS2 Lipoamide 205.05951 Hydrogen carbonate CPD-358 BioCyc 663 PubChem-compound 389703 ChemSpider 78-98-8 CAS 1.0 SMILES CC(O)=O SMILES OC(=O)CC(=O)C(O)=O 7732-18-5 CAS CHEBI:17167 ChEBI Ferrocytochrome c HMDB00990 HMDB NAD 61-19-8 CAS SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 C03451 KEGG Compound 1.0 Ketone Body Metabolism SubPathway Adenosine diphosphate Acetylphosphate C10H16N5O13P3 Adenosine triphosphate 506.99576 C00186 KEGG Compound P30613 UniProt C05993 KEGG Compound Pyrophosphate SMILES CC(=O)C(O)=O SMILES C[C@@H](O)C(O)=O SMILES CC(O)CO C00074 KEGG Compound 2.0 Acyl-coenzyme A thioesterase 12 false Adenosine triphosphate + Hydrogen carbonate + Pyruvic acid → Adenosine diphosphate + Oxalacetic acid + Phosphate LEFT_TO_RIGHT C2H4O Acetaldehyde 44.026215 HMDB01967 HMDB C8H17NOS2 Dihydrolipoamide 207.07515 S-Acetyldihydrolipoamide-E Pyruvate carboxylase, mitochondrial 962 PubChem-compound Aldehyde dehydrogenase, mitochondrial 5800 ChemSpider CO2 Carbon dioxide 43.98983 979 ChemSpider 857 ChemSpider LACTALD BioCyc D-Lactic acid C00080 KEGG Compound 2.0 H3O4P Phosphoric acid 97.9769 C00084 KEGG Compound C00083 KEGG Compound BiologicalState8 BiologicalState3 Glutathione CHEBI:42111 ChEBI BiologicalState2 1.0 14265-44-2 CAS CHEBI:44897 ChEBI PYRUVATE BioCyc HMDB00985 HMDB 58-64-0 CAS 1.0 Hydroxyacylglutathione hydrolase, mitochondrial GTP BioCyc NADP 840 ChemSpider P11177 UniProt C3H6O3 L-Lactic acid 90.03169 2.0 863 PubChem-compound 644102 PubChem-compound 444493 PubChem-compound LIPOAMIDE BioCyc 6083 PubChem-compound 1.0 C10H19NO2S2 S-Acetyldihydrolipoamide-E 249.08572 C12H16N5O8P Acetyl adenylate 389.07364 Lactoylglutathione lyase 21865772 ChemSpider 10663 PubChem-compound Acylphosphatase-1 22833512 PubChem-compound ACETYL-COA BioCyc C3H6O2 D-Lactaldehyde 74.03678 H2O Water 18.010565 Dihydrolipoyl dehydrogenase, mitochondrial 1.0 NADH BioCyc NAD BioCyc Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial NADPH HMDB00962 HMDB 1.0 749 ChemSpider 71-52-3 CAS 970 PubChem-compound 980 ChemSpider 146-91-8 CAS 1.0 SMILES N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O C4H6O5 L-Malic acid 134.02153 Valine, Leucine and Isoleucine Degradation SubPathway CHO3 Hydrogen carbonate 60.99257 NAD Citric Acid Cycle SubPathway Glycolysis SubPathway ReactionCatalysis397 ACTIVATION 17215925 ChemSpider ReactionCatalysis395 ACTIVATION C2H4O2 Acetic acid 60.02113 ReactionCatalysis396 ACTIVATION C4H4O5 Oxalacetic acid 132.00587 1.0 SMILES CC(=O)SCCC(S)CCCCC(N)=O SMILES CC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N Adenosine monophosphate 64-19-7 CAS SMILES O SMILES C[C@@H](O)C=O Probable D-lactate dehydrogenase, mitochondrial C10H14N5O7P Adenosine monophosphate 347.06308 CHEBI:16928 ChEBI Phosphoenolpyruvate carboxykinase, cytosolic [GTP] 1.0 1.0 P11498 UniProt Phosphoenolpyruvate carboxykinase, cytosolic [GTP] 1004 PubChem-compound 1005 PubChem-compound Pyruvate kinase isozymes R/L 4.0 2.0 C3H6O3 D-Lactic acid 90.03169 C3H8O2 Propylene glycol 76.05243 328-42-7 CAS 6816 PubChem-compound Water SMILES O[C@@H](CC(O)=O)C(O)=O Acetyl-coenzyme A synthetase, cytoplasmic SMILES OC([O-])=O CHEBI:15846 ChEBI ADP BioCyc C3H4O3 Pyruvic acid 88.016045 NADP-dependent malic enzyme HMDB06458 HMDB 1030 PubChem-compound Pyruvate dehydrogenase E1 53-59-8 CAS CHEBI:50623 ChEBI false Acetylphosphate + Water → Acetic acid + Phosphoric acid LEFT_TO_RIGHT 1038 PubChem-compound Lactaldehyde 1.0 GO:0005829 GENE ONTOLOGY 2.0 1.0 274 ChemSpider Hydrogen Ion HMDB00902 HMDB CHEBI:16908 ChEBI 1.0 55423 ChemSpider Q16775 UniProt C16255 KEGG Compound Pyrophosphate O4P Phosphate 94.95342 SMILES [H]C(=O)C(C)O 6830 PubChem-compound 1.0 1.0 L-Lactic acid C21H30N7O17P3 NADPH 745.0911 L-LACTATE BioCyc Mitochondrion C21H29N7O17P3 NADP 744.08325 Acetyl-CoA SubPathwayInput P40925 UniProt NADPH BioCyc 1.0 ReactionCatalysis59 ACTIVATION CHEBI:16856 ChEBI 440867 PubChem-compound 58-68-4 CAS S-LACTOYL-GLUTATHIONE BioCyc Water SMILES [O-]P([O-])([O-])=O 1.0 124-38-9 CAS CHEBI:15531 ChEBI 1.0 ReactionCatalysis4 ACTIVATION Q13085 UniProt 4.0 false D-Lactic acid + 2 Ferricytochrome c ↔ 2 Ferrocytochrome c + 2 Hydrogen Ion + Pyruvic acid REVERSIBLE DIHYDROLIPOAMIDE BioCyc ReactionCatalysis61 ACTIVATION CHEBI:37666 ChEBI HMDB03052 HMDB SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O 1.0 Lipoamide C10H17N3O6S Glutathione 307.0838 GDP-4-DEHYDRO-6-DEOXY-D-MANNOSE BioCyc SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O ReactionCatalysis60 ACTIVATION Acetoacetyl-CoA P24752 UniProt PROPANE-1,2-DIOL BioCyc 53-57-6 CAS P35558 UniProt 1.0 Q86WU2 UniProt C00937 KEGG Compound Malate dehydrogenase, cytoplasmic NADP-dependent malic enzyme SMILES O=C=O ReactionCatalysis79 ACTIVATION SMILES OP(O)(O)=O O7P2 Pyrophosphate 173.91193 C25H40N7O18P3S Acetoacetyl-CoA 851.13635 C21H29N7O14P2 NADH 665.12476 1.0 1.0 Acetoacetyl-CoA SubPathwayInput 5957 PubChem-compound 1.0 P00338 UniProt 1.0 Probable D-lactate dehydrogenase, mitochondrial Q9UBQ7 UniProt CHEBI:15996 ChEBI Malonyl-CoA L-lactate dehydrogenase A chain Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial CHEBI:15991 ChEBI 2.0 C2H5O5P Acetylphosphate 139.98746 1.0 C3H5O6P Phosphoenolpyruvic acid 167.98238 GO:0005739 GENE ONTOLOGY Adenosine triphosphate C10H15N5O10P2 Adenosine diphosphate 427.02942 ACETYL_AMP BioCyc GO:0005737 GENE ONTOLOGY SMILES C[C@H](O)C(O)=O Coenzyme A 1.0 70-18-8 CAS HMDB06878 HMDB Acetyl adenylate 1.0 NADH CPD-8587 BioCyc SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O SMILES C[C@@H](O)C(=O)SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O 4.0 5682 ChemSpider HMDB01066 HMDB CHEBI:1146900 ChEBI 1.0 METHYL-GLYOXAL BioCyc ACETYL-P BioCyc Malate dehydrogenase, cytoplasmic false Dihydrolipoamide + NAD → Hydrogen Ion + Lipoamide + NADH LEFT_TO_RIGHT ReactionCatalysis665 ACTIVATION 14000-31-8 CAS ReactionCatalysis661 ACTIVATION CO-A BioCyc Pyruvate carboxylase, mitochondrial 222656 PubChem-compound P05091 UniProt HMDB06880 HMDB 5675 ChemSpider 72-89-9 CAS Acetic acid CHEBI:15694 ChEBI Carbon dioxide C21H36N7O16P3S Coenzyme A 767.11523 Glyoxylate reductase/hydroxypyruvate reductase false Acetaldehyde + NAD + Water → Acetic acid + Hydrogen Ion + NADH LEFT_TO_RIGHT Cytoplasm Hydroxyacylglutathione hydrolase, mitochondrial ReactionCatalysis658 ACTIVATION Propylene glycol ReactionCatalysis659 ACTIVATION 1.0 false Adenosine triphosphate + Pyruvic acid ↔ Adenosine diphosphate + Phosphoenolpyruvic acid REVERSIBLE 1.0 NADPH Cell 10213 ChemSpider Acetyl-coenzyme A synthetase, cytoplasmic HMDB01167 HMDB Acetyl-CoA carboxylase 1 ACETOACETYL-COA BioCyc Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial CHEBI:15422 ChEBI Coenzyme A CHEBI:16997 ChEBI ReactionCatalysis690 ACTIVATION 6557 ChemSpider ReactionCatalysis691 ACTIVATION Oxalacetic acid SubPathwayInput SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 524-14-1 CAS Nicotinate and Nicotinamide Metabolism SubPathway 388299 ChemSpider 1.0 Guanosine diphosphate 79-33-4 CAS Hydrogen Ion 127-17-3 CAS 13835224 ChemSpider 439214 PubChem-compound HMDB00190 HMDB S-Acetyldihydrolipoamide-E false S-Lactoylglutathione ↔ Glutathione + Pyruvaldehyde REVERSIBLE false L-Lactic acid + NAD ↔ Hydrogen Ion + NADH + Pyruvic acid REVERSIBLE 2.0 Acylphosphatase-1 Aldose reductase Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial Dihydrolipoyl dehydrogenase, mitochondrial CHEBI:16526 ChEBI 389032 ChemSpider 8977 PubChem-compound Phosphoric acid HMDB01175 HMDB HMDB02142 HMDB CHEBI:16761 ChEBI 1.0 D-Lactaldehyde false L-Malic acid + NADP ↔ Carbon dioxide + Hydrogen Ion + NADPH + Pyruvic acid REVERSIBLE NADH 9606 TAXONOMY CHEBI:15366 ChEBI CHEBI:17544 ChEBI P08559 UniProt PW000149 PathWhiz PW000028 PathWhiz 392413 ChemSpider PW000146 PathWhiz 1.0 8630 ChemSpider C3H4O2 Pyruvaldehyde 72.021126 5893 PubChem-compound SMILES NC(=O)CCCCC1CCSS1 HMDB02111 HMDB P10515 UniProt 1.0 439231 PubChem-compound 75-07-0 CAS Pyruvate dehydrogenase E1 component subunit beta, mitochondrial 172 ChemSpider 171 ChemSpider CHEBI:32816 ChEBI 1.0 1420-36-6 CAS CHEBI:15377 ChEBI C24H38N7O19P3S Malonyl-CoA 853.1156 CHEBI:15378 ChEBI SMILES [H+] 6569 ChemSpider ACETALD BioCyc 4.0 Acetaldehyde SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 5886 PubChem-compound 439350 PubChem-compound L-Malic acid CHEBI:17552 ChEBI Acetyl-CoA carboxylase 1 HMDB01273 HMDB 1.0 Phosphate 1.0 SMP00071 SMPDB CHEBI:422 ChEBI 280 PubChem-compound SMILES CC=O Acetyl-CoA acetyltransferase, mitochondrial CHEBI:30744 ChEBI SMILES OC(=N)CCCCC(S)CCS Leigh Syndrome 111188 ChemSpider SMP00196 SMPDB false Guanosine triphosphate + Oxalacetic acid ↔ Carbon dioxide + Guanosine diphosphate + Phosphoenolpyruvic acid REVERSIBLE 61503 PubChem-compound HMDB01487 HMDB HMDB00156 HMDB CHEBI:15343 ChEBI CHEBI:15345 ChEBI Aldose reductase PW000005 PathWhiz 4.0 SMILES NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 Acetic acid Lactoylglutathione lyase 186 PubChem-compound HMDB01484 HMDB 193317 ChemSpider 86-01-1 CAS 1.0 1060 PubChem-compound HMDB00045 HMDB 1061 PubChem-compound C00546 KEGG Compound C00424 KEGG Compound PW000115 PathWhiz 1.0 ReactionCatalysis240 ACTIVATION 4.0 CHEBI:15351 ChEBI HMDB01494 HMDB 177 PubChem-compound HMDB00042 HMDB CHEBI:15350 ChEBI 176 PubChem-compound 24906332 PubChem-compound 3884-47-7 CAS Q04760 UniProt false Lipoamide + Pyruvic acid → Carbon dioxide + S-Acetyldihydrolipoamide-E LEFT_TO_RIGHT 1.0 false Coenzyme A + S-Acetyldihydrolipoamide-E → Acetyl-CoA + Dihydrolipoamide LEFT_TO_RIGHT 85-61-0 CAS Dihydrolipoamide MALONYL-COA BioCyc 181 ChemSpider