KEGG   COMPOUND: C02939
Entry
C02939                      Compound                               
Name
3-Methylbutanoyl-CoA;
Isovaleryl-CoA
Formula
C26H44N7O17P3S
Exact mass
851.1727
Mol weight
851.65
Structure
Reaction
R01651 R04095 R04096 R04097 R04098 R05331 R08566 R10526
R12732
Pathway
map00280  Valine, leucine and isoleucine degradation
map00785  Lipoic acid metabolism
map01100  Metabolic pathways
map01210  2-Oxocarboxylic acid metabolism
Module
M00036  Leucine degradation, leucine => acetoacetate + acetyl-CoA
Network
nt06024  Valine, leucine and isoleucine degradation
nt06032  Lipoic acid metabolism
Enzyme
1.2.1.25        1.2.7.7         1.3.8.4         1.3.8.7         
2.3.1.156       2.3.1.168       2.3.1.228       2.3.1.300
Brite
Lipids [BR:br08002]
 FA  Fatty acyls
  FA07 Fatty esters
   FA0705 Fatty acyl CoAs
    C02939  3-Methylbutanoyl-CoA
Other DBs
CAS: 6244-91-3
PubChem: 5858
ChEBI: 15487
LIPIDMAPS: LMFA07050336
PDB-CCD: IVC[PDBj]
NIKKAJI: J675.058C
LinkDB
KCF data

ATOM        54
            1   C1b C    29.8424  -35.7700
            2   C5a C    31.0549  -35.0700
            3   S2a S    32.2673  -35.7700
            4   C1b C    33.4797  -35.0700
            5   C1b C    34.6922  -35.7700
            6   N1b N    35.9046  -35.0700
            7   C5a C    37.1170  -35.7700
            8   C1b C    38.3295  -35.0700
            9   C1b C    39.5419  -35.7700
            10  N1b N    40.7544  -35.0700
            11  C5a C    41.9668  -35.7700
            12  C1c C    43.1792  -35.0700
            13  C1d C    44.3917  -35.7700
            14  C1b C    45.6041  -35.0700
            15  O2b O    46.8165  -35.7700
            16  O5a O    31.0549  -33.6702
            17  O5a O    37.1170  -37.1699
            18  O5a O    41.9668  -37.1696
            19  O1a O    43.1792  -33.6700
            20  C1a C    44.3917  -34.3700
            21  C1a C    44.3917  -37.1700
            22  P1b P    48.2165  -35.7700
            23  O1c O    49.6165  -35.7700
            24  O1c O    48.2165  -37.1700
            25  C1y C    41.7200  -30.8000
            26  C1y C    43.1200  -30.8000
            27  C1y C    43.5526  -29.4685
            28  O2x O    42.4200  -28.6456
            29  C1y C    41.2874  -29.4685
            30  C1b C    44.8722  -29.0397
            31  O1a O    40.8971  -31.9326
            32  O2b O    43.9429  -31.9326
            33  P1b P    45.3429  -31.9326
            34  O1c O    45.3429  -30.5326
            35  O1c O    46.7429  -31.9326
            36  O1c O    45.3429  -33.3326
            37  C8y C    37.1700  -27.6500
            38  C8y C    37.1700  -29.0500
            39  N4y N    39.5949  -29.0500
            40  C8x C    39.5949  -27.6500
            41  N5x N    38.3824  -26.9500
            42  C8y C    35.9576  -26.9500
            43  N5x N    34.7451  -27.6500
            44  C8x C    34.7451  -29.0500
            45  N5x N    35.9576  -29.7500
            46  N1a N    35.9576  -25.5502
            47  O2b O    46.8545  -29.4720
            48  P1b P    48.2545  -29.4720
            49  O1c O    48.2545  -28.0720
            50  O1c O    49.6545  -29.4720
            51  O2c O    48.2545  -32.6920
            52  C1c C    28.6133  -35.0602
            53  C1a C    27.4092  -35.7553
            54  C1a C    28.6135  -33.6701
BOND        56
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     4   5 1
            5     5   6 1
            6     6   7 1
            7     7   8 1
            8     8   9 1
            9     9  10 1
            10   10  11 1
            11   11  12 1
            12   12  13 1
            13   13  14 1
            14   14  15 1
            15    2  16 2
            16    7  17 2
            17   11  18 2
            18   12  19 1 #Down
            19   13  20 1
            20   13  21 1
            21   15  22 1
            22   22  23 2
            23   22  24 1
            24   25  26 1
            25   26  27 1
            26   27  28 1
            27   28  29 1
            28   25  29 1
            29   27  30 1 #Down
            30   25  31 1 #Up
            31   26  32 1 #Up
            32   32  33 1
            33   33  34 1
            34   33  35 1
            35   33  36 2
            36   37  38 2
            37   38  39 1
            38   39  40 1
            39   40  41 2
            40   37  41 1
            41   37  42 1
            42   42  43 2
            43   43  44 1
            44   44  45 2
            45   38  45 1
            46   42  46 1
            47   29  39 1 #Down
            48   30  47 1
            49   47  48 1
            50   48  49 1
            51   48  50 2
            52   48  51 1
            53   22  51 1
            54    1  52 1
            55   52  53 1
            56   52  54 1

» Japanese version

KEGG   COMPOUND: C00630
Entry
C00630                      Compound                               
Name
2-Methylpropanoyl-CoA;
2-Methylpropionyl-CoA;
Isobutyryl-CoA
Formula
C25H42N7O17P3S
Exact mass
837.1571
Mol weight
837.63
Structure
Reaction
R01181 R01210 R02661 R02662 R02663 R06482 R06483 R07160
R09090 R09854 R11584 R12733
Pathway
map00280  Valine, leucine and isoleucine degradation
map00522  Biosynthesis of 12-, 14- and 16-membered macrolides
map00785  Lipoic acid metabolism
map00907  Pinene, camphor and geraniol degradation
map00996  Biosynthesis of various alkaloids
map01063  Biosynthesis of alkaloids derived from shikimate pathway
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
map01210  2-Oxocarboxylic acid metabolism
Module
M00777  Avermectin biosynthesis, 2-methylbutanoyl-CoA/isobutyryl-CoA => 6,8a-Seco-6,8a-deoxy-5-oxoavermectin 1a/1b aglycone => avermectin A1a/B1a/A1b/B1b
Network
nt06024  Valine, leucine and isoleucine degradation
nt06032  Lipoic acid metabolism
Enzyme
1.2.1.25        1.2.7.7         1.3.8.1         1.3.8.5         
1.3.8.7         1.3.99.-        2.3.1.156       2.3.1.168       
2.3.1.300       5.4.99.13
Brite
Lipids [BR:br08002]
 FA  Fatty acyls
  FA07 Fatty esters
   FA0705 Fatty acyl CoAs
    C00630  2-Methylpropanoyl-CoA
Other DBs
PubChem: 3903
ChEBI: 15479
LIPIDMAPS: LMFA07050331
PDB-CCD: CO6[PDBj]
NIKKAJI: J721.070A
LinkDB
KCF data

ATOM        53
            1   C1c C    29.0724  -34.0200
            2   C5a C    30.2849  -33.3200
            3   S2a S    31.4973  -34.0200
            4   C1b C    32.7097  -33.3200
            5   C1b C    33.9222  -34.0200
            6   N1b N    35.1346  -33.3200
            7   C5a C    36.3470  -34.0200
            8   C1b C    37.5595  -33.3200
            9   C1b C    38.7719  -34.0200
            10  N1b N    39.9844  -33.3200
            11  C5a C    41.1968  -34.0200
            12  C1c C    42.4092  -33.3200
            13  C1d C    43.6217  -34.0200
            14  C1b C    44.8341  -33.3200
            15  O2b O    46.0465  -34.0200
            16  O5a O    30.2849  -31.9202
            17  O5a O    36.3470  -35.4199
            18  O5a O    41.1968  -35.4196
            19  O1a O    42.4092  -31.9200
            20  C1a C    43.6217  -32.6200
            21  C1a C    43.6217  -35.4200
            22  P1b P    47.4465  -34.0200
            23  O1c O    48.8465  -34.0200
            24  O1c O    47.4465  -35.4200
            25  C1y C    40.9500  -29.0500
            26  C1y C    42.3500  -29.0500
            27  C1y C    42.7826  -27.7185
            28  O2x O    41.6500  -26.8956
            29  C1y C    40.5174  -27.7185
            30  C1b C    44.1022  -27.2897
            31  O1a O    40.1271  -30.1826
            32  O2b O    43.1729  -30.1826
            33  P1b P    44.5729  -30.1826
            34  O1c O    44.5729  -28.7826
            35  O1c O    45.9729  -30.1826
            36  O1c O    44.5729  -31.5826
            37  C8y C    36.4000  -25.9000
            38  C8y C    36.4000  -27.3000
            39  N4y N    38.8249  -27.3000
            40  C8x C    38.8249  -25.9000
            41  N5x N    37.6124  -25.2000
            42  C8y C    35.1876  -25.2000
            43  N5x N    33.9751  -25.9000
            44  C8x C    33.9751  -27.3000
            45  N5x N    35.1876  -28.0000
            46  N1a N    35.1876  -23.8002
            47  O2b O    46.0845  -27.7220
            48  P1b P    47.4845  -27.7220
            49  O1c O    47.4845  -26.3220
            50  O1c O    48.8845  -27.7220
            51  O2c O    47.4845  -30.9420
            52  C1a C    27.8433  -33.3102
            53  C1a C    29.0723  -35.4198
BOND        55
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     4   5 1
            5     5   6 1
            6     6   7 1
            7     7   8 1
            8     8   9 1
            9     9  10 1
            10   10  11 1
            11   11  12 1
            12   12  13 1
            13   13  14 1
            14   14  15 1
            15    2  16 2
            16    7  17 2
            17   11  18 2
            18   12  19 1 #Down
            19   13  20 1
            20   13  21 1
            21   15  22 1
            22   22  23 2
            23   22  24 1
            24   25  26 1
            25   26  27 1
            26   27  28 1
            27   28  29 1
            28   25  29 1
            29   27  30 1 #Down
            30   25  31 1 #Up
            31   26  32 1 #Up
            32   32  33 1
            33   33  34 1
            34   33  35 1
            35   33  36 2
            36   37  38 2
            37   38  39 1
            38   39  40 1
            39   40  41 2
            40   37  41 1
            41   37  42 1
            42   42  43 2
            43   43  44 1
            44   44  45 2
            45   38  45 1
            46   42  46 1
            47   29  39 1 #Down
            48   30  47 1
            49   47  48 1
            50   48  49 1
            51   48  50 2
            52   48  51 1
            53   22  51 1
            54    1  52 1
            55    1  53 1

» Japanese version

KEGG   COMPOUND: C15980
Entry
C15980                      Compound                               
Name
(S)-2-Methylbutanoyl-CoA
Formula
C26H44N7O17P3S
Exact mass
851.1727
Mol weight
851.65
Structure
Reaction
R03171 R03172 R03174 R03175 R08567 R12734
Pathway
map00280  Valine, leucine and isoleucine degradation
map00785  Lipoic acid metabolism
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
map01210  2-Oxocarboxylic acid metabolism
Network
nt06024  Valine, leucine and isoleucine degradation
nt06032  Lipoic acid metabolism
Enzyme
1.2.1.25        1.2.7.7         1.3.8.1         1.3.8.5         
1.3.8.7         2.3.1.168       2.3.1.300
Other DBs
PubChem: 47205293
ChEBI: 90222
NIKKAJI: J971.426J
LinkDB
KCF data

ATOM        54
            1   S2a S    13.7900  -23.4500
            2   C1b C    14.9800  -22.7500
            3   C1b C    16.2400  -23.4500
            4   N1b N    17.4300  -22.7500
            5   C5a C    18.6200  -23.4500
            6   C1b C    19.8800  -22.7500
            7   C1b C    21.0700  -23.4500
            8   N1b N    22.2600  -22.7500
            9   C5a C    23.5200  -23.4500
            10  C1c C    24.7100  -22.7500
            11  C1d C    25.9000  -23.4500
            12  C1b C    27.0900  -22.7500
            13  O2b O    28.3500  -23.4500
            14  O5a O    18.6200  -24.8500
            15  O5a O    23.5200  -24.8500
            16  O1a O    24.7100  -21.3500
            17  C1a C    25.9000  -22.0500
            18  C1a C    25.9000  -24.8500
            19  P1b P    29.7500  -23.4500
            20  O1c O    31.1500  -23.4500
            21  O1c O    29.7500  -24.8500
            22  C1y C    23.2400  -18.4800
            23  C1y C    24.6400  -18.4800
            24  C1y C    25.0600  -17.1500
            25  O2x O    23.9400  -16.3100
            26  C1y C    22.8200  -17.1500
            27  C1b C    26.3900  -16.7300
            28  O1a O    22.4000  -19.6000
            29  O2b O    25.4800  -19.6000
            30  P1b P    26.8800  -19.6000
            31  O1c O    26.8800  -18.2000
            32  O1c O    28.2800  -19.6000
            33  O1c O    26.8800  -21.0000
            34  C8y C    18.6900  -15.3300
            35  C8y C    18.6900  -16.7300
            36  N4y N    21.1400  -16.7300
            37  C8x C    21.1400  -15.3300
            38  N5x N    19.8800  -14.6300
            39  C8y C    17.5000  -14.6300
            40  N5x N    16.2400  -15.3300
            41  C8x C    16.2400  -16.7300
            42  N5x N    17.5000  -17.4300
            43  N1a N    17.5000  -13.2300
            44  O2b O    28.3500  -17.1500
            45  P1b P    29.7500  -17.1500
            46  O1c O    29.7500  -15.7500
            47  O1c O    31.1500  -17.1500
            48  O2c O    29.7500  -20.3700
            49  C5a C    12.6000  -22.7500
            50  C1c C    11.3400  -23.4500
            51  C1b C    10.1500  -22.7500
            52  C1a C     8.9600  -23.4500
            53  O5a O    12.6000  -21.3500
            54  C1a C    11.3400  -24.8500
BOND        56
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     4   5 1
            5     5   6 1
            6     6   7 1
            7     7   8 1
            8     8   9 1
            9     9  10 1
            10   10  11 1
            11   11  12 1
            12   12  13 1
            13    5  14 2
            14    9  15 2
            15   10  16 1 #Down
            16   11  17 1
            17   11  18 1
            18   13  19 1
            19   19  20 2
            20   19  21 1
            21   22  23 1
            22   23  24 1
            23   24  25 1
            24   25  26 1
            25   22  26 1
            26   24  27 1 #Down
            27   22  28 1 #Up
            28   23  29 1 #Up
            29   29  30 1
            30   30  31 1
            31   30  32 1
            32   30  33 2
            33   34  35 2
            34   35  36 1
            35   36  37 1
            36   37  38 2
            37   34  38 1
            38   34  39 1
            39   39  40 2
            40   40  41 1
            41   41  42 2
            42   35  42 1
            43   39  43 1
            44   26  36 1 #Down
            45   27  44 1
            46   44  45 1
            47   45  46 1
            48   45  47 2
            49   45  48 1
            50   19  48 1
            51    1  49 1
            52   49  50 1
            53   50  51 1
            54   51  52 1
            55   49  53 2
            56   50  54 1 #Up

» Japanese version

KEGG   COMPOUND: C15973
Entry
C15973                      Compound                               
Name
Enzyme N6-(dihydrolipoyl)lysine;
Dihydrolipoamide-E;
[E2 protein]-N6-[(R)-dihydrolipoyl]-L-lysine;
[Lipoyl-carrier protein E2]-N6-[(R)-dihydrolipoyl]-L-lysine
Formula
C8H16NOS2R
Structure
Comment
Generic compound in reaction hierarchy
The reduced lipoyllysine residue in EC 2.3.1.12, dihydrolipoyllysine-residue acetyltransferase ( EC 2.3.1.61, dihydrolipoyllysine-residue succinyltransferase or EC 2.3.1.168, dihydrolipoyllysine-residue (2-methylpropanoyl)transferase ).
Reaction
R02569 R02570 R02571 R02662 R03174 R04097 R07618 R10998
R12423 R12432 R12603
Pathway
map00010  Glycolysis / Gluconeogenesis
map00020  Citrate cycle (TCA cycle)
map00280  Valine, leucine and isoleucine degradation
map00310  Lysine degradation
map00620  Pyruvate metabolism
map00640  Propanoate metabolism
map00785  Lipoic acid metabolism
map01100  Metabolic pathways
map01240  Biosynthesis of cofactors
Module
M00009  Citrate cycle (TCA cycle, Krebs cycle)
M00011  Citrate cycle, second carbon oxidation, 2-oxoglutarate => oxaloacetate
M00032  Lysine degradation, lysine => saccharopine => acetoacetyl-CoA
M00036  Leucine degradation, leucine => acetoacetate + acetyl-CoA
M00307  Pyruvate oxidation, pyruvate => acetyl-CoA
M00881  Lipoic acid biosynthesis, plants and bacteria, octanoyl-ACP => dihydrolipoyl-E2/H
M00883  Lipoic acid biosynthesis, animals and bacteria, octanoyl-ACP => dihydrolipoyl-H => dihydrolipoyl-E2
M00884  Lipoic acid biosynthesis, octanoyl-CoA => dihydrolipoyl-E2
Network
nt06024  Valine, leucine and isoleucine degradation
nt06031  Citrate cycle and pyruvate metabolism
nt06032  Lipoic acid metabolism
nt06036  Lysine degradation
Enzyme
1.8.1.4         1.11.1.28       2.3.1.12        2.3.1.61        
2.3.1.168       2.8.1.8
Other DBs
PubChem: 47205286
ChEBI: 80219
LinkDB
KCF data

ATOM        13
            1   C1c C    15.4683  -15.8087
            2   C1b C    16.6705  -16.5090
            3   C1b C    14.2660  -16.5090
            4   S1a S    15.4683  -14.4255
            5   C1b C    17.8728  -15.8087
            6   C1b C    13.0639  -15.8087
            7   C1b C    19.0808  -16.5090
            8   S1a S    13.0639  -14.4255
            9   C1b C    20.2771  -15.8087
            10  C5a C    21.4794  -16.5090
            11  O5a O    21.4794  -17.8921
            12  N1b N    22.8334  -15.8379
            13  R   R    24.2335  -15.8379
BOND        12
            1     1   2 1 #Down
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     3   6 1
            6     5   7 1
            7     6   8 1
            8     7   9 1
            9     9  10 1
            10   10  11 2
            11   10  12 1
            12   12  13 1

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