isovaleryl-CoA (CHEBI:15487)

ChEBI > Main

CHEBI:15487 - isovaleryl-CoA

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	isovaleryl-CoA

ChEBI ID	CHEBI:15487

Definition	A methylbutanoyl-CoA is the S-isovaleryl derivative of coenzyme A.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:11856, CHEBI:1598, CHEBI:14481, CHEBI:20126

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

call loadScript javascripts\jsmol\core\package.js

call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode

call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js

Jmol JavaScript applet jmolApplet0_object__966439245545076__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__966439245545076__)

call loadScript javascripts\jsmol\core\corestate.z.js

viewerOptions:

{ "name":"jmolApplet0_object","applet":true,"documentBase":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:11856","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__966439245545076__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"966439245545076","bgcolor":"#000" }

Jmol Version: 13.2.7 $Date: 2013-10-01 11:35:15 -0500 (Tue, 01 Oct 2013) $

java.vendor: j2s

java.version: 0.0

os.name: j2s

Access: ALL

memory: 0.0/0.0

processors available: 1

useCommandThread: false

appletId:jmolApplet0_object (signed)

starting HoverWatcher_1

getValue emulate = null

defaults = "Jmol"

getValue boxbgcolor = null

getValue bgcolor = #000

backgroundColor = "#000"

getValue ANIMFRAMECallback = null

getValue APPLETREADYCallback = Jmol._readyCallback

APPLETREADYCallback = "Jmol._readyCallback"

getValue ATOMMOVEDCallback = null

getValue CLICKCallback = null

getValue ECHOCallback = null

getValue ERRORCallback = null

getValue EVALCallback = null

getValue HOVERCallback = null

getValue LOADSTRUCTCallback = null

getValue MEASURECallback = null

getValue MESSAGECallback = null

getValue MINIMIZATIONCallback = null

getValue PICKCallback = null

getValue RESIZECallback = null

getValue SCRIPTCallback = null

getValue SYNCCallback = null

getValue STRUCTUREMODIFIEDCallback = null

getValue doTranslate = null

language=en_US

getValue popupMenu = null

getValue script = null

Jmol applet jmolApplet0_object__966439245545076__ ready

call loadScript javascripts\jsmol\core\corescript.z.js

call loadScript javascripts\jsmol\J\script\FileLoadThread.js

starting QueueThread0_2

script 1 started

starting HoverWatcher_3

starting HoverWatcher_4

The Resolver thinks Mol

IVC - Ideal conformer

Mrv1927 06082116403D

starting HoverWatcher_5

Time for openFile(IVC - Ideal conformer

Mrv1927 06082116403D

98100 0 0 0 0 999 V2000

-8.9630 1.8190 -0.3840 O 0 0 0 0 0 0 0 0 0 0 0 0

-9.3320 0.2830 -0.6970 P 0 0 1 0 0 5 0 0 0 0 0 0

-10.1090 -0.2770 0.4320 O 0 0 0 0 0 0 0 0 0 0 0 0

-10.2120 0.2060 -2.0440 O 0 0 0 0 0 0 0 0 0 0 0 0

-7.9780 -0.5650 -0.8910 O 0 0 0 0 0 0 0 0 0 0 0 0

-7.0350 -0.7780 0.1620 C 0 0 1 0 0 0 0 0 0 0 0 0

-6.7710 -2.2910 0.3560 C 0 0 1 0 0 0 0 0 0 0 0 0

-7.8330 -3.0690 -0.1980 O 0 0 0 0 0 0 0 0 0 0 0 0

-5.4590 -2.4960 -0.4440 C 0 0 2 0 0 0 0 0 0 0 0 0

-4.7280 -3.6640 0.0540 N 0 0 0 0 0 0 0 0 0 0 0 0

-3.7230 -3.6530 0.9750 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.3000 -4.8660 1.1860 N 0 0 0 0 0 0 0 0 0 0 0 0

-4.0050 -5.7290 0.4150 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.9330 -4.9690 -0.3160 C 0 0 0 0 0 0 0 0 0 0 0 0

-5.7560 -5.5880 -1.1560 N 0 0 0 0 0 0 0 0 0 0 0 0

-5.7040 -6.8950 -1.3050 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.8490 -7.6500 -0.6410 N 0 0 0 0 0 0 0 0 0 0 0 0

-3.9910 -7.1210 0.2250 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.0980 -7.9210 0.9160 N 0 0 0 0 0 0 0 0 0 0 0 0

-4.7160 -1.2840 -0.1910 O 0 0 0 0 0 0 0 0 0 0 0 0

-5.6590 -0.2000 -0.2220 C 0 0 2 0 0 0 0 0 0 0 0 0

-5.2480 0.8760 0.7850 C 0 0 1 0 0 0 0 0 0 0 0 0

-4.0280 1.4870 0.3580 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.3020 2.6650 1.1810 P 0 0 1 0 0 5 0 0 0 0 0 0

-4.2420 3.9720 1.1890 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.0640 2.2200 2.5720 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.8960 3.0200 0.4820 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.5540 3.7560 0.9810 P 0 0 2 0 0 5 0 0 0 0 0 0

0.3400 2.7230 1.8340 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.9130 4.9150 1.8290 O 0 0 0 0 0 0 0 0 0 0 0 0

0.2850 4.2640 -0.2960 O 0 0 0 0 0 0 0 0 0 0 0 0

1.4760 5.0470 -0.1830 C 0 0 1 0 0 0 0 0 0 0 0 0

2.0170 5.3560 -1.5810 C 0 0 1 0 0 0 0 0 0 0 0 0

2.3340 4.0470 -2.3060 C 0 0 0 0 0 0 0 0 0 0 0 0

0.9660 6.1370 -2.3730 C 0 0 0 0 0 0 0 0 0 0 0 0

3.2910 6.1940 -1.4600 C 0 0 1 0 0 0 0 0 0 0 0 0

2.9710 7.4700 -0.9020 O 0 0 0 0 0 0 0 0 0 0 0 0

4.2750 5.4870 -0.5640 C 0 0 0 0 0 0 0 0 0 0 0 0

4.5150 5.9270 0.5400 O 0 0 0 0 0 0 0 0 0 0 0 0

4.8880 4.3650 -0.9900 N 0 0 0 0 0 0 0 0 0 0 0 0

5.7630 3.6190 -0.0830 C 0 0 1 0 0 0 0 0 0 0 0 0

6.3280 2.3960 -0.8090 C 0 0 1 0 0 0 0 0 0 0 0 0

7.2280 1.6290 0.1250 C 0 0 0 0 0 0 0 0 0 0 0 0

7.4020 2.0220 1.2590 O 0 0 0 0 0 0 0 0 0 0 0 0

7.8410 0.5070 -0.3010 N 0 0 0 0 0 0 0 0 0 0 0 0

8.7170 -0.2390 0.6060 C 0 0 1 0 0 0 0 0 0 0 0 0

9.2820 -1.4610 -0.1200 C 0 0 1 0 0 0 0 0 0 0 0 0

10.3630 -2.3830 1.0010 S 0 0 0 0 0 0 0 0 0 0 0 0

10.8450 -3.6600 -0.0330 C 0 0 0 0 0 0 0 0 0 0 0 0

10.4300 -3.7070 -1.1720 O 0 0 0 0 0 0 0 0 0 0 0 0

11.7840 -4.7250 0.4720 C 0 0 1 0 0 0 0 0 0 0 0 0

12.0510 -5.7390 -0.6420 C 0 0 1 0 0 0 0 0 0 0 0 0

13.1000 -6.7490 -0.1710 C 0 0 0 0 0 0 0 0 0 0 0 0

10.7530 -6.4730 -0.9850 C 0 0 0 0 0 0 0 0 0 0 0 0

-8.4530 2.2510 -1.0830 H 0 0 0 0 0 0 0 0 0 0 0 0

-11.0440 0.6960 -1.9990 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.3920 -0.3290 1.0890 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.6250 -2.5280 1.4100 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.6730 -4.0220 -0.1820 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.6720 -2.6030 -1.5080 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.3360 -2.7690 1.4590 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.3850 -7.3660 -1.9990 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.0940 -8.8800 0.7720 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.4770 -7.5230 1.5450 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.7020 0.2250 -1.2250 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.0300 1.6330 0.8480 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.1020 0.4210 1.7650 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.4400 4.3190 0.3080 H 0 0 0 0 0 0 0 0 0 0 0 0

0.6120 1.9380 1.3400 H 0 0 0 0 0 0 0 0 0 0 0 0

1.2500 5.9800 0.3330 H 0 0 0 0 0 0 0 0 0 0 0 0

2.2240 4.4910 0.3810 H 0 0 0 0 0 0 0 0 0 0 0 0

1.4110 3.4930 -2.4760 H 0 0 0 0 0 0 0 0 0 0 0 0

2.8060 4.2670 -3.2630 H 0 0 0 0 0 0 0 0 0 0 0 0

3.0100 3.4480 -1.6960 H 0 0 0 0 0 0 0 0 0 0 0 0

0.6520 7.0090 -1.7990 H 0 0 0 0 0 0 0 0 0 0 0 0

1.3930 6.4610 -3.3220 H 0 0 0 0 0 0 0 0 0 0 0 0

0.1040 5.4970 -2.5620 H 0 0 0 0 0 0 0 0 0 0 0 0

3.7310 6.3300 -2.4480 H 0 0 0 0 0 0 0 0 0 0 0 0

2.5740 7.4260 -0.0220 H 0 0 0 0 0 0 0 0 0 0 0 0

4.7490 4.0510 -1.8970 H 0 0 0 0 0 0 0 0 0 0 0 0

6.5830 4.2600 0.2400 H 0 0 0 0 0 0 0 0 0 0 0 0

5.1930 3.2930 0.7870 H 0 0 0 0 0 0 0 0 0 0 0 0

5.5080 1.7550 -1.1320 H 0 0 0 0 0 0 0 0 0 0 0 0

6.8990 2.7220 -1.6790 H 0 0 0 0 0 0 0 0 0 0 0 0

7.7030 0.1930 -1.2090 H 0 0 0 0 0 0 0 0 0 0 0 0

9.5370 0.4030 0.9290 H 0 0 0 0 0 0 0 0 0 0 0 0

8.1460 -0.5640 1.4760 H 0 0 0 0 0 0 0 0 0 0 0 0

8.4620 -2.1030 -0.4430 H 0 0 0 0 0 0 0 0 0 0 0 0

9.8520 -1.1360 -0.9900 H 0 0 0 0 0 0 0 0 0 0 0 0

12.7240 -4.2650 0.7780 H 0 0 0 0 0 0 0 0 0 0 0 0

11.3330 -5.2320 1.3250 H 0 0 0 0 0 0 0 0 0 0 0 0

12.4190 -5.2190 -1.5260 H 0 0 0 0 0 0 0 0 0 0 0 0

12.7320 -7.2690 0.7130 H 0 0 0 0 0 0 0 0 0 0 0 0

13.2900 -7.4710 -0.9650 H 0 0 0 0 0 0 0 0 0 0 0 0

14.0240 -6.2260 0.0730 H 0 0 0 0 0 0 0 0 0 0 0 0

10.3860 -6.9930 -0.1010 H 0 0 0 0 0 0 0 0 0 0 0 0

10.0070 -5.7530 -1.3200 H 0 0 0 0 0 0 0 0 0 0 0 0

10.9440 -7.1950 -1.7790 H 0 0 0 0 0 0 0 0 0 0 0 0

16 17 2 0 0 0 0

16 15 1 0 0 0 0

17 18 1 0 0 0 0

15 14 2 0 0 0 0

8 7 1 0 0 0 0

3 2 2 0 0 0 0

14 13 1 0 0 0 0

14 10 1 0 0 0 0

18 19 1 0 0 0 0

18 13 2 0 0 0 0

7 9 1 0 0 0 0

7 6 1 0 0 0 0

9 10 1 0 0 0 0

9 20 1 0 0 0 0

13 12 1 0 0 0 0

1 2 1 0 0 0 0

10 11 1 0 0 0 0

2 5 1 0 0 0 0

2 4 1 0 0 0 0

5 6 1 0 0 0 0

6 21 1 0 0 0 0

20 21 1 0 0 0 0

12 11 2 0 0 0 0

21 22 1 0 0 0 0

22 23 1 0 0 0 0

24 23 1 6 0 0 0

26 24 2 0 0 0 0

24 27 1 0 0 0 0

24 25 1 0 0 0 0

28 27 1 6 0 0 0

28 30 2 0 0 0 0

28 29 1 0 0 0 0

28 31 1 0 0 0 0

31 32 1 0 0 0 0

34 33 1 0 0 0 0

32 33 1 0 0 0 0

33 35 1 0 0 0 0

33 36 1 0 0 0 0

36 37 1 0 0 0 0

36 38 1 0 0 0 0

38 39 2 0 0 0 0

38 40 1 0 0 0 0

40 41 1 0 0 0 0

41 42 1 0 0 0 0

42 43 1 0 0 0 0

44 43 2 0 0 0 0

43 45 1 0 0 0 0

45 46 1 0 0 0 0

46 47 1 0 0 0 0

47 48 1 0 0 0 0

48 49 1 0 0 0 0

50 49 2 0 0 0 0

49 51 1 0 0 0 0

51 52 1 0 0 0 0

52 53 1 0 0 0 0

52 54 1 0 0 0 0

1 55 1 0 0 0 0

4 56 1 0 0 0 0

6 57 1 1 0 0 0

7 58 1 1 0 0 0

8 59 1 0 0 0 0

9 60 1 6 0 0 0

11 61 1 0 0 0 0

16 62 1 0 0 0 0

19 63 1 0 0 0 0

19 64 1 0 0 0 0

21 65 1 6 0 0 0

22 66 1 0 0 0 0

22 67 1 0 0 0 0

25 68 1 0 0 0 0

29 69 1 0 0 0 0

32 70 1 0 0 0 0

32 71 1 0 0 0 0

34 72 1 0 0 0 0

34 73 1 0 0 0 0

34 74 1 0 0 0 0

35 75 1 0 0 0 0

35 76 1 0 0 0 0

35 77 1 0 0 0 0

36 78 1 6 0 0 0

37 79 1 0 0 0 0

40 80 1 0 0 0 0

41 81 1 0 0 0 0

41 82 1 0 0 0 0

42 83 1 0 0 0 0

42 84 1 0 0 0 0

45 85 1 0 0 0 0

46 86 1 0 0 0 0

46 87 1 0 0 0 0

47 88 1 0 0 0 0

47 89 1 0 0 0 0

51 90 1 0 0 0 0

51 91 1 0 0 0 0

52 92 1 0 0 0 0

53 93 1 0 0 0 0

53 94 1 0 0 0 0

53 95 1 0 0 0 0

54 96 1 0 0 0 0

54 97 1 0 0 0 0

54 98 1 0 0 0 0

M END): 20 ms

reading 98 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

98 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Isovaleryl-coenzyme A, also known as isovaleryl-CoA, is an intermediate in the metabolism of branched-chain amino acids.
Read full article at Wikipedia

Formula

C26H44N7O17P3S

Net Charge

Average Mass

851.650

Monoisotopic Mass

851.17273

InChI

InChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1

InChIKey

UYVZIWWBJMYRCD-ZMHDXICWSA-N

SMILES

CC(C)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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Bacillus methanolicus (NCBI:txid1471)	From MetaboLights See: MetaboLights Study

Roles Classification
Chemical Role(s):	acyl donor Any donor that can transfer acyl groups between molecular entities. (via acyl-CoA )

Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	isovaleryl-CoA (CHEBI:15487) has functional parent butyryl-CoA (CHEBI:15517) isovaleryl-CoA (CHEBI:15487) has functional parent isovaleric acid (CHEBI:28484) isovaleryl-CoA (CHEBI:15487) has role mouse metabolite (CHEBI:75771) isovaleryl-CoA (CHEBI:15487) is a methylbutanoyl-CoA (CHEBI:25286) isovaleryl-CoA (CHEBI:15487) is a short-chain fatty acyl-CoA (CHEBI:61905) isovaleryl-CoA (CHEBI:15487) is conjugate acid of isovaleryl-CoA(4−) (CHEBI:57345)

Incoming	isovaleryl-CoA(4−) (CHEBI:57345) is conjugate base of isovaleryl-CoA (CHEBI:15487)

IUPAC Name

3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-{[3-({2-[(3-methylbutanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl] dihydrogen diphosphate}

Synonyms	Sources
3-Methylbutanoyl-CoA	KEGG COMPOUND
3-methylbutanoyl-coenzyme A	ChEBI
3-methylbutyryl-CoA	ChEBI
3-methylbutyryl-coenzyme A	ChEBI
β-methylbutanoyl-CoA	ChEBI
β-methylbutanoyl-coenzyme A	ChEBI
β-methylbutyryl-CoA	ChEBI
β-methylbutyryl-coenzyme A	ChEBI
Isovaleryl-CoA	KEGG COMPOUND
isovaleryl-coenzyme A	ChemIDplus
S-(3-methylbutanoyl)-coenzyme A	ChemIDplus

Manual Xrefs	Databases
145017	ChemSpider
C02939	KEGG COMPOUND
FDB022430	FooDB
HMDB0001113	HMDB
Isovaleryl-CoA	Wikipedia
IVC	PDBeChem
LMFA07050336	LIPID MAPS
View more database links

Registry Numbers	Types	Sources
6244-91-3	CAS Registry Number	ChemIDplus
78268	Reaxys Registry Number	Reaxys

Citations

Last Modified

05 August 2021

CHEBI:15487 - isovaleryl-CoA

ChEBI is part of the ELIXIR infrastructure