octanoyl-CoA (CHEBI:15533)

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CHEBI:15533 - octanoyl-CoA

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ChEBI Name	octanoyl-CoA

ChEBI ID	CHEBI:15533

Definition	A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of octanoic acid.

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

Secondary ChEBI IDs	CHEBI:41542, CHEBI:7724, CHEBI:14681, CHEBI:25651

Supplier Information	ChemicalBook:CB2341914, eMolecules:30157430, eMolecules:8321514, ZINC000004245654

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

CO8 - Ideal conformer

Mrv1927 06092110113D

starting HoverWatcher_5

Time for openFile(CO8 - Ideal conformer

Mrv1927 06092110113D

107109 0 0 0 0 999 V2000

2.4480 -4.7780 -12.2760 N 0 0 0 0 0 0 0 0 0 0 0 0

3.2150 -3.7180 -12.0990 C 0 0 0 0 0 0 0 0 0 0 0 0

2.9210 -2.7700 -11.2340 N 0 0 0 0 0 0 0 0 0 0 0 0

1.8170 -2.8440 -10.4970 C 0 0 0 0 0 0 0 0 0 0 0 0

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1.3270 -4.9420 -11.5810 C 0 0 0 0 0 0 0 0 0 0 0 0

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1.1310 0.4080 -9.7970 C 0 0 2 0 0 0 0 0 0 0 0 0

1.8640 0.6910 -10.9900 O 0 0 0 0 0 0 0 0 0 0 0 0

1.2730 1.5650 -8.7730 C 0 0 2 0 0 0 0 0 0 0 0 0

2.4250 2.3560 -9.0690 O 0 0 0 0 0 0 0 0 0 0 0 0

1.9070 3.8610 -9.3110 P 0 0 1 0 0 5 0 0 0 0 0 0

1.2320 4.3530 -8.0880 O 0 0 0 0 0 0 0 0 0 0 0 0

3.1610 4.8120 -9.6510 O 0 0 0 0 0 0 0 0 0 0 0 0

0.8690 3.8810 -10.5410 O 0 0 0 0 0 0 0 0 0 0 0 0

1.4350 0.8480 -7.4190 C 0 0 2 0 0 0 0 0 0 0 0 0

1.3420 -0.5640 -7.6660 O 0 0 0 0 0 0 0 0 0 0 0 0

0.3220 1.2830 -6.4630 C 0 0 2 0 0 0 0 0 0 0 0 0

0.4770 0.6090 -5.2130 O 0 0 0 0 0 0 0 0 0 0 0 0

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-1.7750 0.2460 -0.4780 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.8870 0.1530 1.6650 C 0 0 2 0 0 0 0 0 0 0 0 0

-2.8780 0.7690 0.2650 C 0 0 2 0 0 0 0 0 0 0 0 0

-1.5800 0.4980 2.3820 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.0220 -1.3660 1.5540 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.0680 0.7130 2.4610 C 0 0 1 0 0 0 0 0 0 0 0 0

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-5.0150 -0.8070 3.9980 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.2600 0.3130 4.7640 N 0 0 0 0 0 0 0 0 0 0 0 0

-3.3260 -0.3760 6.0550 C 0 0 2 0 0 0 0 0 0 0 0 0

-2.2120 0.1400 6.9680 C 0 0 2 0 0 0 0 0 0 0 0 0

-2.2810 -0.5690 8.2950 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.1360 -1.4060 8.4920 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.3920 -0.2740 9.2640 N 0 0 0 0 0 0 0 0 0 0 0 0

-1.4580 -0.9640 10.5540 C 0 0 2 0 0 0 0 0 0 0 0 0

-0.3440 -0.4470 11.4670 C 0 0 2 0 0 0 0 0 0 0 0 0

-0.4270 -1.2990 13.0620 S 0 0 0 0 0 0 0 0 0 0 0 0

0.8880 -0.5540 13.8650 C 0 0 0 0 0 0 0 0 0 0 0 0

1.5450 0.2920 13.2970 O 0 0 0 0 0 0 0 0 0 0 0 0

1.2300 -0.9510 15.2780 C 0 0 2 0 0 0 0 0 0 0 0 0

2.4360 -0.1410 15.7570 C 0 0 2 0 0 0 0 0 0 0 0 0

2.7840 -0.5440 17.1920 C 0 0 2 0 0 0 0 0 0 0 0 0

3.9900 0.2650 17.6710 C 0 0 2 0 0 0 0 0 0 0 0 0

4.3370 -0.1360 19.1060 C 0 0 2 0 0 0 0 0 0 0 0 0

5.5440 0.6720 19.5850 C 0 0 2 0 0 0 0 0 0 0 0 0

5.8910 0.2700 21.0200 C 0 0 0 0 0 0 0 0 0 0 0 0

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1.8130 -0.0990 -11.5440 H 0 0 0 0 0 0 0 0 0 0 0 0

0.3760 2.1850 -8.7720 H 0 0 0 0 0 0 0 0 0 0 0 0

2.8070 5.7020 -9.7880 H 0 0 0 0 0 0 0 0 0 0 0 0

1.3470 3.5540 -11.3160 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4080 1.0860 -6.9880 H 0 0 0 0 0 0 0 0 0 0 0 0

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2.1960 0.9210 15.7260 H 0 0 0 0 0 0 0 0 0 0 0 0

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3.0240 -1.6060 17.2230 H 0 0 0 0 0 0 0 0 0 0 0 0

1.9310 -0.3440 17.8420 H 0 0 0 0 0 0 0 0 0 0 0 0

3.7500 1.3280 17.6400 H 0 0 0 0 0 0 0 0 0 0 0 0

4.8420 0.0660 17.0220 H 0 0 0 0 0 0 0 0 0 0 0 0

4.5770 -1.1990 19.1370 H 0 0 0 0 0 0 0 0 0 0 0 0

3.4850 0.0620 19.7560 H 0 0 0 0 0 0 0 0 0 0 0 0

5.3040 1.7350 19.5540 H 0 0 0 0 0 0 0 0 0 0 0 0

6.3960 0.4730 18.9360 H 0 0 0 0 0 0 0 0 0 0 0 0

6.7500 0.8470 21.3610 H 0 0 0 0 0 0 0 0 0 0 0 0

5.0390 0.4690 21.6690 H 0 0 0 0 0 0 0 0 0 0 0 0

6.1310 -0.7920 21.0510 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 2 0 0 0 0

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3 4 2 0 0 0 0

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4 10 1 0 0 0 0

5 6 2 0 0 0 0

5 8 1 0 0 0 0

6 7 1 0 0 0 0

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7 60 1 0 0 0 0

8 9 2 0 0 0 0

9 10 1 0 0 0 0

9 61 1 0 0 0 0

10 11 1 0 0 0 0

11 12 1 0 0 0 0

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11 62 1 1 0 0 0

12 13 1 0 0 0 0

12 14 1 0 0 0 0

12 63 1 6 0 0 0

13 64 1 0 0 0 0

14 15 1 0 0 0 0

14 20 1 0 0 0 0

14 65 1 1 0 0 0

15 16 1 0 0 0 0

16 17 2 0 0 0 0

16 18 1 0 0 0 0

16 19 1 0 0 0 0

18 66 1 0 0 0 0

19 67 1 0 0 0 0

20 21 1 0 0 0 0

20 22 1 0 0 0 0

20 68 1 1 0 0 0

22 23 1 0 0 0 0

22 69 1 0 0 0 0

22 70 1 0 0 0 0

24 23 1 6 0 0 0

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24 27 1 0 0 0 0

26 71 1 0 0 0 0

28 27 1 6 0 0 0

28 29 2 0 0 0 0

28 30 1 0 0 0 0

28 31 1 0 0 0 0

30 72 1 0 0 0 0

31 33 1 0 0 0 0

32 33 1 0 0 0 0

32 34 1 0 0 0 0

32 35 1 0 0 0 0

32 36 1 0 0 0 0

33 73 1 0 0 0 0

33 74 1 0 0 0 0

34 75 1 0 0 0 0

34 76 1 0 0 0 0

34 77 1 0 0 0 0

35 78 1 0 0 0 0

35 79 1 0 0 0 0

35 80 1 0 0 0 0

36 37 1 0 0 0 0

36 38 1 0 0 0 0

36 81 1 1 0 0 0

37 82 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

40 83 1 0 0 0 0

41 42 1 0 0 0 0

41 84 1 0 0 0 0

41 85 1 0 0 0 0

42 43 1 0 0 0 0

42 86 1 0 0 0 0

42 87 1 0 0 0 0

43 44 2 0 0 0 0

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45 46 1 0 0 0 0

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49 51 1 0 0 0 0

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51 93 1 0 0 0 0

51 94 1 0 0 0 0

52 53 1 0 0 0 0

52 95 1 0 0 0 0

52 96 1 0 0 0 0

53 54 1 0 0 0 0

53 97 1 0 0 0 0

53 98 1 0 0 0 0

54 55 1 0 0 0 0

54 99 1 0 0 0 0

54100 1 0 0 0 0

55 56 1 0 0 0 0

55101 1 0 0 0 0

55102 1 0 0 0 0

56 57 1 0 0 0 0

56103 1 0 0 0 0

56104 1 0 0 0 0

57105 1 0 0 0 0

57106 1 0 0 0 0

57107 1 0 0 0 0

M END): 22 ms

reading 107 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

107 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Octanoyl-coenzyme A is the endpoint of beta oxidation in peroxisomes. It is produced alongside acetyl-CoA and transferred to the mitochondria to be further oxidized into acetyl-CoA.
Read full article at Wikipedia

Formula

C29H50N7O17P3S

Net Charge

Average Mass

893.730

Monoisotopic Mass

893.21968

InChI

InChI=1S/C29H50N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h16-18,22-24,28,39-40H,4-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1

InChIKey

KQMZYOXOBSXMII-CECATXLMSA-N

SMILES

CCCCCCCC(=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
Escherichia coli (NCBI:txid562)	See: PubMed

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

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

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	octanoyl-CoA (CHEBI:15533) has functional parent octanoic acid (CHEBI:28837) octanoyl-CoA (CHEBI:15533) has role Escherichia coli metabolite (CHEBI:76971) octanoyl-CoA (CHEBI:15533) has role mouse metabolite (CHEBI:75771) octanoyl-CoA (CHEBI:15533) is a medium-chain fatty acyl-CoA (CHEBI:61907) octanoyl-CoA (CHEBI:15533) is a saturated fatty acyl-CoA (CHEBI:231546) octanoyl-CoA (CHEBI:15533) is conjugate acid of octanoyl-CoA(4−) (CHEBI:57386)

Incoming	(R)-3-hydroxyoctanoyl-CoA (CHEBI:28573) has functional parent octanoyl-CoA (CHEBI:15533) (S)-3-hydroxyoctanoyl-CoA (CHEBI:28632) has functional parent octanoyl-CoA (CHEBI:15533) 3-oxooctanoyl-CoA (CHEBI:28264) has functional parent octanoyl-CoA (CHEBI:15533) 3-thiaoctanoyl-CoA (CHEBI:41611) has functional parent octanoyl-CoA (CHEBI:15533) 7-methyl-3-oxooctanoyl-CoA (CHEBI:15506) has functional parent octanoyl-CoA (CHEBI:15533) octanoyl-CoA(4−) (CHEBI:57386) is conjugate base of octanoyl-CoA (CHEBI:15533)

IUPAC Name

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

Synonyms	Sources
8:0-CoA	ChEBI
C8:0-CoA	ChEBI
capryloyl-CoA	ChEBI
capryloyl-coenzyme A	ChEBI
Coenzyme A, S-octanoate	ChemIDplus
n-octanoyl-CoA	ChEBI
Octanoyl-CoA	KEGG COMPOUND
Octanoyl-coa	ChemIDplus
Octanoyl-coenzyme A	ChemIDplus
octanoylcoenzyme A	ChEBI
octylyl-CoA	ChEBI
octylyl-coenzyme A	ChEBI

Manual Xrefs	Databases
393007	ChemSpider
c0048	UM-BBD
C01944	KEGG COMPOUND
CO8	PDBeChem
DB02910	DrugBank
FDB022409	FooDB
HMDB0001070	HMDB
Octanoyl-CoA	Wikipedia
View more database links

Registry Numbers	Types	Sources
1264-52-4	CAS Registry Number	ChemIDplus
6562085	Beilstein Registry Number	Beilstein
8033230	Reaxys Registry Number	Reaxys

Citations

Last Modified

07 June 2024

CHEBI:15533 - octanoyl-CoA

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