oleoyl-CoA (CHEBI:15534)

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CHEBI:15534 - oleoyl-CoA

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ChEBI Name	oleoyl-CoA

ChEBI ID	CHEBI:15534

Definition	An octadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oleic acid.

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

Secondary ChEBI IDs	CHEBI:7743, CHEBI:14685, CHEBI:25668

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

3VV - Ideal conformer

Mrv1927 06092110323D

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Mrv1927 06092110323D

135137 0 0 0 0 999 V2000

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23.0580 2.9750 -0.2300 H 0 0 0 0 0 0 0 0 0 0 0 0

20.5970 3.1440 0.0240 H 0 0 0 0 0 0 0 0 0 0 0 0

20.5300 4.2540 -1.3660 H 0 0 0 0 0 0 0 0 0 0 0 0

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11.5820 -1.1740 -0.8270 H 0 0 0 0 0 0 0 0 0 0 0 0

12.0560 -2.8580 -0.4970 H 0 0 0 0 0 0 0 0 0 0 0 0

4.9000 -3.8040 0.1540 H 0 0 0 0 0 0 0 0 0 0 0 0

1.4170 -5.2600 2.5300 H 0 0 0 0 0 0 0 0 0 0 0 0

0.9430 -3.5760 2.2000 H 0 0 0 0 0 0 0 0 0 0 0 0

0.1870 -5.1630 -0.0110 H 0 0 0 0 0 0 0 0 0 0 0 0

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14 13 1 0 0 0 0

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12 13 1 0 0 0 0

15 16 1 0 0 0 0

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18 17 1 0 0 0 0

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19 20 1 0 0 0 0

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28 6 1 0 0 0 0

28 7 1 0 0 0 0

29 7 2 0 0 0 0

65 64 2 0 0 0 0

65 66 1 0 0 0 0

7 8 1 0 0 0 0

64 62 1 0 0 0 0

66 67 2 0 0 0 0

62 63 1 0 0 0 0

62 61 2 0 0 0 0

37 36 1 0 0 0 0

67 61 1 0 0 0 0

67 58 1 0 0 0 0

49 48 1 0 0 0 0

49 50 1 0 0 0 0

8 30 1 0 0 0 0

56 11 2 0 0 0 0

33 32 2 0 0 0 0

61 60 1 0 0 0 0

48 47 1 0 0 0 0

48 53 1 0 0 0 0

50 58 1 0 0 0 0

50 51 1 0 0 0 0

30 31 1 0 0 0 0

35 34 1 0 0 0 0

58 59 1 0 0 0 0

32 31 1 0 0 0 0

32 34 1 0 0 0 0

47 46 1 0 0 0 0

54 11 1 0 0 0 0

54 53 1 0 0 0 0

36 34 1 0 0 0 0

36 39 1 0 0 0 0

36 38 1 0 0 0 0

55 11 1 0 0 0 0

11 57 1 0 0 0 0

60 59 2 0 0 0 0

53 51 1 0 0 0 0

39 40 1 0 0 0 0

51 52 1 0 0 0 0

10 46 1 1 0 0 0

43 10 1 0 0 0 0

9 43 1 6 0 0 0

10 45 2 0 0 0 0

10 44 1 0 0 0 0

40 9 1 0 0 0 0

42 9 2 0 0 0 0

9 41 1 0 0 0 0

1 68 1 0 0 0 0

2 69 1 0 0 0 0

2 70 1 0 0 0 0

3 71 1 0 0 0 0

3 72 1 0 0 0 0

4 73 1 0 0 0 0

4 74 1 0 0 0 0

5 75 1 0 0 0 0

5 76 1 0 0 0 0

6 77 1 0 0 0 0

6 78 1 0 0 0 0

8 79 1 0 0 0 0

8 80 1 0 0 0 0

12 81 1 0 0 0 0

12 82 1 0 0 0 0

12 83 1 0 0 0 0

13 84 1 0 0 0 0

13 85 1 0 0 0 0

14 86 1 0 0 0 0

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15 88 1 0 0 0 0

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16 90 1 0 0 0 0

16 91 1 0 0 0 0

17 92 1 0 0 0 0

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20 98 1 0 0 0 0

21 99 1 0 0 0 0

21100 1 0 0 0 0

22101 1 0 0 0 0

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23103 1 0 0 0 0

23104 1 0 0 0 0

24105 1 0 0 0 0

24106 1 0 0 0 0

28107 1 0 0 0 0

30108 1 0 0 0 0

30109 1 0 0 0 0

31110 1 0 0 0 0

34111 1 1 0 0 0

35112 1 0 0 0 0

37113 1 0 0 0 0

37114 1 0 0 0 0

37115 1 0 0 0 0

38116 1 0 0 0 0

38117 1 0 0 0 0

38118 1 0 0 0 0

39119 1 0 0 0 0

39120 1 0 0 0 0

41121 1 0 0 0 0

44122 1 0 0 0 0

47123 1 0 0 0 0

47124 1 0 0 0 0

48125 1 1 0 0 0

50126 1 1 0 0 0

51127 1 6 0 0 0

52128 1 0 0 0 0

53129 1 6 0 0 0

55130 1 0 0 0 0

57131 1 0 0 0 0

59132 1 0 0 0 0

63133 1 0 0 0 0

63134 1 0 0 0 0

65135 1 0 0 0 0

M END): 22 ms

reading 135 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

135 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Formula

C39H68N7O17P3S

Net Charge

Average Mass

1031.990

Monoisotopic Mass

1031.36053

InChI

InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,26-28,32-34,38,49-50H,4-10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b12-11-/t28-,32-,33-,34+,38-/m1/s1

InChIKey

XDUHQPOXLUAVEE-BPMMELMSSA-N

SMILES

CCCCCCCC\C=C/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	oleoyl-CoA (CHEBI:15534) has functional parent coenzyme A (CHEBI:15346) oleoyl-CoA (CHEBI:15534) has role Escherichia coli metabolite (CHEBI:76971) oleoyl-CoA (CHEBI:15534) has role mouse metabolite (CHEBI:75771) oleoyl-CoA (CHEBI:15534) is a octadecenoyl-CoA (CHEBI:139574) oleoyl-CoA (CHEBI:15534) is conjugate acid of oleoyl-CoA(4−) (CHEBI:57387)

Incoming	oleoyl-CoA(4−) (CHEBI:57387) is conjugate base of oleoyl-CoA (CHEBI:15534)

IUPAC Name

3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(9Z)-octadec-9-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate}

Synonyms	Sources
(9Z)-octadec-9-enoyl-CoA	ChEBI
(9Z)-octadec-9-enoyl-coenzyme A	ChEBI
(9Z)-octadecenoyl-CoA	KEGG COMPOUND
cis-9-octadecenoyl-CoA	ChEBI
cis-9-octadecenoyl-coenzyme A	ChEBI
cis-Δ⁹-octadecenoyl-CoA	ChEBI
cis-Δ⁹-octadecenoyl-coenzyme A	ChEBI
oleoyl-CoA	KEGG COMPOUND
oleoyl-coenzyme A	ChemIDplus
S-[(9Z)-octadec-9-enoyl]-CoA	ChEBI
S-[(9Z)-octadec-9-enoyl]-coenzyme A	ChEBI
S-oleoyl-CoA	ChEBI
S-oleoylcoenzyme A	ChemIDplus

Manual Xrefs	Databases
3VV	PDBeChem
4593689	ChemSpider
C00510	KEGG COMPOUND
FDB022554	FooDB
HMDB0001322	HMDB
LMFA07050356	LIPID MAPS
View more database links

Registry Numbers	Types	Sources
1716-06-9	CAS Registry Number	ChemIDplus
604341	Reaxys Registry Number	Reaxys

Citations	Types	Sources
10406955	PubMed citation	Europe PMC
1061066	PubMed citation	Europe PMC
11500518	PubMed citation	Europe PMC
15604682	PubMed citation	Europe PMC
16666608	PubMed citation	Europe PMC
25012658	PubMed citation	Europe PMC
25607896	PubMed citation	Europe PMC
30420764	PubMed citation	Europe PMC
30509981	PubMed citation	Europe PMC
32433610	PubMed citation	Europe PMC
32433613	PubMed citation	Europe PMC
32433614	PubMed citation	Europe PMC
6123958	PubMed citation	Europe PMC
710426	PubMed citation	Europe PMC
7142172	PubMed citation	Europe PMC
8220169	PubMed citation	Europe PMC
8373441	PubMed citation	Europe PMC
9751207	PubMed citation	Europe PMC
9756869	PubMed citation	Europe PMC

Last Modified

09 June 2021

CHEBI:15534 - oleoyl-CoA

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