propionyl-CoA (CHEBI:15539)

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CHEBI:15539 - propionyl-CoA

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ChEBI Name	propionyl-CoA

ChEBI ID	CHEBI:15539

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

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

Secondary ChEBI IDs	CHEBI:8479, CHEBI:14904, CHEBI:14907, CHEBI:26295

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

1VU - Ideal conformer

Mrv1927 06092111163D

starting HoverWatcher_5

Time for openFile(1VU - Ideal conformer

Mrv1927 06092111163D

92 94 0 0 0 0 999 V2000

8.2000 2.2700 -0.9690 O 0 0 0 0 0 0 0 0 0 0 0 0

8.7800 1.2430 -0.0740 P 0 0 1 0 0 5 0 0 0 0 0 0

9.7750 0.2980 -0.9150 O 0 0 0 0 0 0 0 0 0 0 0 0

9.5980 1.9640 1.1110 O 0 0 0 0 0 0 0 0 0 0 0 0

7.5970 0.3510 0.5570 O 0 0 0 0 0 0 0 0 0 0 0 0

6.6280 -0.3310 -0.2410 C 0 0 1 0 0 0 0 0 0 0 0 0

6.6620 -1.8490 0.0460 C 0 0 1 0 0 0 0 0 0 0 0 0

7.6540 -2.1500 1.0300 O 0 0 0 0 0 0 0 0 0 0 0 0

5.2500 -2.1610 0.5890 C 0 0 2 0 0 0 0 0 0 0 0 0

4.7970 -3.4690 0.1110 N 0 0 0 0 0 0 0 0 0 0 0 0

5.0750 -4.6840 0.6850 C 0 0 0 0 0 0 0 0 0 0 0 0

5.7660 -5.0830 1.7480 N 0 0 0 0 0 0 0 0 0 0 0 0

5.8520 -6.3610 2.0510 C 0 0 0 0 0 0 0 0 0 0 0 0

5.2680 -7.3010 1.3300 N 0 0 0 0 0 0 0 0 0 0 0 0

4.5560 -6.9980 0.2500 C 0 0 0 0 0 0 0 0 0 0 0 0

3.9470 -7.9900 -0.4990 N 0 0 0 0 0 0 0 0 0 0 0 0

4.4350 -5.6460 -0.1140 C 0 0 0 0 0 0 0 0 0 0 0 0

3.8100 -4.9810 -1.1160 N 0 0 0 0 0 0 0 0 0 0 0 0

4.0170 -3.7030 -0.9830 C 0 0 0 0 0 0 0 0 0 0 0 0

4.4110 -1.1110 0.0580 O 0 0 0 0 0 0 0 0 0 0 0 0

5.1990 0.0950 0.1620 C 0 0 2 0 0 0 0 0 0 0 0 0

4.6690 1.1610 -0.7990 C 0 0 1 0 0 0 0 0 0 0 0 0

3.3970 1.6240 -0.3430 O 0 0 0 0 0 0 0 0 0 0 0 0

2.5460 2.7520 -1.1150 P 0 0 1 0 0 5 0 0 0 0 0 0

3.3450 4.1490 -1.0750 O 0 0 0 0 0 0 0 0 0 0 0 0

2.3430 2.3400 -2.5220 O 0 0 0 0 0 0 0 0 0 0 0 0

1.1160 2.9310 -0.3970 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.2990 3.5430 -0.8600 P 0 0 1 0 0 5 0 0 0 0 0 0

-0.0690 4.7650 -1.6630 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.0880 2.4570 -1.7500 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.1760 3.9110 0.4390 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.4410 4.5700 0.3630 C 0 0 1 0 0 0 0 0 0 0 0 0

-3.0000 4.7660 1.7730 C 0 0 1 0 0 0 0 0 0 0 0 0

-3.1740 3.4040 2.4480 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.0290 5.6200 2.5920 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.3550 5.4710 1.6920 C 0 0 1 0 0 0 0 0 0 0 0 0

-4.1740 6.7940 1.1820 O 0 0 0 0 0 0 0 0 0 0 0 0

-5.2680 4.7000 0.7740 C 0 0 0 0 0 0 0 0 0 0 0 0

-5.5950 5.1740 -0.2940 O 0 0 0 0 0 0 0 0 0 0 0 0

-5.7210 3.4850 1.1390 N 0 0 0 0 0 0 0 0 0 0 0 0

-6.5290 2.6940 0.2080 C 0 0 1 0 0 0 0 0 0 0 0 0

-6.9110 1.3660 0.8650 C 0 0 1 0 0 0 0 0 0 0 0 0

-7.7420 0.5520 -0.0940 C 0 0 0 0 0 0 0 0 0 0 0 0

-8.0030 0.9900 -1.1940 O 0 0 0 0 0 0 0 0 0 0 0 0

-8.1950 -0.6640 0.2720 N 0 0 0 0 0 0 0 0 0 0 0 0

-9.0020 -1.4550 -0.6600 C 0 0 1 0 0 0 0 0 0 0 0 0

-9.3840 -2.7830 -0.0030 C 0 0 1 0 0 0 0 0 0 0 0 0

-10.3820 -3.7610 -1.1540 S 0 0 0 0 0 0 0 0 0 0 0 0

-10.6640 -5.1510 -0.1960 C 0 0 0 0 0 0 0 0 0 0 0 0

-10.2060 -5.2180 0.9260 O 0 0 0 0 0 0 0 0 0 0 0 0

-11.4810 -6.2920 -0.7460 C 0 0 1 0 0 0 0 0 0 0 0 0

-11.5800 -7.4010 0.3040 C 0 0 0 0 0 0 0 0 0 0 0 0

10.1920 -0.3990 -0.3910 H 0 0 0 0 0 0 0 0 0 0 0 0

10.3280 2.5200 0.8040 H 0 0 0 0 0 0 0 0 0 0 0 0

6.7990 -0.1390 -1.3000 H 0 0 0 0 0 0 0 0 0 0 0 0

6.8530 -2.4070 -0.8710 H 0 0 0 0 0 0 0 0 0 0 0 0

7.7190 -3.0900 1.2480 H 0 0 0 0 0 0 0 0 0 0 0 0

5.2470 -2.1340 1.6780 H 0 0 0 0 0 0 0 0 0 0 0 0

6.4220 -6.6520 2.9210 H 0 0 0 0 0 0 0 0 0 0 0 0

4.0380 -8.9200 -0.2370 H 0 0 0 0 0 0 0 0 0 0 0 0

3.4300 -7.7560 -1.2850 H 0 0 0 0 0 0 0 0 0 0 0 0

3.6340 -2.9410 -1.6450 H 0 0 0 0 0 0 0 0 0 0 0 0

5.1880 0.4670 1.1860 H 0 0 0 0 0 0 0 0 0 0 0 0

5.3690 1.9960 -0.8360 H 0 0 0 0 0 0 0 0 0 0 0 0

4.5640 0.7320 -1.7960 H 0 0 0 0 0 0 0 0 0 0 0 0

3.5140 4.4800 -0.1820 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.2730 1.6290 -1.2870 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.3180 5.5400 -0.1170 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.1330 3.9610 -0.2200 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.1960 2.9500 2.6080 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.6750 3.5340 3.4070 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.7740 2.7560 1.8090 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.9680 6.6180 2.1580 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.3860 5.6920 3.6190 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.0420 5.1580 2.5820 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.7990 5.5230 2.6860 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.7830 6.8250 0.2990 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.5130 3.1340 2.0190 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.4330 3.2460 -0.0480 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.9530 2.4990 -0.6970 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.0070 0.8140 1.1210 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.4860 1.5600 1.7700 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.9860 -1.0150 1.1520 H 0 0 0 0 0 0 0 0 0 0 0 0

-9.9070 -0.9030 -0.9160 H 0 0 0 0 0 0 0 0 0 0 0 0

-8.4270 -1.6500 -1.5650 H 0 0 0 0 0 0 0 0 0 0 0 0

-8.4800 -3.3350 0.2540 H 0 0 0 0 0 0 0 0 0 0 0 0

-9.9600 -2.5890 0.9020 H 0 0 0 0 0 0 0 0 0 0 0 0

-12.4810 -5.9370 -0.9940 H 0 0 0 0 0 0 0 0 0 0 0 0

-11.0010 -6.6830 -1.6430 H 0 0 0 0 0 0 0 0 0 0 0 0

-12.1700 -8.2260 -0.0940 H 0 0 0 0 0 0 0 0 0 0 0 0

-10.5800 -7.7560 0.5530 H 0 0 0 0 0 0 0 0 0 0 0 0

-12.0600 -7.0100 1.2010 H 0 0 0 0 0 0 0 0 0 0 0 0

29 28 2 0 0 0 0

52 51 1 0 0 0 0

26 24 2 0 0 0 0

32 31 1 0 0 0 0

32 33 1 0 0 0 0

35 33 1 0 0 0 0

28 31 1 1 0 0 0

28 30 1 0 0 0 0

28 27 1 0 0 0 0

34 33 1 0 0 0 0

51 49 1 0 0 0 0

33 36 1 0 0 0 0

24 27 1 1 0 0 0

24 25 1 0 0 0 0

24 23 1 0 0 0 0

49 48 1 0 0 0 0

49 50 2 0 0 0 0

48 47 1 0 0 0 0

36 37 1 0 0 0 0

36 38 1 0 0 0 0

23 22 1 0 0 0 0

39 38 2 0 0 0 0

38 40 1 0 0 0 0

45 46 1 0 0 0 0

45 43 1 0 0 0 0

22 21 1 0 0 0 0

42 43 1 0 0 0 0

42 41 1 0 0 0 0

40 41 1 0 0 0 0

46 47 1 0 0 0 0

43 44 2 0 0 0 0

6 7 1 0 0 0 0

6 21 1 0 0 0 0

6 5 1 0 0 0 0

19 18 2 0 0 0 0

19 10 1 0 0 0 0

7 8 1 0 0 0 0

7 9 1 0 0 0 0

21 20 1 0 0 0 0

18 17 1 0 0 0 0

1 2 2 0 0 0 0

3 2 1 0 0 0 0

20 9 1 0 0 0 0

5 2 1 0 0 0 0

10 9 1 0 0 0 0

10 11 1 0 0 0 0

2 4 1 0 0 0 0

17 11 1 0 0 0 0

17 15 2 0 0 0 0

11 12 2 0 0 0 0

16 15 1 0 0 0 0

15 14 1 0 0 0 0

12 13 1 0 0 0 0

14 13 2 0 0 0 0

3 53 1 0 0 0 0

4 54 1 0 0 0 0

6 55 1 6 0 0 0

7 56 1 6 0 0 0

8 57 1 0 0 0 0

9 58 1 1 0 0 0

13 59 1 0 0 0 0

16 60 1 0 0 0 0

16 61 1 0 0 0 0

19 62 1 0 0 0 0

21 63 1 1 0 0 0

22 64 1 0 0 0 0

22 65 1 0 0 0 0

25 66 1 0 0 0 0

30 67 1 0 0 0 0

32 68 1 0 0 0 0

32 69 1 0 0 0 0

34 70 1 0 0 0 0

34 71 1 0 0 0 0

34 72 1 0 0 0 0

35 73 1 0 0 0 0

35 74 1 0 0 0 0

35 75 1 0 0 0 0

36 76 1 1 0 0 0

37 77 1 0 0 0 0

40 78 1 0 0 0 0

41 79 1 0 0 0 0

41 80 1 0 0 0 0

42 81 1 0 0 0 0

42 82 1 0 0 0 0

45 83 1 0 0 0 0

46 84 1 0 0 0 0

46 85 1 0 0 0 0

47 86 1 0 0 0 0

47 87 1 0 0 0 0

51 88 1 0 0 0 0

51 89 1 0 0 0 0

52 90 1 0 0 0 0

52 91 1 0 0 0 0

52 92 1 0 0 0 0

M END): 21 ms

reading 92 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

92 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
[object Object]
Read full article at Wikipedia

Formula

C24H40N7O17P3S

Net Charge

Average Mass

823.600

Monoisotopic Mass

823.14143

InChI

InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1

InChIKey

QAQREVBBADEHPA-IEXPHMLFSA-N

SMILES

CCC(=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. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	propionyl-CoA (CHEBI:15539) has functional parent coenzyme A (CHEBI:15346) propionyl-CoA (CHEBI:15539) has functional parent propionic acid (CHEBI:30768) propionyl-CoA (CHEBI:15539) has role Escherichia coli metabolite (CHEBI:76971) propionyl-CoA (CHEBI:15539) has role metabolite (CHEBI:25212) propionyl-CoA (CHEBI:15539) has role mouse metabolite (CHEBI:75771) propionyl-CoA (CHEBI:15539) is a acyl-CoA (CHEBI:17984) propionyl-CoA (CHEBI:15539) is conjugate acid of propionyl-CoA(4−) (CHEBI:57392)

Incoming	3-hydroxy-3-(3-hydroxy-4-methoxyphenyl)propanoyl-CoA (CHEBI:15482) has functional parent propionyl-CoA (CHEBI:15539) 3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA (CHEBI:17068) has functional parent propionyl-CoA (CHEBI:15539) 3-hydroxypropanoyl-CoA (CHEBI:27762) has functional parent propionyl-CoA (CHEBI:15539) 3-substituted propionyl-CoA (CHEBI:65122) has functional parent propionyl-CoA (CHEBI:15539) propionyl-CoA(4−) (CHEBI:57392) is conjugate base of propionyl-CoA (CHEBI:15539)

IUPAC Name

3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[(3-oxo-3-{[2-(propanoylsulfanyl)ethyl]amino}propyl)amino]butyl} dihydrogen diphosphate)

Synonyms	Sources
Propanoyl-CoA	KEGG COMPOUND
propanoyl-coenzyme A	ChEBI
Propionyl coenzyme A	KEGG COMPOUND
Propionyl-CoA	KEGG COMPOUND
Propionyl-coenzyme A	ChemIDplus
S-propanoyl-CoA	ChEBI
S-propanoyl-coenzyme A	ChEBI
S-Propionyl-coenzym-A	ChEBI
S-Propionylcoenzyme A	ChemIDplus

Manual Xrefs	Databases
1VU	PDBeChem
83731	ChemSpider
C00100	KEGG COMPOUND
c0363	UM-BBD
DB02912	DrugBank
FDB022529	FooDB
HMDB0001275	HMDB
Propionyl-CoA	Wikipedia
View more database links

Registry Numbers	Types	Sources
317-66-8	CAS Registry Number	KEGG COMPOUND
317-66-8	CAS Registry Number	ChemIDplus
78167	Reaxys Registry Number	Reaxys

Citations	Types	Sources
12700259	PubMed citation	Europe PMC
12824185	PubMed citation	Europe PMC
15514053	PubMed citation	Europe PMC
15518551	PubMed citation	Europe PMC
1595124	PubMed citation	Europe PMC
1819469	PubMed citation	Europe PMC
2009071	PubMed citation	Europe PMC
23435886	PubMed citation	Europe PMC
24206647	PubMed citation	Europe PMC
24497638	PubMed citation	Europe PMC
24623648	PubMed citation	Europe PMC
25398867	PubMed citation	Europe PMC
26170412	PubMed citation	Europe PMC
27227837	PubMed citation	Europe PMC
27377381	PubMed citation	Europe PMC
27557613	PubMed citation	Europe PMC
27820805	PubMed citation	Europe PMC
28189105	PubMed citation	Europe PMC
28202954	PubMed citation	Europe PMC
28760847	PubMed citation	Europe PMC
29033250	PubMed citation	Europe PMC
29056341	PubMed citation	Europe PMC
29381332	PubMed citation	Europe PMC
3003041	PubMed citation	Europe PMC

Last Modified

09 June 2021

CHEBI:15539 - propionyl-CoA

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