MiMeDB: Showing metabocard for 3-Oxoacyl-[acyl-carrier protein] (MMDBc0031936)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:55:41 UTC

Update Date

2022-08-31 18:26:36 UTC

Metabolite ID

MMDBc0031936

Metabolite Identification

Common Name

3-Oxoacyl-[acyl-carrier protein]

Description

An acyl-[acyl-carrier protein] where the acyl group is substituted at position 3 by an oxo group

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Dehydro-3-deoxy-L-arabinonate	ChEBI
2-Dehydro-3-deoxy-L-pentonate	ChEBI
2-Dehydro-3-deoxy-L-pentonic acid	ChEBI
2-Dehydro-3-deoxy-L-arabinonic acid	Generator
3-Deoxy-L-glycero-pentulosonic acid	MeSH

Molecular Formula

C₅H₈O₅

Average Mass

148.114

Monoisotopic Mass

148.037173358

IUPAC Name

(4R)-4,5-dihydroxy-2-oxopentanoic acid

Traditional Name

3-deoxy-L-pent-2-ulosonic acid

CAS Registry Number

Not Available

SMILES

OC[C@H](O)CC(=O)C(O)=O

InChI Identifier

InChI=1S/C5H8O5/c6-2-3(7)1-4(8)5(9)10/h3,6-7H,1-2H2,(H,9,10)/t3-/m1/s1

InChI Key

UQIGQRSJIKIPKZ-GSVOUGTGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents

Substituents

Short-chain keto acid
Alpha-keto acid
Beta-hydroxy ketone
Alpha-hydroxy ketone
1,2-diol
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:17647 )
ketoaldonic acid (CHEBI:17647 )
pentonic acid (CHEBI:17647 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	205 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.1	ChemAxon
logS	0.14	ALOGPS
pKa (Strongest Acidic)	2.91	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	30.35 m³·mol⁻¹	ChemAxon
Polarizability	12.85 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001j-2900000000-00c330a2f4227a78d7a3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03e9-9800000000-50da0cf4865e909491db	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bt9-9100000000-c9886a2e07f57b785205	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-4900000000-c1ba60eb54d29897d6ce	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fmr-9500000000-3ee6bbb7aed126ba8bf4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00du-9000000000-82183537f0d98bf8ea33	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	200.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	160.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	100.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	320.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	251.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	326.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	1032.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	411.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	871.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	180.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	264.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	182.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	62.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	342.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	654.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	58.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	237.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	991.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	610.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_1	C[Si](C)(C)OC[C@H](O)CC(=O)C(=O)O	standard non polar	2025-10-24	1756.05
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_2	C[Si](C)(C)O[C@@H](CO)CC(=O)C(=O)O	standard non polar	2025-10-24	2024.58
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_3	C[Si](C)(C)OC(=O)C(=O)C[C@@H](O)CO	standard non polar	2025-10-24	2126.52
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_4	C[Si](C)(C)OC(=C[C@@H](O)CO)C(=O)O	standard non polar	2025-10-24	1730.43
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_5	C[Si](C)(C)OC[C@@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	2216.7
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_6	C[Si](C)(C)OC[C@H](O)CC(=O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1348.92
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_7	C[Si](C)(C)OC[C@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1792.96
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_8	C[Si](C)(C)OC(=O)C(=O)C[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1637.42
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_9	C[Si](C)(C)OC(=C[C@H](CO)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	2183.11
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_10	C[Si](C)(C)OC(=O)C(=C[C@@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-24	1638.26
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_11	C[Si](C)(C)OC[C@@H](CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2326.54
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_12	C[Si](C)(C)OC[C@@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	2055.98
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_13	C[Si](C)(C)OC[C@H](O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1781.13
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_14	C[Si](C)(C)OC(=O)C(=C[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2531.41
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_15	C[Si](C)(C)OC[C@@H](C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1973.36
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_1	C[Si](C)(C)OC[C@H](O)CC(=O)C(=O)O	standard polar	2025-10-24	1801.26
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_2	C[Si](C)(C)O[C@@H](CO)CC(=O)C(=O)O	standard polar	2025-10-24	2305.9
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_3	C[Si](C)(C)OC(=O)C(=O)C[C@@H](O)CO	standard polar	2025-10-24	1786.07
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_4	C[Si](C)(C)OC(=C[C@@H](O)CO)C(=O)O	standard polar	2025-10-24	2043.74
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_5	C[Si](C)(C)OC[C@@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2096.41
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_6	C[Si](C)(C)OC[C@H](O)CC(=O)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2216.09
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_7	C[Si](C)(C)OC[C@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	1854.16
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_8	C[Si](C)(C)OC(=O)C(=O)C[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2468.62
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_9	C[Si](C)(C)OC(=C[C@H](CO)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2609.89
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_10	C[Si](C)(C)OC(=O)C(=C[C@@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-24	2266.81
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_11	C[Si](C)(C)OC[C@@H](CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2361.53
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_12	C[Si](C)(C)OC[C@@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	1396.63
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_13	C[Si](C)(C)OC[C@H](O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1806.57
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_14	C[Si](C)(C)OC(=O)C(=C[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1945.61
Gas Chromatography	3-Oxoacyl-[acyl-carrier protein]_TMS_15	C[Si](C)(C)OC[C@@H](C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2417.1

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00684

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

192781

PDB ID

Not Available

ChEBI ID

17647

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for 3-Oxoacyl-[acyl-carrier protein] (MMDBc0031936)

MOL for #<Metabolite:0x00007f9ad0f5e188>

3D MOL for #<Metabolite:0x00007f9ad0f5e188>

3D SDF for #<Metabolite:0x00007f9ad0f5e188>

3D-SDF for #<Metabolite:0x00007f9ad0f5e188>

PDB for #<Metabolite:0x00007f9ad0f5e188>

3D PDB for #<Metabolite:0x00007f9ad0f5e188>

SMILES for #<Metabolite:0x00007f9ad0f5e188>

INCHI for #<Metabolite:0x00007f9ad0f5e188>

Structure for #<Metabolite:0x00007f9ad0f5e188>

3D Structure for #<Metabolite:0x00007f9ad0f5e188>