MiMeDB: Showing metabocard for 2-MLCL(15:0/15:0/18:0/0:0) (MMDBc0043815)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 12:31:36 UTC

Update Date

2022-09-01 00:07:49 UTC

Metabolite ID

MMDBc0043815

Metabolite Identification

Common Name

2-MLCL(15:0/15:0/18:0/0:0)

Description

2-MLCL(15:0/15:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/18:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter¬≠mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₅₇H₁₁₂O₁₆P₂

Average Mass

1115.455

Monoisotopic Mass

1114.742561522

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-25-26-27-30-32-34-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(73-57(62)45-42-39-36-33-29-24-21-18-15-12-9-6-3)50-68-56(61)44-41-38-35-31-28-23-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1

InChI Key

UEMZOUVMLHOQQG-SAMNPIAGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphoglycerophosphoglycerols. These are glycerophospholipids that contain three glycerol moieties sequentially linked to each other with a phosphate group. They include cardiolipins.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerophosphoglycerols

Direct Parent

Glycerophosphoglycerophosphoglycerols

Alternative Parents

Substituents

Glycerophosphoglycerophosphoglycerol
Tricarboxylic acid or derivatives
Dialkyl phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00r5-6292343180-dbbf0e7e57a77351ac80	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0095-5092342240-64c0cfc72301ab58ebef	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0537-6095333100-648e2d360ed8d8e95618	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00yl-1190000020-716b355583aa9d3e03b0	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00nf-4090110000-a10989e7abe751721a24	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-9060101000-dfa96d3fc7f9e56871b1	2019-02-23	View Spectrum

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

Metabolic Reactions

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Baile MG, Lu YW, Claypool SM: The topology and regulation of cardiolipin biosynthesis and remodeling in yeast. Chem Phys Lipids. 2014 Apr;179:25-31. doi: 10.1016/j.chemphyslip.2013.10.008. Epub 2013 Nov 1. [PubMed:24184646 ]

Showing metabocard for 2-MLCL(15:0/15:0/18:0/0:0) (MMDBc0043815)

MOL for #<Metabolite:0x00007f7afc662488>

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PDB for #<Metabolite:0x00007f7afc662488>

3D PDB for #<Metabolite:0x00007f7afc662488>

SMILES for #<Metabolite:0x00007f7afc662488>

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Structure for #<Metabolite:0x00007f7afc662488>

3D Structure for #<Metabolite:0x00007f7afc662488>