MiMeDB: Showing metabocard for PC(18:1(9Z)/18:1(9Z)) (MMDBc0033281)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:42:17 UTC

Update Date

2022-08-31 22:34:44 UTC

MiMeDB ID

MMDBc0033281

Metabolite Identification

Common Name

PC(18:1(9Z)/18:1(9Z))

Description

PC(18:1(9Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:1(9Z)), in particular, consists of two chains of oleic acid at the C-1 and C-2 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Dioleoylphosphatidylcholine is found in human platelets and red blood cells, in mitochondria from skeletal muscle, lung, umbilical artery and vein endothelial cells (PMID: 15351277 , 7138900 , 2351875 , 4046747 , 2755318 ).While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₄H₈₄NO₈P

Average Molecular Weight

786.1134

Monoisotopic Molecular Weight

785.593455181

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

68737-67-7

SMILES

Not Available

InChI Identifier

InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1

InChI Key

SNKAWJBJQDLSFF-NVKMUCNASA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Saliva
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76e121cb0>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Related Health Condition	Evidence Type	Measured in Matrix	Reference
Eosinophilic esophagitis	This associated disease is originally imported from HMDB metabolite HMDB0000593 concentration id 97766	Association	Human Urine	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)	details
Obesity	This associated disease is originally imported from HMDB metabolite HMDB0000593 concentration id 140216	Association	Human Blood	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Obesity	This associated disease is originally imported from HMDB metabolite HMDB0000593 concentration id 140217	Association	Human Blood	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	2	Human Feces	Unknown;

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	279.018	74.520			Adult (>18 years old)	Female	Pregnancy	HMDB	24704061	details
Human	Detected and Quantified	0.016		0.0021	0.045	Adult (>18 years old)	Both	Normal	HMDB	24023812	details
Human	Detected and Quantified	0.84	2			Adult (>18 years old)	Both	Normal	HMDB	27624970	details
Human	Detected and Quantified	1.46	2.13			Adult (>18 years old)	Both	Normal	HMDB	27624970	details
Human	Detected and Quantified	212		183	244	Infant (0-1 year old)		Normal	HMDB	25754623	details
Human	Detected and Quantified	250.7	47.2			Adult (>18 years old)	Both	Normal	HMDB	28278231	details
Human	Detected and Quantified	267.03	66.1			Adult (>18 years old)	Both	Normal	HMDB	26010610	details
Human	Detected and Quantified	44.5		37.6	53.3	Newborn (0-30 days old)		Normal	HMDB	25754623	details
Human	Detected and Quantified	0.0127	0.0342			Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)	details
Human	Detected and Quantified	192.7	50.0			Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Human	Detected and Quantified	233.6	68.4			Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Human	Detected and Quantified	0.0833	0.2914			Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)	details
Human	Detected and Quantified	0.200	0.031			Adult (>18 years old)	Both	Normal	HMDB	Zerihun T. Dame, Farid Aziat, Rupasri Mandal, Ram Krishnamurthy, Souhaila Bouatra, Shima Borzouie, An Chi Guo, Tanvir Sajed, Lu Deng, Hong Lin, Philip Liu, Edison Dong, David S. Wishart "The human saliva metabolome" Metabolomics (2015) DOI 10.1007/s11306-015-0840-5	details
Human	Detected and Quantified			100.0	425.0	Adult (>18 years old)	Both	Normal	HMDB	Molecular You (https://molecularyou.com)	details

External Links

Not Available

References

Synthesis Reference

Not Available

General References

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Showing metabocard for PC(18:1(9Z)/18:1(9Z)) (MMDBc0033281)

MOL for #<Metabolite:0x00007f0920112008>

3D MOL for #<Metabolite:0x00007f0920112008>

3D SDF for #<Metabolite:0x00007f0920112008>

3D-SDF for #<Metabolite:0x00007f0920112008>

PDB for #<Metabolite:0x00007f0920112008>

3D PDB for #<Metabolite:0x00007f0920112008>

SMILES for #<Metabolite:0x00007f0920112008>

INCHI for #<Metabolite:0x00007f0920112008>

Structure for #<Metabolite:0x00007f0920112008>

3D Structure for #<Metabolite:0x00007f0920112008>