ChemFOnt: Showing chemical card for 1-16:0-2-18:1-phosphatidylcholine (CFc000337474)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:31:15 UTC

Chemfont ID

CFc000337474

Molecule Identification

Common Name

1-16:0-2-18:1-phosphatidylcholine

Definition

PC(16:0/18:1(9z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/18:1(9z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-16:0-2-18:1-Phosphatidylcholine	ChEBI
1-Hexadecanoyl-2-oleoyl-sn-glycero-3-phosphocholine	ChEBI
1-Palmitoyl-2-oleoyl-GPC	ChEBI
1-Palmitoyl-2-oleoyl-GPC (16:0/18:1)	ChEBI
1-Palmitoyl-2-oleoyl-lecithin	ChEBI
1-Palmitoyl-2-oleoylphosphatidylcholine	ChEBI
1-Palmotoyl-2-oleoylglycero-3-phosphocholine	ChEBI
1-POPC	ChEBI
16:0-18:1-PC	ChEBI
GPC(16:0/18:1)	ChEBI
GPCho(16:0/18:1)	ChEBI
GPCho(16:0/18:1omega9)	ChEBI
GPCho(34:1)	ChEBI
Lecithin	ChEBI
Palmitoyloleoylphosphatidylcholine	ChEBI
PC(16:0/18:1)	ChEBI
PC(16:0/18:1omega9)	ChEBI
PC(34:1)	ChEBI
Phosphatidylcholine(16:0/18:1)	ChEBI
Phosphatidylcholine(16:0/18:1omega9)	ChEBI
Phosphatidylcholine(34:1)	ChEBI
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylcholine	MeSH
alpha-Phosphatidylcholine-beta-oleoyl-gamma-palmitoyl	MeSH
1-Palmitoyl-2-oleoyl-phosphatidylcholine	MeSH
1-Palmitoyl-2-oleoylphosphatidylcholine, (R)-(Z)-isomer	MeSH
POPC Lipid	MeSH
beta-Oleoyl-gamma-palmitoyl-L-alpha-phosphatidylcholine	MeSH
1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine	Lipid Annotator, MeSH, HMDB
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	Lipid Annotator, HMDB
PC(16:0/18:1(9Z))	Lipid Annotator, ChEBI
1-Palmitoyl-2-oleoyl-3-sn-phosphatidylcholine	HMDB
1-Palmitoyl-2-oleoyl-L-alpha-lecithin	HMDB
1-Palmitoyl-2-oleoyl-L-alpha-phosphatidylcholine	HMDB
1-Palmitoyl-2-oleoyl-L-α-lecithin	HMDB
1-Palmitoyl-2-oleoyl-L-α-phosphatidylcholine	HMDB
1-Palmitoyl-2-oleoyl-sn-3-phosphocholine	HMDB
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphorylcholine	HMDB
1-Palmitoyl-2-oleoyl-sn-glycero-phosphatidylcholine	HMDB
1-Palmitoyl-2-oleoyl-sn-glycero-phosphocholine	HMDB
1-Palmitoyl-2-oleoyl-sn-glycerol-3-phosphatidylcholine	HMDB
1-Palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine	HMDB
1-Palmitoyl-2-oleoyl-sn-glyceryl-3-phosphorylcholine	HMDB
1-Palmitoyl-2-oleoyllecithin	HMDB
1-Palmitoyl-2-oleyl-3-sn-phosphatidylcholine	HMDB
2-Oleo-1-palmitin phosphate choline ester	HMDB
2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine	HMDB
2-Oleoyl-1-palmitoyllecithin	HMDB
GPC(16:0/18:1(9Z))	HMDB
GPC(16:0/18:1n9)	HMDB
GPC(16:0/18:1w9)	HMDB
GPC(34:1)	HMDB
GPCho(16:0/18:1(9Z))	HMDB
GPCho(16:0/18:1n9)	HMDB
GPCho(16:0/18:1w9)	HMDB
L-1-Palmitoyl-2-oleoylphosphatidylcholine	HMDB
L-Palmitoyloleoylphosphatidylcholine	HMDB
L-alpha-1-Palmitoyl-2-oleoylphosphatidylcholine	HMDB
L-α-1-Palmitoyl-2-oleoylphosphatidylcholine	HMDB
PC(16:0/18:1n9)	HMDB
PC(16:0/18:1w9)	HMDB
POPC	HMDB
Phosphatidylcholine(16:0/18:1(9Z))	HMDB
Phosphatidylcholine(16:0/18:1n9)	HMDB
Phosphatidylcholine(16:0/18:1w9)	HMDB
β-Oleoyl-γ-palmitoyl-L-α-phosphatidylcholine	HMDB

Chemical Formula

C₄₂H₈₂NO₈P

Average Molecular Weight

760.0761

Monoisotopic Molecular Weight

759.577805117

IUPAC Name

(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI Identifier

InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1

InChI Key

WTJKGGKOPKCXLL-VYOBOKEXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Phosphatidylcholines

Alternative Parents

Substituents

Diacylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic salt
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphatidylcholine 34:1 (CHEBI:73001 )
Diacylglycerophosphocholines (LMGP01010005 )

Functional Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (FooDB: )

Disposition

Biological location

Cellular substructure

Membrane (FooDB: )
Extracellular (FooDB: )
Cell membrane (FooDB: )
Intracellular membrane (FooDB: )

Tissue

All Tissues (FooDB: )

Non-excretory biofluid

Biofluid or Excreta

Blood (FooDB: )
Saliva (FooDB: )

Excreta

Biofluid or Excreta

Urine (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Endogenous

Endogenous (FooDB: )

Animal

Animal (FooDB: )

Exogenous

Food

Food (FooDB: )

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (FooDB: )

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (FooDB: )

Lipid metabolism pathway (FooDB: )

Cellular process

Cell signaling (FooDB: )

Biochemical process

Lipid transport (FooDB: )

Role

Biological role

Energy source (FooDB: )

Industrial application

Food and nutrition

Food additive (FooDB: )

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.1e-05 g/L	ALOGPS
logP	5.59	ALOGPS
logP	8.64	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	41	ChemAxon
Refractivity	226.18 m³·mol⁻¹	ChemAxon
Polarizability	94 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0007972

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030200

KNApSAcK ID

Not Available

Chemspider ID

4593686

KEGG Compound ID

Not Available

BioCyc ID

CPD-8157

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5497103

PDB ID

Not Available

ChEBI ID

73001

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-16:0-2-18:1-phosphatidylcholine (CFc000337474)

MOL for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

3D MOL for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

3D SDF for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

3D-SDF for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

PDB for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

3D PDB for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

SMILES for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

INCHI for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

Structure for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)

3D Structure for CFc000337474 (1-16:0-2-18:1-phosphatidylcholine)