ChemFOnt: Showing chemical card for PG(16:0/18:0) (CFc000006578)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:52:36 UTC

Chemfont ID

CFc000006578

Molecule Identification

Common Name

PG(16:0/18:0)

Definition

PG(16:0/18:0) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols 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. PG(16:0/18:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. 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. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Palmitoyl-2-stearoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	ChEBI
1-Palmitoyl-2-stearoyl-sn-glycero-3-phosphoglycerol	ChEBI
GPG(16:0/18:0)	ChEBI
GPG(34:0)	ChEBI
PG(34:0)	ChEBI
Phosphatidylglycerol(16:0/18:0)	ChEBI
Phosphatidylglycerol(34:0)	ChEBI
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-glycerol)	Lipid Annotator, HMDB
PG(16:0/18:0)	Lipid Annotator, ChEBI
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphoglycerol	Lipid Annotator, HMDB

Chemical Formula

C₄₀H₇₉O₁₀P

Average Molecular Weight

751.023

Monoisotopic Molecular Weight

750.54108526

IUPAC Name

[(2S)-2,3-dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-(octadecanoyloxy)propoxy]phosphinic acid

Traditional Name

(2S)-2,3-dihydroxypropoxy((2R)-3-(hexadecanoyloxy)-2-(octadecanoyloxy)propoxy)phosphinic acid

CAS Registry Number

None

SMILES

[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C40H79O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h37-38,41-42H,3-36H2,1-2H3,(H,45,46)/t37-,38+/m0/s1

InChI Key

KBPVYRBBONZJHF-QPPIDDCLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerols

Direct Parent

Phosphatidylglycerols

Alternative Parents

Substituents

1,2-diacylglycerophosphoglycerol
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
1,2-diol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) (CHEBI:73241 )
Diacylglycerophosphoglycerols (LMGP04010907 )

Functional Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (HMDB: HMDB0010572)

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0010572)
Extracellular (HMDB: HMDB0010572)
Cell membrane (HMDB: HMDB0010572)
Intracellular membrane (HMDB: HMDB0010572)

Tissue

All Tissues (HMDB: HMDB0010572)
All Tissues (HMDB: HMDB0010572)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0010572)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0010572)

Source

Endogenous

Endogenous (HMDB: HMDB0010572)

Animal

Animal (HMDB: HMDB0010572)

Exogenous

Food

Food (HMDB: HMDB0010572)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Fruit

Tropical fruit

Berry

Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
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)

Other fruit

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

Citrus

Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)

Drupe

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

Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)
Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)

Other vegetable

Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)
Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)

Tuber

Leaf vegetable

Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)

Cabbage

Onion-family vegetable

Shoot vegetable

Stalk vegetable

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Nut

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

Pulse

Bean

Other pulse

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

Pea

Green lentil (FooDB: FOOD00970)

Lentil

Lentils (FooDB: FOOD00098)

Cereal and cereal product

Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)
Pasta (FooDB: FOOD00273)

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Dough

Sourdough (FooDB: FOOD00275)

Gourd

Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)
Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)

Soy

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Soy bean (FooDB: FOOD00085)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Exogenous (HMDB: HMDB0010572)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0010572)

Biochemical pathway

Metabolic pathway

Cardiolipin Biosynthesis (HMDB: HMDB0010572)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/18:1(11Z)) (PathBank: SMP0027125)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0027130)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/16:1(9Z)) (PathBank: SMP0068563)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/18:2(9Z,12Z)) (PathBank: SMP0068567)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0068568)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/18:0) (PathBank: SMP0068584)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0068588)
Cardiolipin Biosynthesis CL(16:0/18:0/16:1(9Z)/18:0) (PathBank: SMP0077309)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/18:0) (PathBank: SMP0077312)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0077319)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/16:0) (PathBank: SMP0077320)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0077326)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/18:0) (PathBank: SMP0077329)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(4Z,7Z,10Z,13Z,16Z)/16:0) (PathBank: SMP0077334)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/18:1(9Z)) (PathBank: SMP0080946)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:0) (PathBank: SMP0080961)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0080962)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:1(13Z)) (PathBank: SMP0080972)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0080975)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0083557)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0083558)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:0) (PathBank: SMP0083559)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0083567)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0083569)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:0) (PathBank: SMP0083589)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0083596)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0083597)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/18:0) (PathBank: SMP0092572)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0092577)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0092578)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/18:1(11Z)) (PathBank: SMP0092586)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0092596)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/16:0) (PathBank: SMP0092597)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/18:0) (PathBank: SMP0092598)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/16:0) (PathBank: SMP0092601)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/16:0) (PathBank: SMP0092604)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/22:0) (PathBank: SMP0098412)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0098413)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0098416)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098419)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098420)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/22:0) (PathBank: SMP0098421)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/22:1(13Z)) (PathBank: SMP0098422)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098428)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0098431)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:1(11Z)) (PathBank: SMP0098433)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098434)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098435)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/22:1(13Z)) (PathBank: SMP0098437)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:1(11Z)) (PathBank: SMP0098439)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(11Z)/22:0) (PathBank: SMP0098447)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(11Z)/22:1(13Z)) (PathBank: SMP0098448)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098450)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/18:1(9Z)) (PathBank: SMP0068553)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/18:2(9Z,12Z)) (PathBank: SMP0068554)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0068558)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0068569)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0068570)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/18:0) (PathBank: SMP0068573)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0068589)
Cardiolipin Biosynthesis CL(16:0/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:0) (PathBank: SMP0068595)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/16:1(9Z)) (PathBank: SMP0077298)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/16:0) (PathBank: SMP0077310)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(7Z,10Z,13Z,16Z,19Z)/16:0) (PathBank: SMP0077338)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(7Z,10Z,13Z,16Z,19Z)/18:0) (PathBank: SMP0077339)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0077340)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0077341)
Cardiolipin Biosynthesis CL(16:0/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0077344)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:1(13Z)) (PathBank: SMP0080953)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0080963)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0083568)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0083578)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0083595)
Cardiolipin Biosynthesis CL(16:0/18:0/16:1(9Z)/16:0) (PathBank: SMP0092580)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098410)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098411)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0098415)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:0) (PathBank: SMP0098417)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:1(11Z)) (PathBank: SMP0098426)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/22:0) (PathBank: SMP0098429)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/22:0) (PathBank: SMP0098442)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098449)
Phospholipid Biosynthesis CL(16:0/18:0/16:0/18:0) (PathBank: SMP0122046)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/18:1(11Z)) (PathBank: SMP0077300)
Cardiolipin Biosynthesis CL(16:0/18:0/16:0/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0077303)
Cardiolipin Biosynthesis CL(16:0/18:0/22:5(4Z,7Z,10Z,13Z,16Z)/18:0) (PathBank: SMP0077335)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0083587)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0083588)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:0) (PathBank: SMP0083604)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:0) (PathBank: SMP0083610)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:1(11Z)) (PathBank: SMP0098399)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098427)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/22:1(13Z)) (PathBank: SMP0098430)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098441)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(8Z,11Z,14Z,17Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098453)
Cardiolipin Biosynthesis CL(16:0/18:0/22:0/22:0) (PathBank: SMP0098456)
Cardiolipin Biosynthesis CL(16:0/18:0/22:0/22:1(13Z)) (PathBank: SMP0098457)
Cardiolipin Biosynthesis CL(16:0/18:0/16:1(9Z)/16:1(9Z)) (PathBank: SMP0068560)
Cardiolipin Biosynthesis CL(16:0/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/16:0) (PathBank: SMP0068594)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:1(11Z)) (PathBank: SMP0080971)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098401)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/22:0) (PathBank: SMP0098402)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/22:1(13Z)) (PathBank: SMP0098403)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/22:0) (PathBank: SMP0098436)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098440)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/22:1(13Z)) (PathBank: SMP0098443)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(11Z)/20:1(11Z)) (PathBank: SMP0098444)
Cardiolipin Biosynthesis CL(16:0/18:0/22:1(13Z)/22:1(13Z)) (PathBank: SMP0098458)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:1(13Z)) (PathBank: SMP0080980)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0080986)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0080987)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0080988)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0080989)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:1(13Z)) (PathBank: SMP0080993)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:1(13Z)) (PathBank: SMP0080998)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(11Z)/20:1(13Z)) (PathBank: SMP0081002)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(13Z)/20:1(13Z)) (PathBank: SMP0081005)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(13Z)/22:0) (PathBank: SMP0081006)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(13Z)/22:1(13Z)) (PathBank: SMP0081007)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:3(5Z,8Z,11Z)) (PathBank: SMP0083560)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:3(8Z,11Z,14Z)) (PathBank: SMP0083561)
Cardiolipin Biosynthesis CL(16:0/18:0/18:0/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083564)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0083571)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083572)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083575)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0083581)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083582)
Cardiolipin Biosynthesis CL(16:0/18:0/18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083585)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0083590)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083591)
Cardiolipin Biosynthesis CL(16:0/18:0/18:2(9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083594)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0083598)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083599)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0083600)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0083601)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(6Z,9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083602)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0083605)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083606)
Cardiolipin Biosynthesis CL(16:0/18:0/18:3(9Z,12Z,15Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083609)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:3(5Z,8Z,11Z)) (PathBank: SMP0083611)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:3(8Z,11Z,14Z)) (PathBank: SMP0083612)
Cardiolipin Biosynthesis CL(16:0/18:0/20:0/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083615)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0083616)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(5Z,8Z,11Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083617)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0083618)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0083619)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(5Z,8Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083620)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0083621)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0083622)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0083623)
Cardiolipin Biosynthesis CL(16:0/18:0/20:3(8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083624)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083627)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083629)
Cardiolipin Biosynthesis CL(16:0/18:0/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0083630)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0098445)
Cardiolipin Biosynthesis CL(16:0/18:0/20:1(11Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0098446)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/22:0) (PathBank: SMP0098451)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(5Z,8Z,11Z,14Z)/22:1(13Z)) (PathBank: SMP0098452)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(8Z,11Z,14Z,17Z)/22:0) (PathBank: SMP0098454)
Cardiolipin Biosynthesis CL(16:0/18:0/20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) (PathBank: SMP0098455)

Lipid metabolism pathway (HMDB: HMDB0010572)

Cellular process

Cell signaling (HMDB: HMDB0010572)

Biochemical process

Lipid transport (HMDB: HMDB0010572)

Role

Biological role

Energy source (HMDB: HMDB0010572)

Industrial application

Food and nutrition

Food additive (HMDB: HMDB0010572)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0010572)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00011 g/L	ALOGPS
logP	8.27	ALOGPS
logP	11.83	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	204.51 m³·mol⁻¹	ChemAxon
Polarizability	92.31 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

HMDB0010572

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027722

KNApSAcK ID

Not Available

Chemspider ID

395645

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

449008

PDB ID

Not Available

ChEBI ID

73241

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for PG(16:0/18:0) (CFc000006578)

MOL for CFc000006578 (PG(16:0/18:0))

3D MOL for CFc000006578 (PG(16:0/18:0))

3D SDF for CFc000006578 (PG(16:0/18:0))

3D-SDF for CFc000006578 (PG(16:0/18:0))

PDB for CFc000006578 (PG(16:0/18:0))

3D PDB for CFc000006578 (PG(16:0/18:0))

SMILES for CFc000006578 (PG(16:0/18:0))

INCHI for CFc000006578 (PG(16:0/18:0))

Structure for CFc000006578 (PG(16:0/18:0))

3D Structure for CFc000006578 (PG(16:0/18:0))