sphingosylphosphocholine acid (CHEBI:52897)

ChEBI > Main

CHEBI:52897 - sphingosylphosphocholine acid

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	sphingosylphosphocholine acid

ChEBI ID	CHEBI:52897

Definition	A cationic phosphosphingolipid consisting of sphingosine having a phosphocholine moiety attached to its primary hydroxyl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ChemicalBook:CB8852971, eMolecules:494081, ZINC000000896830

Download	Molfile XML SDF

more structures >>

call loadScript javascripts\jsmol\core\package.js

call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode

call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js

Jmol JavaScript applet jmolApplet0_object__473677887103174__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__473677887103174__)

call loadScript javascripts\jsmol\core\corestate.z.js

viewerOptions:

{ "name":"jmolApplet0_object","applet":true,"documentBase":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:52897","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__473677887103174__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"473677887103174","bgcolor":"#000" }

Jmol Version: 13.2.7 $Date: 2013-10-01 11:35:15 -0500 (Tue, 01 Oct 2013) $

java.vendor: j2s

java.version: 0.0

os.name: j2s

Access: ALL

memory: 0.0/0.0

processors available: 1

useCommandThread: false

appletId:jmolApplet0_object (signed)

starting HoverWatcher_1

getValue emulate = null

defaults = "Jmol"

getValue boxbgcolor = null

getValue bgcolor = #000

backgroundColor = "#000"

getValue ANIMFRAMECallback = null

getValue APPLETREADYCallback = Jmol._readyCallback

APPLETREADYCallback = "Jmol._readyCallback"

getValue ATOMMOVEDCallback = null

getValue CLICKCallback = null

getValue ECHOCallback = null

getValue ERRORCallback = null

getValue EVALCallback = null

getValue HOVERCallback = null

getValue LOADSTRUCTCallback = null

getValue MEASURECallback = null

getValue MESSAGECallback = null

getValue MINIMIZATIONCallback = null

getValue PICKCallback = null

getValue RESIZECallback = null

getValue SCRIPTCallback = null

getValue SYNCCallback = null

getValue STRUCTUREMODIFIEDCallback = null

getValue doTranslate = null

language=en_US

getValue popupMenu = null

getValue script = null

Jmol applet jmolApplet0_object__473677887103174__ ready

call loadScript javascripts\jsmol\core\corescript.z.js

call loadScript javascripts\jsmol\J\script\FileLoadThread.js

starting QueueThread0_2

script 1 started

starting HoverWatcher_3

starting HoverWatcher_4

The Resolver thinks Mol

SPU - Ideal conformer

RDKit 3D

starting HoverWatcher_5

Time for openFile(SPU - Ideal conformer

RDKit 3D

81 80 0 0 0 0 0 0 0 0999 V2000

11.6040 -1.8010 -0.5650 C 0 0 0 0 0 0 0 0 0 0 0 0

10.7110 -0.8570 0.2410 C 0 0 0 0 0 0 0 0 0 0 0 0

9.3310 -0.7740 -0.4160 C 0 0 0 0 0 0 0 0 0 0 0 0

8.4380 0.1700 0.3900 C 0 0 0 0 0 0 0 0 0 0 0 0

7.0590 0.2530 -0.2670 C 0 0 0 0 0 0 0 0 0 0 0 0

6.1650 1.1970 0.5400 C 0 0 0 0 0 0 0 0 0 0 0 0

4.7860 1.2800 -0.1170 C 0 0 0 0 0 0 0 0 0 0 0 0

3.8920 2.2240 0.6890 C 0 0 0 0 0 0 0 0 0 0 0 0

2.5130 2.3070 0.0320 C 0 0 0 0 0 0 0 0 0 0 0 0

1.6200 3.2520 0.8380 C 0 0 0 0 0 0 0 0 0 0 0 0

0.2610 3.3330 0.1910 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.8140 3.0660 0.8900 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.1730 3.1480 0.2430 C 0 0 1 0 0 0 0 0 0 0 0 0

-2.0200 3.4180 -1.1520 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.9060 1.8180 0.4280 C 0 0 1 0 0 0 0 0 0 0 0 0

-3.0630 1.5400 1.8620 N 0 0 0 0 0 0 0 0 0 0 0 0

-4.2850 1.9000 -0.2300 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.9240 0.6240 -0.1590 O 0 0 0 0 0 0 0 0 0 0 0 0

-6.3930 0.3440 -0.7550 P 0 0 1 0 0 0 0 0 0 0 0 0

-7.4780 1.2070 0.0650 O 0 0 0 0 0 0 0 0 0 0 0 0

-6.4300 0.7340 -2.1820 O 0 0 0 0 0 0 0 0 0 0 0 0

-6.7390 -1.2220 -0.6180 O 0 0 0 0 0 0 0 0 0 0 0 0

-7.9300 -1.8060 -1.1500 C 0 0 0 0 0 0 0 0 0 0 0 0

-7.9430 -3.3050 -0.8440 C 0 0 0 0 0 0 0 0 0 0 0 0

-8.0630 -3.5080 0.6060 N 0 0 0 0 0 0 0 0 0 0 0 0

-9.2410 -2.7870 1.1060 C 0 0 0 0 0 0 0 0 0 0 0 0

-8.2100 -4.9420 0.8890 C 0 0 0 0 0 0 0 0 0 0 0 0

-6.8570 -2.9990 1.2730 C 0 0 0 0 0 0 0 0 0 0 0 0

12.9830 -1.8840 0.0920 C 0 0 0 0 0 0 0 0 0 0 0 0

13.8770 -2.8280 -0.7150 C 0 0 0 0 0 0 0 0 0 0 0 0

15.2560 -2.9110 -0.0580 C 0 0 0 0 0 0 0 0 0 0 0 0

11.1540 -2.7940 -0.5910 H 0 0 0 0 0 0 0 0 0 0 0 0

11.7080 -1.4230 -1.5820 H 0 0 0 0 0 0 0 0 0 0 0 0

10.6060 -1.2350 1.2580 H 0 0 0 0 0 0 0 0 0 0 0 0

11.1610 0.1360 0.2670 H 0 0 0 0 0 0 0 0 0 0 0 0

9.4360 -0.3960 -1.4330 H 0 0 0 0 0 0 0 0 0 0 0 0

8.8810 -1.7660 -0.4420 H 0 0 0 0 0 0 0 0 0 0 0 0

8.3340 -0.2080 1.4070 H 0 0 0 0 0 0 0 0 0 0 0 0

8.8880 1.1630 0.4160 H 0 0 0 0 0 0 0 0 0 0 0 0

7.1630 0.6310 -1.2840 H 0 0 0 0 0 0 0 0 0 0 0 0

6.6090 -0.7390 -0.2930 H 0 0 0 0 0 0 0 0 0 0 0 0

6.0610 0.8190 1.5570 H 0 0 0 0 0 0 0 0 0 0 0 0

6.6150 2.1900 0.5660 H 0 0 0 0 0 0 0 0 0 0 0 0

4.8900 1.6580 -1.1340 H 0 0 0 0 0 0 0 0 0 0 0 0

4.3360 0.2880 -0.1430 H 0 0 0 0 0 0 0 0 0 0 0 0

3.7880 1.8460 1.7060 H 0 0 0 0 0 0 0 0 0 0 0 0

4.3430 3.2170 0.7150 H 0 0 0 0 0 0 0 0 0 0 0 0

2.6170 2.6850 -0.9850 H 0 0 0 0 0 0 0 0 0 0 0 0

2.0630 1.3150 0.0060 H 0 0 0 0 0 0 0 0 0 0 0 0

1.5160 2.8730 1.8550 H 0 0 0 0 0 0 0 0 0 0 0 0

2.0700 4.2440 0.8640 H 0 0 0 0 0 0 0 0 0 0 0 0

0.1750 3.6110 -0.8490 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.7270 2.7880 1.9300 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.7490 3.9480 0.7070 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.5160 2.7450 -1.6300 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.3300 1.0170 -0.0370 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.5940 2.2690 2.3150 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4870 0.6370 2.0110 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.8930 2.6400 0.2920 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.1740 2.1940 -1.2740 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.5090 1.0030 1.0100 H 0 0 0 0 0 0 0 0 0 0 0 0

-8.8000 -1.3340 -0.6940 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.9570 -1.6550 -2.2290 H 0 0 0 0 0 0 0 0 0 0 0 0

-8.7910 -3.7710 -1.3470 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.0170 -3.7570 -1.1990 H 0 0 0 0 0 0 0 0 0 0 0 0

-10.1350 -3.1650 0.6110 H 0 0 0 0 0 0 0 0 0 0 0 0

-9.3300 -2.9380 2.1820 H 0 0 0 0 0 0 0 0 0 0 0 0

-9.1320 -1.7230 0.8960 H 0 0 0 0 0 0 0 0 0 0 0 0

-7.3360 -5.4770 0.5180 H 0 0 0 0 0 0 0 0 0 0 0 0

-8.2990 -5.0930 1.9650 H 0 0 0 0 0 0 0 0 0 0 0 0

-9.1050 -5.3200 0.3940 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.8510 -1.9100 1.2300 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.8540 -3.3210 2.3140 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.9720 -3.3870 0.7690 H 0 0 0 0 0 0 0 0 0 0 0 0

13.4340 -0.8910 0.1180 H 0 0 0 0 0 0 0 0 0 0 0 0

12.8790 -2.2620 1.1090 H 0 0 0 0 0 0 0 0 0 0 0 0

13.4270 -3.8210 -0.7410 H 0 0 0 0 0 0 0 0 0 0 0 0

13.9810 -2.4500 -1.7320 H 0 0 0 0 0 0 0 0 0 0 0 0

15.7060 -1.9190 -0.0320 H 0 0 0 0 0 0 0 0 0 0 0 0

15.1520 -3.2890 0.9590 H 0 0 0 0 0 0 0 0 0 0 0 0

15.8920 -3.5840 -0.6320 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0

1 29 1 0

2 3 1 0

3 4 1 0

4 5 1 0

5 6 1 0

6 7 1 0

7 8 1 0

8 9 1 0

9 10 1 0

10 11 1 0

11 12 2 0

12 13 1 0

13 14 1 0

13 15 1 0

15 16 1 0

15 17 1 0

17 18 1 0

19 18 1 1

19 20 1 0

19 21 2 0

19 22 1 0

22 23 1 0

23 24 1 0

24 25 1 0

25 26 1 0

25 27 1 0

25 28 1 0

29 30 1 0

30 31 1 0

1 32 1 0

1 33 1 0

2 34 1 0

2 35 1 0

3 36 1 0

3 37 1 0

4 38 1 0

4 39 1 0

5 40 1 0

5 41 1 0

6 42 1 0

6 43 1 0

7 44 1 0

7 45 1 0

8 46 1 0

8 47 1 0

9 48 1 0

9 49 1 0

10 50 1 0

10 51 1 0

11 52 1 0

12 53 1 0

13 54 1 1

14 55 1 0

15 56 1 6

16 57 1 0

16 58 1 0

17 59 1 0

17 60 1 0

20 61 1 0

23 62 1 0

23 63 1 0

24 64 1 0

24 65 1 0

26 66 1 0

26 67 1 0

26 68 1 0

27 69 1 0

27 70 1 0

27 71 1 0

28 72 1 0

28 73 1 0

28 74 1 0

29 75 1 0

29 76 1 0

30 77 1 0

30 78 1 0

31 79 1 0

31 80 1 0

31 81 1 0

M CHG 1 25 1

M END): 44 ms

reading 81 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

81 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Formula

C23H50N2O5P

Net Charge

Average Mass

465.635

Monoisotopic Mass

465.34519

InChI

InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1

InChIKey

JLVSPVFPBBFMBE-HXSWCURESA-O

SMILES

C([C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)N)OP(OCC[N+](C)(C)C)(=O)O

ChEBI Ontology
Outgoing	sphingosylphosphocholine acid (CHEBI:52897) has functional parent sphingosine (CHEBI:16393) sphingosylphosphocholine acid (CHEBI:52897) is a phosphocholines (CHEBI:36700) sphingosylphosphocholine acid (CHEBI:52897) is a phosphosphingolipid (CHEBI:35786) sphingosylphosphocholine acid (CHEBI:52897) is a quaternary ammonium ion (CHEBI:35267) sphingosylphosphocholine acid (CHEBI:52897) is conjugate acid of sphingosine-1-phosphocholine (CHEBI:17689) sphingosylphosphocholine acid (CHEBI:52897) is tautomer of sphingosine-1-phosphocholine(1+) (CHEBI:58906)

Incoming	sphingosine-1-phosphocholine (CHEBI:17689) is conjugate base of sphingosylphosphocholine acid (CHEBI:52897) sphingosine-1-phosphocholine(1+) (CHEBI:58906) is tautomer of sphingosylphosphocholine acid (CHEBI:52897)

IUPAC Name

2-{[{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}(hydroxy)phosphoryl]oxy}-N,N,N-trimethylethanaminium

Synonyms	Sources
Sphing-4-enine-1-phosphocholine	LIPID MAPS
Sphingosyl-phosphocholine	KEGG COMPOUND
sphingosylphosphocholine	ChEBI
sphingosylphosphocholine acid	ChEBI

Manual Xrefs	Databases
C03640	KEGG COMPOUND
SPU	PDBeChem
View more database links

Last Modified

21 November 2019

CHEBI:52897 - sphingosylphosphocholine acid

ChEBI is part of the ELIXIR infrastructure