N-acetyl-alpha-D-glucosamine 1-phosphate (CHEBI:16446)

ChEBI > Main

CHEBI:16446 - N-acetyl-α-D-glucosamine 1-phosphate

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	N-acetyl-α-D-glucosamine 1-phosphate

ChEBI ID	CHEBI:16446

ChEBI ASCII Name	N-acetyl-alpha-D-glucosamine 1-phosphate

Definition	A 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate having α-configuration at the anomeric centre.

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

Secondary ChEBI IDs	CHEBI:12443, CHEBI:28742, CHEBI:42925, CHEBI:12542, CHEBI:21573, CHEBI:7163

Supplier Information	ChemicalBook:CB8365581, eMolecules:477820, ZINC000004428526

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__69948359056053__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__69948359056053__)

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:16446","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__69948359056053__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"69948359056053","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__69948359056053__ 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

Marvin 12110715233D

starting HoverWatcher_5

Time for openFile(

Marvin 12110715233D

35 35 0 0 0 0 999 V2000

-2.9036 3.4432 1.8602 H 0 0 0 0 0 0 0 0 0 0 0 0

4.0290 -1.2844 4.1859 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4897 2.6617 0.3684 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9361 -2.1702 5.2310 H 0 0 0 0 0 0 0 0 0 0 0 0

2.8768 -2.4084 3.4970 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5655 1.4662 1.9813 C 0 0 1 0 0 0 0 0 0 0 0 0

0.0614 0.3484 2.9000 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.1906 -0.3122 2.3175 C 0 0 2 0 0 0 0 0 0 0 0 0

-2.2381 0.7461 1.9610 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.6280 1.8718 1.1174 C 0 0 1 0 0 0 0 0 0 0 0 0

-2.6082 3.0213 0.8999 C 0 0 0 0 0 0 0 0 0 0 0 0

2.0049 -0.5109 4.1943 C 0 0 0 0 0 0 0 0 0 0 0 0

2.9864 -1.6321 4.2705 C 0 0 0 0 0 0 0 0 0 0 0 0

1.4010 1.9929 2.4553 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.1929 0.7734 3.8783 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.9484 -0.9293 1.4431 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.6738 1.1529 2.8821 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3489 1.4974 0.1247 H 0 0 0 0 0 0 0 0 0 0 0 0

1.1664 -1.4321 2.5421 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.0408 -0.6313 4.0308 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4673 -0.7301 1.7046 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.9157 4.8179 0.6768 H 0 0 0 0 0 0 0 0 0 0 0 0

4.2472 2.2761 0.8939 H 0 0 0 0 0 0 0 0 0 0 0 0

2.1525 3.8619 -0.6736 H 0 0 0 0 0 0 0 0 0 0 0 0

1.0987 -0.6245 3.1546 N 0 0 0 0 0 0 0 0 0 0 0 0

1.0587 0.9224 0.7580 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.7429 -1.1915 3.2994 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.2883 0.1027 1.2429 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.4740 2.4229 1.7614 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.9682 4.0184 0.1268 O 0 0 0 0 0 0 0 0 0 0 0 0

2.0566 0.3960 5.0163 O 0 0 0 0 0 0 0 0 0 0 0 0

3.3850 1.8773 1.1397 O 0 0 0 0 0 0 0 0 0 0 0 0

1.6496 3.1988 -0.1541 O 0 0 0 0 0 0 0 0 0 0 0 0

2.7157 1.0745 -1.2785 O 0 0 0 0 0 0 0 0 0 0 0 0

2.2504 1.7052 0.0006 P 0 0 2 0 0 0 0 0 0 0 0 0

6 7 1 0 0 0 0

6 14 1 0 0 0 0

6 26 1 0 0 0 0

6 29 1 0 0 0 0

7 8 1 0 0 0 0

7 15 1 0 0 0 0

7 25 1 0 0 0 0

8 9 1 0 0 0 0

8 16 1 0 0 0 0

8 27 1 0 0 0 0

9 10 1 0 0 0 0

9 17 1 0 0 0 0

9 28 1 0 0 0 0

10 11 1 0 0 0 0

10 18 1 0 0 0 0

10 29 1 0 0 0 0

11 1 1 0 0 0 0

11 3 1 0 0 0 0

11 30 1 0 0 0 0

12 31 2 0 0 0 0

13 2 1 0 0 0 0

13 4 1 0 0 0 0

13 5 1 0 0 0 0

13 12 1 0 0 0 0

25 12 1 0 0 0 0

25 19 1 0 0 0 0

27 20 1 0 0 0 0

28 21 1 0 0 0 0

30 22 1 0 0 0 0

32 23 1 0 0 0 0

32 35 1 0 0 0 0

33 24 1 0 0 0 0

35 26 1 0 0 0 0

35 33 1 0 0 0 0

35 34 2 0 0 0 0

M END): 16 ms

reading 35 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

35 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Formula

C8H16NO9P

Net Charge

Average Mass

301.18774

Monoisotopic Mass

301.05627

InChI

InChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8-/m1/s1

InChIKey

FZLJPEPAYPUMMR-FMDGEEDCSA-N

SMILES

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O

Metabolite of Species	Details
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed

Roles Classification
Biological Role(s):	Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate ) Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. (via 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate ) mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). (via 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	N-acetyl-α-D-glucosamine 1-phosphate (CHEBI:16446) has functional parent α-D-glucosamine 1-phosphate (CHEBI:27625) N-acetyl-α-D-glucosamine 1-phosphate (CHEBI:16446) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) N-acetyl-α-D-glucosamine 1-phosphate (CHEBI:16446) has role human metabolite (CHEBI:77746) N-acetyl-α-D-glucosamine 1-phosphate (CHEBI:16446) is a 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate (CHEBI:7125) N-acetyl-α-D-glucosamine 1-phosphate (CHEBI:16446) is conjugate acid of N-acetyl-α-D-glucosamine 1-phosphate(2−) (CHEBI:57776)

Incoming	N-acetyl-α-D-glucosamine 1-phosphate(2−) (CHEBI:57776) is conjugate base of N-acetyl-α-D-glucosamine 1-phosphate (CHEBI:16446)

IUPAC Name

2-acetamido-2-deoxy-α-D-glucopyranose 1-(dihydrogen phosphate)

Synonyms	Sources
1-(N-acetyl-α-D-glucosamine) phosphate	ChEBI
2-(ACETYLAMINO)-2-DEOXY-1-O-PHOSPHONO-ALPHA-D-GLUCOPYRANOSE	PDBeChem
2-acetamido-2-deoxy-1-O-phosphono-α-D-glucopyranose	IUPAC
2-N-acetylglucosamine 1-phosphate	ChEBI
α-GlcNAc-(1→O)PO₃H₂	ChEBI
α-GlcNAc-1-P	ChEBI
GlcNAc1α-phosphate	ChEBI
N-acetyl-α-D-glucosamine 1-(dihydrogen phosphate)	ChEBI
N-Acetyl-alpha-D-glucosamine 1-phosphate	KEGG COMPOUND
N-acetyl-alpha-D-glucosamine 1-phosphate	ChEBI
N-acetylglucosamine-1-phosphate	ChEBI

Manual Xrefs	Databases
C04501	KEGG COMPOUND
GN1	PDBeChem
HMDB0001367	HMDB
View more database links

Registry Numbers	Types	Sources
39843	Beilstein Registry Number	Beilstein
39843	Reaxys Registry Number	Reaxys

Citations	Types	Sources
12626405	PubMed citation	Europe PMC
18048019	PubMed citation	Europe PMC

Last Modified

21 January 2016

CHEBI:16446 - N-acetyl-α-D-glucosamine 1-phosphate

ChEBI is part of the ELIXIR infrastructure