dipicolinic acid (CHEBI:46837)

ChEBI > Main

CHEBI:46837 - dipicolinic acid

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	dipicolinic acid

ChEBI ID	CHEBI:46837

Definition	A pyridinedicarboxylic acid carrying two carboxy groups at positions 2 and 6.

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

Secondary ChEBI IDs	CHEBI:36171, CHEBI:44858

Supplier Information	ChemicalBook:CB5283664, eMolecules:593564, ZINC000000582575

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__126101388209264__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__126101388209264__)

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%3ACHEBI%3A46837","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__126101388209264__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"126101388209264","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__126101388209264__ 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

Mrv0541 03041409063D

starting HoverWatcher_5

Time for openFile(

Mrv0541 03041409063D

17 17 0 0 0 0 999 V2000

0.4050 -0.0042 0.0027 N 0 0 0 0 0 0 0 0 0 1 0 0

-0.2277 1.1568 -0.0398 C 0 0 0 0 0 0 0 0 0 6 0 0

-1.6230 1.2069 -0.0641 C 0 0 0 0 0 0 0 0 0 5 0 0

-2.3436 0.0237 -0.0388 C 0 0 0 0 0 0 0 0 0 4 0 0

-1.6484 -1.1738 0.0099 C 0 0 0 0 0 0 0 0 0 3 0 0

-0.2522 -1.1519 0.0319 C 0 0 0 0 0 0 0 0 0 2 0 0

0.5507 2.4164 -0.0665 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.0229 3.4847 -0.1092 O 0 0 0 0 0 0 0 0 0 0 0 0

1.8961 2.3758 -0.0434 O 0 0 0 0 0 0 0 0 0 0 0 0

0.4991 -2.4270 0.0839 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.0971 -3.4835 0.1072 O 0 0 0 0 0 0 0 0 0 0 0 0

1.8452 -2.4137 0.1054 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.1349 2.1567 -0.1010 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.4234 0.0347 -0.0567 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.1803 -2.1130 0.0306 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4049 3.1982 -0.0609 H 0 0 0 0 0 0 0 0 0 0 0 0

2.3362 -3.2463 0.1393 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 4 0 0 0 0

1 6 4 0 0 0 0

2 3 4 0 0 0 0

2 7 1 0 0 0 0

3 4 4 0 0 0 0

3 13 1 0 0 0 0

4 5 4 0 0 0 0

4 14 1 0 0 0 0

5 6 4 0 0 0 0

5 15 1 0 0 0 0

6 10 1 0 0 0 0

7 8 2 0 0 0 0

7 9 1 0 0 0 0

9 16 1 0 0 0 0

10 11 2 0 0 0 0

10 12 1 0 0 0 0

12 17 1 0 0 0 0

M END): 14 ms

reading 17 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

17 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Dipicolinic acid (pyridine-2,6-dicarboxylic acid or PDC and DPA) is a chemical compound which plays a role in the heat resistance of bacterial endospores. It is also used to prepare dipicolinato ligated lanthanide and transition metal complexes for ion chromatography.
Read full article at Wikipedia

Formula

C7H5NO4

Net Charge

Average Mass

167.11890

Monoisotopic Mass

167.02186

InChI

InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)

InChIKey

WJJMNDUMQPNECX-UHFFFAOYSA-N

SMILES

OC(=O)c1cccc(n1)C(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	dipicolinic acid (CHEBI:46837) has role bacterial metabolite (CHEBI:76969) dipicolinic acid (CHEBI:46837) is a pyridinedicarboxylic acid (CHEBI:36112) dipicolinic acid (CHEBI:46837) is conjugate acid of dipicolinate(1−) (CHEBI:46835)

Incoming	(2S,4S)-4-hydroxy-2,3,4,5-tetrahydrodipicolinic acid (CHEBI:67205) has functional parent dipicolinic acid (CHEBI:46837) 2,3,4,5-tetrahydrodipicolinic acid (CHEBI:32976) has functional parent dipicolinic acid (CHEBI:46837) 3-(2-deoxy-5-O-phosphonoribofuranosyl)pyridine-2,6-dicarboxylic acid (CHEBI:42018) has functional parent dipicolinic acid (CHEBI:46837) dihydrodipicolinic acid (CHEBI:23741) has functional parent dipicolinic acid (CHEBI:46837) dipicolinate(1−) (CHEBI:46835) is conjugate base of dipicolinic acid (CHEBI:46837)

IUPAC Name

pyridine-2,6-dicarboxylic acid

Synonyms	Sources
2,6-dicarboxypyridine	NIST Chemistry WebBook
2,6-Dipicolinic acid	ChemIDplus
2,6-pyridinedicarboxylic acid	NIST Chemistry WebBook
Dipicolinic acid	ChemIDplus
PYRIDINE-2,6-DICARBOXYLIC ACID	PDBeChem

Manual Xrefs	Databases
DB04267	DrugBank
Dipicolinic_acid	Wikipedia
HMDB0033161	HMDB
PDC	PDBeChem
US5298478	Patent
View more database links

Registry Numbers	Types	Sources
131629	Reaxys Registry Number	Reaxys
499-83-2	CAS Registry Number	NIST Chemistry WebBook
499-83-2	CAS Registry Number	ChemIDplus
50798	Gmelin Registry Number	Gmelin

Citations

Moeller R, Raguse M, Reitz G, Okayasu R, Li Z, Klein S, Setlow P, Nicholson WL (2014)
Resistance of Bacillus subtilis spore DNA to lethal ionizing radiation damage relies primarily on spore core components and DNA repair, with minor effects of oxygen radical detoxification.
Applied and environmental microbiology 80, 104-109 [PubMed:24123749]
[show Abstract]

Zhang JQ, Griffiths KK, Cowan A, Setlow P, Yu J (2013)
Expression level of Bacillus subtilis germinant receptors determines the average rate but not the heterogeneity of spore germination.
Journal of bacteriology 195, 1735-1740 [PubMed:23396907]
[show Abstract]

Last Modified

04 March 2014

CHEBI:46837 - dipicolinic acid

ChEBI is part of the ELIXIR infrastructure