phthalic acid (CHEBI:29069)

ChEBI > Main

CHEBI:29069 - phthalic acid

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	phthalic acid

ChEBI ID	CHEBI:29069

Definition	A benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions.

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

Secondary ChEBI IDs	CHEBI:26093, CHEBI:44902, CHEBI:8174, CHEBI:14832

Supplier Information	ChemicalBook:CB8672575, eMolecules:530358

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__2333864281900104__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__2333864281900104__)

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:29069","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__2333864281900104__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"2333864281900104","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__2333864281900104__ 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 09220616443D

starting HoverWatcher_5

Time for openFile(

Marvin 09220616443D

18 18 0 0 0 0 999 V2000

-0.3199 0.6166 0.2661 C 0 0 0 0 0 0 0 0 0 0 0 0

0.6192 -0.3542 -0.2109 C 0 0 0 0 0 0 0 0 0 0 0 0

0.1372 -1.6330 -0.5981 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.2276 -1.9568 -0.5384 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.1480 -1.0025 -0.0844 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.6958 0.2666 0.3106 C 0 0 0 0 0 0 0 0 0 0 0 0

0.0322 1.8874 0.7229 C 0 0 0 0 0 0 0 0 0 0 0 0

1.0520 2.0919 1.3657 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.6598 2.8803 0.5184 O 0 0 0 0 0 0 0 0 0 0 0 0

1.9873 -0.1169 -0.3503 C 0 0 0 0 0 0 0 0 0 0 0 0

2.4295 0.9603 -0.7234 O 0 0 0 0 0 0 0 0 0 0 0 0

2.8355 -0.9730 -0.1170 O 0 0 0 0 0 0 0 0 0 0 0 0

0.7680 -2.3601 -0.9494 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.5532 -2.8825 -0.8276 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.1432 -1.2348 -0.0389 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.4059 0.9242 0.6473 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.4013 3.6754 0.7958 H 0 0 0 0 0 0 0 0 0 0 0 0

3.6939 -0.7888 -0.1883 H 0 0 0 0 0 0 0 0 0 0 0 0

6 1 4 0 0 0 0

2 1 4 0 0 0 0

7 1 1 0 0 0 0

5 6 4 0 0 0 0

4 5 4 0 0 0 0

3 4 4 0 0 0 0

2 3 4 0 0 0 0

10 2 1 0 0 0 0

8 7 2 0 0 0 0

9 7 1 0 0 0 0

11 10 2 0 0 0 0

12 10 1 0 0 0 0

3 13 1 0 0 0 0

4 14 1 0 0 0 0

5 15 1 0 0 0 0

6 16 1 0 0 0 0

9 17 1 0 0 0 0

12 18 1 0 0 0 0

M END): 22 ms

reading 18 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

18 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
In biochemistry, medicine, and related sciences, inositol generally refers to myo-inositol (formerly meso-inositol), the most important stereoisomer of the chemical compound cyclohexane-1,2,3,4,5,6-hexol. Its formula is C6H12O6; the molecule has a ring of six carbon atoms, each with an hydrogen atom and a hydroxyl group (–OH). In myo-inositol, two of the hydroxyls, neither adjacent nor opposite, lie above the respective hydrogens relative to the mean plane of the ring. The compound is a carbohydrate, specifically a sugar alcohol (as distinct from aldoses like glucose) with half the sweetness of sucrose (table sugar). It is one of the most ancient components of living beings with multiple functions in eukaryotes, including structural lipids and secondary messengers. A human kidney makes about two grams per day from glucose, but other tissues synthesize it too. The highest concentration is in the brain, where it plays an important role in making other neurotransmitters and some steroid hormones bind to their receptors. In other tissues, it mediates cell signal transduction in response to a variety of hormones, neurotransmitters, and growth factors and participates in osmoregulation. In most mammalian cells the concentrations of myo-inositol are 5 to 500 times greater inside cells than outside them. A 2023 meta-analysis found that inositol is a safe and effective treatment in the management of polycystic ovary syndrome (PCOS). However, there is only evidence of very low quality for its efficacy in increasing fertility for IVF in women with PCOS. The other naturally occurring stereoisomers of cyclohexane-1,2,3,4,5,6-hexol are scyllo-, muco-, D-chiro-, L-chiro-, and neo-inositol, although they occur in minimal quantities compared to myo-inositol. The other possible isomers are allo-, epi-, and cis-inositol.
Read full article at Wikipedia

Formula

C8H6O4

Net Charge

Average Mass

166.13084

Monoisotopic Mass

166.02661

InChI

InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)

InChIKey

XNGIFLGASWRNHJ-UHFFFAOYSA-N

SMILES

OC(=O)c1ccccc1C(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):	human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	phthalic acid (CHEBI:29069) has role human xenobiotic metabolite (CHEBI:76967) phthalic acid (CHEBI:29069) is a benzenedicarboxylic acid (CHEBI:26094) phthalic acid (CHEBI:29069) is conjugate acid of phthalate(1−) (CHEBI:30800)

Incoming	3,4-dihydroxyphthalic acid (CHEBI:17416) has functional parent phthalic acid (CHEBI:29069) 4,5-dihydroxyphthalic acid (CHEBI:17199) has functional parent phthalic acid (CHEBI:29069) 4-hydroxyphthalic acid (CHEBI:27600) has functional parent phthalic acid (CHEBI:29069) N-alkylphthalic monoamide (CHEBI:28900) has functional parent phthalic acid (CHEBI:29069) cyhalodiamide (CHEBI:87541) has functional parent phthalic acid (CHEBI:29069) phthalamide (CHEBI:38799) has functional parent phthalic acid (CHEBI:29069) phthalate ester (CHEBI:35484) has functional parent phthalic acid (CHEBI:29069) phthalylsulfathiazole (CHEBI:9336) has functional parent phthalic acid (CHEBI:29069) phthalate(1−) (CHEBI:30800) is conjugate base of phthalic acid (CHEBI:29069)

IUPAC Name

benzene-1,2-dicarboxylic acid

Synonyms	Sources
1,2-Benzenedicarboxylic acid	KEGG COMPOUND
o-benzenedicarboxylic acid	NIST Chemistry WebBook
ortho-phthalic acid	ChEBI
Phthalic acid	KEGG COMPOUND
PHTHALIC ACID	PDBeChem

Manual Xrefs	Databases
C01606	KEGG COMPOUND
DB02746	DrugBank
PHT	PDBeChem
Phthalic_acid	Wikipedia
View more database links

Registry Numbers	Types	Sources
27343	Gmelin Registry Number	Gmelin
608199	Reaxys Registry Number	Reaxys
88-99-3	CAS Registry Number	KEGG COMPOUND
88-99-3	CAS Registry Number	NIST Chemistry WebBook
88-99-3	CAS Registry Number	ChemIDplus

Citations	Types	Sources
10682108	PubMed citation	Europe PMC
15016950	PubMed citation	Europe PMC
16804812	PubMed citation	Europe PMC
9838120	PubMed citation	Europe PMC

Last Modified

15 March 2021

CHEBI:29069 - phthalic acid

ChEBI is part of the ELIXIR infrastructure