ECMDB: Pectic acid (ECMDB21445) (M2MDB001840)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (1)XML

Proteins (140)

Record Information

Version

2.0

Creation Date

2012-08-09 09:16:16 -0600

Update Date

2015-06-03 17:21:31 -0600

Secondary Accession Numbers

ECMDB21445

Identification

Name:

Pectic acid

Description

Pectic acid is also known as polygalacturonic acid. (Wikipedia) In E. coli, pectic acid can be produced from pectin in a reaction catalyzed by pectinesterase (EC 3.1.1.11). (KEGG)

Structure

MOL SDF PDB SMILES InChI

Synonyms:

(1,4-α-D-Galacturonosyl)n
1,4-α-D-galacturonide
a Pectate
A pectic acid
A poly(1,4-α-D-galacturonate)
a Poly(1,4-α-D-galacturonic acid)
a-delta-Galactopyranuronate
a-delta-Galactopyranuronic acid
a-delta-Galacturonate
a-delta-Galacturonic acid
a-delta-Polygalacturonate
a-delta-Polygalacturonic acid
a-δ-Galactopyranuronate
a-δ-Galactopyranuronic acid
a-δ-Galacturonate
a-δ-Galacturonic acid
a-δ-Polygalacturonate
a-δ-Polygalacturonic acid
alpha-delta-Galactopyranuronate
Alpha-delta-galactopyranuronic acid
alpha-delta-Galacturonate
Alpha-delta-galacturonic acid
alpha-delta-Polygalacturonate
Alpha-delta-polygalacturonic acid
An α-D-polygalacturonate
An α-D-polygalacturonic acid
Calcium pectate
Calcium pectic acid
Calcium polygalacturonate
Calcium polygalacturonic acid
D-galacturonan
D-galacturonate
D-Galacturonic acid
Delta-galacturonan
Delta-galacturonate
Delta-Galacturonic acid
Galacturonan
Galacturonate
Galacturonic acid
Pectate
Poly(1,4-α-D-galacturonate)(n)
Poly(1,4-α-D-galacturonic acid)(N)
Poly(1,4-a-D-galacturonate)
Poly(1,4-a-D-galacturonic acid)
Poly(1,4-a-delta-galacturonate)
Poly(1,4-a-delta-galacturonic acid)
Poly(1,4-a-δ-galacturonate)
Poly(1,4-a-δ-galacturonic acid)
Poly(1,4-alpha-D-galacturonate)
Poly(1,4-alpha-D-galacturonic acid)
Poly(1,4-alpha-delta-galacturonate)
Poly(1,4-alpha-delta-galacturonic acid)
Poly(1,4-α-D-galacturonate)
Poly(1,4-α-D-galacturonic acid)
Poly(1,4-α-δ-galacturonate)
Poly(1,4-α-δ-galacturonic acid)
Polygalacturonate
Polygalacturonic acid
Sodium pectate
Sodium pectic acid
Sulfated polygalacturonate
Sulfated polygalacturonic acid
Sulphated polygalacturonate
Sulphated polygalacturonic acid
α-δ-Galactopyranuronate
α-δ-Galactopyranuronic acid
α-δ-Galacturonate
α-δ-Galacturonic acid
α-δ-Polygalacturonate
α-δ-Polygalacturonic acid
δ-Galacturonan
δ-Galacturonate
δ-Galacturonic acid

Chemical Formula:

C₆H₁₀O₇

Weight:

Average: 194.1394
Monoisotopic: 194.042652674

InChI Key:

AEMOLEFTQBMNLQ-BKBMJHBISA-N

InChI:

InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2+,3+,4-,6-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2S,3R,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

Traditional IUPAC Name:

α-D-galacturonic acid

SMILES:

O[C@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)C(O)=O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
Beta-hydroxy acid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Hemiacetal
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-galactopyranuronic acid (CHEBI:33885 )

Physical Properties

State:

Solid

Charge:

-1

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	295 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.6	ChemAxon
logS	0.18	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.79 m³·mol⁻¹	ChemAxon
Polarizability	16.27 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

L-Lyxose + Water <> Methanol + Pectic acid
Pectin + Water <> Methanol + Pectic acid

SMPDB Pathways:

Starch and sucrose metabolism

PW000941

KEGG Pathways:

Metabolic pathways eco01100
Pentose and glucuronate interconversions ec00040
Starch and sucrose metabolism ec00500

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6s-5900000000-4145d7dbe91803d8047f	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positive	splash10-000l-6242950000-7b610ed98440b47c2a32	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0900000000-6a9a5aa935dacf9a0639	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-1900000000-089cf378755226bdb184	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-9500000000-e57843f461582ce2d542	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0007-1900000000-ff3896e4e300eaf408f4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0035-4900000000-78473708a7867d8c7fc3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-47b1621c98981a6c3318	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-3900000000-64f3d0eb26f7bc8ca624	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a73-9300000000-329488f791f643b1c308	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-474e82a5911096bc3b39	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-2877a7e6d3ecd32cf172	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000b-7900000000-d748e59637b495442c9e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9100000000-40ac961f184de816ed86	View in MoNA
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Nakajima N, Ishihara K, Matsuura Y: Dietary-fiber-degrading enzymes from a human intestinal Clostridium and their application to oligosaccharide production from nonstarchy polysaccharides using immobilized cells. Appl Microbiol Biotechnol. 2002 Jul;59(2-3):182-9. Epub 2002 May 3. Pubmed: 12111144
Serban D, Rordorf-Adam C: Binding characteristics of human serum amyloid P component. Scand J Immunol. 1987 Mar;25(3):275-81. Pubmed: 3105045
van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	62969
HMDB ID	HMDB03363
Pubchem Compound ID	445929
Kegg ID	C00470
ChemSpider ID	393411
Wikipedia	Pectate
BioCyc ID	PECTATE
EcoCyc ID	PECTATE
Ligand Expo	ADA

Enzymes

Protein Details

1. Putative acyl-CoA thioester hydrolase ybhC

General function:: Involved in pectinesterase activity
Specific function:: Putative thioesterase. Does not bind pectin, and has no pectinesterase activity
Gene Name:: ybhC
Uniprot ID:: P46130
Molecular weight:: 46082

Pectic acid (ECMDB21445) (M2MDB001840)

Structure for #<Compound:0xa9713e9c>

Enzymes