Showing Compound Pectic acid (FDB021453)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:42 UTC

Update date

2019-11-26 03:20:25 UTC

Primary ID

FDB021453

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Pectic acid

Description

Present in cell walls of all plant tissues. Up to 30% w/w of this polysaccharide can be isolated from orange and lemon rind. It is used in food processing as a gelling agent, stabiliser, thickener and emusifier [DFC] Pectic acid, also known as polygalacturonic acid, is a water insoluble, transparent gelatinous acid existing in ripe fruit and some vegetables. It is a product of pectin degradation in plants, and is produced via the interaction between pectinase and pectin (the latter being common in the wine-making industry). [Wikipedia]. Pectic acid is found in many foods, some of which are cottonseed, calabash, date, and apple.

CAS Number

9046-40-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
alpha-D-GalA-(1->4)-alpha-D-gala-(1->4)-alpha-D-gala	ChEBI
alpha-D-Galacturonosyl-(1->4)-alpha-D-galacturonosyl-(1->4)-alpha-D-galactnuronic acid	ChEBI
Pectin trisaccharide	ChEBI
Trigalacturonic acid	ChEBI
a-D-GalA-(1->4)-a-D-gala-(1->4)-a-D-gala	Generator
Α-D-gala-(1->4)-α-D-gala-(1->4)-α-D-gala	Generator
a-D-Galacturonosyl-(1->4)-a-D-galacturonosyl-(1->4)-a-D-galactnuronate	Generator
a-D-Galacturonosyl-(1->4)-a-D-galacturonosyl-(1->4)-a-D-galactnuronic acid	Generator
alpha-D-Galacturonosyl-(1->4)-alpha-D-galacturonosyl-(1->4)-alpha-D-galactnuronate	Generator
Α-D-galacturonosyl-(1->4)-α-D-galacturonosyl-(1->4)-α-D-galactnuronate	Generator
Α-D-galacturonosyl-(1->4)-α-D-galacturonosyl-(1->4)-α-D-galactnuronic acid	Generator
Trigalacturonate	Generator
Pectate	Generator
alpha-GalA-gala-gala	MeSH
GalA-gala-gala	MeSH
GalA-(1-4)-gala-(1-4)-gala	MeSH
O-Galactopyranosyluronic acid-(1-4)-O-galactopyranosyluronic acid-(1-4)-galactopyranosyluronic acid	MeSH
beta-GalA-gala-gala	MeSH
a-D-GalpA-(1->4)-a-D-galpa-(1->4)-a-D-galpa	Generator
α-D-galpa-(1->4)-α-D-galpa-(1->4)-α-D-galpa	Generator
(1,4-alpha-D-Galacturonide)n	biospider
(1,4-alpha-D-Galacturonosyl)n	biospider
alpha-D-Polygalacturonic acid	biospider
alpha-delta-Galactopyranuronic acid	HMDB
alpha-delta-Galacturonic acid	HMDB
alpha-delta-Polygalacturonic acid	HMDB
Calcium pectate	HMDB
Calcium polygalacturonate	HMDB
D-Galacturonan	HMDB
delta-Galacturonan	HMDB
delta-Galacturonate	HMDB
delta-Galacturonic acid	HMDB
Galacturonan	HMDB
Galacturonate	HMDB
Galacturonic acid, homopolymer	biospider
Pectinic acid	db_source
Poly(1,4-alpha-D-galacturonate)	biospider
Poly(1,4-alpha-D-galacturonate)(n)	biospider
Poly(1,4-alpha-delta-galacturonate)	HMDB
Polygalacturonic acid	biospider
Sodium pectate	HMDB
Sulfated polygalacturonic acid	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	78.1 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-5.5	ChemAxon
logS	-0.84	ALOGPS
pKa (Strongest Acidic)	2.59	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	319.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.35 m³·mol⁻¹	ChemAxon
Polarizability	46.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C18H26O19

IUPAC name

(2S,3R,4S,5R,6S)-6-{[(2S,3R,4R,5R,6S)-2-carboxy-6-{[(2S,3R,4R,5R,6S)-2-carboxy-4,5,6-trihydroxyoxan-3-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Identifier

InChI=1S/C18H26O19/c19-1-2(20)10(13(26)27)36-17(6(1)24)35-9-4(22)7(25)18(37-12(9)15(30)31)34-8-3(21)5(23)16(32)33-11(8)14(28)29/h1-12,16-25,32H,(H,26,27)(H,28,29)(H,30,31)/t1-,2+,3+,4+,5+,6+,7+,8+,9+,10-,11-,12-,16-,17-,18-/m0/s1

InChI Key

LCLHHZYHLXDRQG-MKJFYJHKSA-N

Isomeric SMILES

O[C@H]1O[C@@H]([C@H](O[C@H]2O[C@@H]([C@H](O[C@H]3O[C@@H]([C@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@H](O)[C@H]2O)C(O)=O)[C@H](O)[C@H]1O)C(O)=O

Average Molecular Weight

546.3876

Monoisotopic Molecular Weight

546.10682865

Classification

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Hydroxy acid
Pyran
Oxane
Hemiacetal
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

carbohydrate acid (CHEBI:82691 )
trisaccharide (CHEBI:82691 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

Not Available

External Links

ChemSpider ID

393411

ChEMBL ID

Not Available

KEGG Compound ID

C00470

Pubchem Compound ID

445929

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB03511

HMDB ID

HMDB03363

CRC / DFC (Dictionary of Food Compounds) ID

NXB95-A:NXB95-A

EAFUS ID

2882

Dr. Duke ID

PECTIC-ACID|PECTIN|PECTINS|POLYGALACTURONIC-ACID|POLYGALACTURONATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

ADA

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Pectic_acid

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Anti-atheromic	38070	An agent that prevents or reduces the formation of atheromas (plaques) in blood vessels, thereby lowering the risk of cardiovascular disease. It inhibits the accumulation of lipids and inflammatory cells in the arterial wall, commonly used in managing atherosclerosis, hyperlipidemia, and preventing heart attacks and strokes.	DUKE
Anti bacterial	33282	An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis.	DUKE
Anti-diabetic	52217	An agent that regulates blood sugar levels, enhancing insulin sensitivity or secretion. Therapeutically, it's used to manage diabetes, reducing symptoms and complications, and commonly prescribed to treat type 1 and 2 diabetes, as well as gestational diabetes.	DUKE
Anti-diarrheic	55323	An agent that reduces the frequency and severity of diarrhea, commonly used to manage gastrointestinal disorders, such as irritable bowel syndrome, and to treat infectious diarrhea, by slowing bowel movements and increasing water absorption.	DUKE
Anti enteritic		An anti-inflammatory agent that relieves intestinal swelling, reducing enteritis symptoms. Its biological role is to mitigate intestinal inflammation, and its therapeutic applications include treating gastrointestinal disorders, such as irritable bowel syndrome. Key medical uses include managing enteritis, colitis, and other inflammatory bowel diseases.	DUKE
Anti gallstone		An agent that prevents the formation of gallstones, reducing the risk of gallbladder disease. Therapeutically, it helps maintain cholesterol balance and bile flow, commonly used to manage gallstone prevention and treatment, and alleviate related symptoms.	DUKE
Anti-gastritic		An agent that reduces stomach inflammation, protecting the gastric lining and relieving symptoms of gastritis, commonly used in managing ulcers, acid reflux, and gastrointestinal disorders.	DUKE
Anti-lithic		An agent that prevents the formation of calculi (kidney stones) or promotes their dissolution, playing a key role in urology. Its therapeutic applications include managing kidney stone disease, nephrolithiasis, and urinary tract disorders, helping to alleviate pain and prevent complications.	DUKE
Anti metastatic	35610	An agent that inhibits cancer cell spread, reducing tumor metastasis. It plays a biological role in blocking cell migration and invasion, and has therapeutic applications in cancer treatment. Key medical uses include preventing cancer recurrence and improving survival rates in patients with various types of cancer.	DUKE
Anti-mutagenic		An agent that interferes with the mutagenicity of a substance, preventing DNA damage and mutations. Its biological role is to protect cells from genetic alterations, and it has therapeutic applications in cancer prevention and treatment, as well as key medical uses in reducing the risk of genetic disorders and birth defects.	DUKE
Anti-obesity	52217	An agent that reduces body weight, commonly used in managing obesity and related disorders, by regulating appetite, metabolism, and fat storage, with therapeutic applications in preventing chronic diseases such as diabetes and cardiovascular disease.	DUKE
Antitumor	35610	An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.	DUKE
Anti-tussive	52217	An agent that suppresses coughing, reducing the frequency and severity of coughs. It works by targeting the brain's cough center, providing therapeutic relief for dry, irritating coughs. Key medical uses include managing coughs associated with colds, flu, and other respiratory conditions.	DUKE
Anti ulcer	49201	An agent that reduces stomach acid and protects the mucous lining, preventing ulcer formation. It is used to treat conditions like gastroesophageal reflux disease (GERD), peptic ulcers, and Zollinger-Ellison syndrome, promoting healing and relieving symptoms.	DUKE
Cancer preventive	35610	An agent that inhibits the development and progression of cancer, reducing tumor formation and growth. It plays a biological role in blocking carcinogenic pathways, and has therapeutic applications in chemoprevention. Key medical uses include reducing the risk of cancer in high-risk individuals and preventing cancer recurrence.	DUKE
Chemopreventive	35610	An agent that prevents or delays the development of cancer, reducing the risk of tumor formation and progression. It plays a biological role in inhibiting carcinogenesis, and has therapeutic applications in cancer prevention, with key medical uses including reducing the risk of colorectal, breast, and prostate cancers.	DUKE
Demulcent		An agent that forms a soothing film over a mucous membrane, relieving minor pain and inflammation, commonly used to protect and calm irritated tissues in the throat, mouth, and digestive tract.	DUKE
Fungicide	24127	An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage.	DUKE
Hemostat		An agent that controls bleeding, playing a biological role in blood coagulation. Therapeutically, it promotes clot formation, and its key medical uses include treating wounds, surgical bleeding, and hemorrhages, helping to stabilize patients and prevent excessive blood loss.	DUKE
Hypocholesterolemic		An agent that lowers cholesterol levels in the blood, playing a crucial role in preventing cardiovascular disease. Therapeutically, it is used to manage hyperlipidemia and reduce the risk of heart disease, with key medical applications including the treatment of high cholesterol, atherosclerosis, and coronary artery disease.	DUKE
Hypoglycemic	35526	An agent that lowers blood glucose levels, playing a crucial role in glucose metabolism. Therapeutically, it is used to manage diabetes and insulin resistance, with key medical applications in treating type 1 and 2 diabetes, and preventing diabetic complications.	DUKE
Peristaltic		An agent that stimulates peristalsis, promoting muscle contractions in the digestive tract to move food through the system, aiding digestion and bowel movements, with therapeutic applications in treating constipation, gastrointestinal disorders, and post-surgical bowel obstruction.	DUKE
Pesticide	25944	An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.	DUKE

Enzymes

Name	Gene Name	UniProt ID
UDP-glucuronosyltransferase 2B4	UGT2B4	P06133
UDP-glucuronosyltransferase 1-4	UGT1A4	P22310
UDP-glucuronosyltransferase 2B7	UGT2B7	P16662
UDP-glucuronosyltransferase 1-1	UGT1A1	P22309
UDP-glucuronosyltransferase 1-9	UGT1A9	O60656
UDP-glucuronosyltransferase 1-6	UGT1A6	P19224