Record Information
Version1.0
Creation date2010-04-08 22:15:42 UTC
Update date2019-11-26 03:20:25 UTC
Primary IDFDB021453
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePectic acid
DescriptionPresent 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 Number9046-40-6
Structure
Thumb
Synonyms
SynonymSource
alpha-D-GalA-(1->4)-alpha-D-gala-(1->4)-alpha-D-galaChEBI
alpha-D-Galacturonosyl-(1->4)-alpha-D-galacturonosyl-(1->4)-alpha-D-galactnuronic acidChEBI
Pectin trisaccharideChEBI
Trigalacturonic acidChEBI
a-D-GalA-(1->4)-a-D-gala-(1->4)-a-D-galaGenerator
Α-D-gala-(1->4)-α-D-gala-(1->4)-α-D-galaGenerator
a-D-Galacturonosyl-(1->4)-a-D-galacturonosyl-(1->4)-a-D-galactnuronateGenerator
a-D-Galacturonosyl-(1->4)-a-D-galacturonosyl-(1->4)-a-D-galactnuronic acidGenerator
alpha-D-Galacturonosyl-(1->4)-alpha-D-galacturonosyl-(1->4)-alpha-D-galactnuronateGenerator
Α-D-galacturonosyl-(1->4)-α-D-galacturonosyl-(1->4)-α-D-galactnuronateGenerator
Α-D-galacturonosyl-(1->4)-α-D-galacturonosyl-(1->4)-α-D-galactnuronic acidGenerator
TrigalacturonateGenerator
PectateGenerator
alpha-GalA-gala-galaMeSH
GalA-gala-galaMeSH
GalA-(1-4)-gala-(1-4)-galaMeSH
O-Galactopyranosyluronic acid-(1-4)-O-galactopyranosyluronic acid-(1-4)-galactopyranosyluronic acidMeSH
beta-GalA-gala-galaMeSH
a-D-GalpA-(1->4)-a-D-galpa-(1->4)-a-D-galpaGenerator
α-D-galpa-(1->4)-α-D-galpa-(1->4)-α-D-galpaGenerator
(1,4-alpha-D-Galacturonide)nbiospider
(1,4-alpha-D-Galacturonosyl)nbiospider
alpha-D-Polygalacturonic acidbiospider
alpha-delta-Galactopyranuronic acidHMDB
alpha-delta-Galacturonic acidHMDB
alpha-delta-Polygalacturonic acidHMDB
Calcium pectateHMDB
Calcium polygalacturonateHMDB
D-GalacturonanHMDB
delta-GalacturonanHMDB
delta-GalacturonateHMDB
delta-Galacturonic acidHMDB
GalacturonanHMDB
GalacturonateHMDB
Galacturonic acid, homopolymerbiospider
Pectinic aciddb_source
Poly(1,4-alpha-D-galacturonate)biospider
Poly(1,4-alpha-D-galacturonate)(n)biospider
Poly(1,4-alpha-delta-galacturonate)HMDB
Polygalacturonic acidbiospider
Sodium pectateHMDB
Sulfated polygalacturonic acidHMDB
Predicted Properties
PropertyValueSource
Water Solubility78.1 g/LALOGPS
logP-1.1ALOGPS
logP-5.5ChemAxon
logS-0.84ALOGPS
pKa (Strongest Acidic)2.59ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area319.89 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity100.35 m³·mol⁻¹ChemAxon
Polarizability46.03 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H26O19
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 IdentifierInChI=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 KeyLCLHHZYHLXDRQG-MKJFYJHKSA-N
Isomeric SMILESO[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 Weight546.3876
Monoisotopic Molecular Weight546.10682865
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentOligosaccharides
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 FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID393411
ChEMBL IDNot Available
KEGG Compound IDC00470
Pubchem Compound ID445929
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB03511
HMDB IDHMDB03363
CRC / DFC (Dictionary of Food Compounds) IDNXB95-A:NXB95-A
EAFUS ID2882
Dr. Duke IDPECTIC-ACID|PECTIN|PECTINS|POLYGALACTURONIC-ACID|POLYGALACTURONATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDADA
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDPectic_acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti atheromic38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti diabetic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti diarrheic55323 Any drug found useful in the symptomatic treatment of diarrhoea.DUKE
anti enteriticDUKE
anti gallstoneDUKE
anti gastriticDUKE
anti lithicDUKE
anti metastatic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti mutagenicDUKE
anti obesity52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti tussive52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti ulcer49201 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
chemopreventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
demulcentDUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hemostatDUKE
hypocholesterolemicDUKE
hypoglycemic35526 A drug which lowers the blood glucose level.DUKE
peristalticDUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
Enzymes
NameGene NameUniProt ID
UDP-glucuronosyltransferase 2B4UGT2B4P06133
UDP-glucuronosyltransferase 1-4UGT1A4P22310
UDP-glucuronosyltransferase 2B7UGT2B7P16662
UDP-glucuronosyltransferase 1-1UGT1A1P22309
UDP-glucuronosyltransferase 1-9UGT1A9O60656
UDP-glucuronosyltransferase 1-6UGT1A6P19224
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).