ChemFOnt: Showing chemical card for Alginic acid (CFc000011161)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:50 UTC

Chemfont ID

CFc000011161

Molecule Identification

Common Name

Alginic acid

Definition

Alginic acid, also referred to as algin or alginate, is a hydrophilic, anionic polysaccharide that occurs naturally in brown seaweeds (Laminaria sp., Macrocystis sp., Lessonia sp., and others). It is normally present on the cell walls and in the intracellular spaces of these seaweeds (PMID: 30000910 ). Alginate forms a viscous gel when mixed with water. It is mainly used as a thickener and stabilizer in foods, pharmaceuticals, and cosmetics. It has a unique ability to absorb and conform to small details making it ideal for creating dental impressions, hands, feet or other small-scale items. Alginate is also used as a thickening agent for soups, ice-cream, cosmetics, jellies, drinks and pharmaceutical preparations, including Gaviscon, which is used to inhibit acid reflux (PMID: 2258131 , 231639 , 4738939 , 6483217 , 13224336 ). Alginate is also used as a pharmaceutical ingredient to treat a variety of health conditions including diabetes, cholesterol, obesity, and digestive tract problems (PMID: 27738945 , 6355904 , 22054948 ). Its principal function in biomedical applications is as a hydrogel to treat wound healing and in tissue engineering (PMID: 23020277 , 1724711 , 31841826 , 391598 , 19235799 , 30959985 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Alginate	Generator
e400	HMDB
Gum levan	HMDB
Kelacid	HMDB
Levan gum	HMDB
Norgine	HMDB
Sazio	HMDB
Alginate, calcium	HMDB
Alginate, copper	HMDB
Calcium alginate, sodium	HMDB
Kalrostat	HMDB
Xantalgin	HMDB
Alginic acid, calcium salt	HMDB
Sodium calcium alginate	HMDB
Barium alginate	HMDB
Potassium alginate	HMDB
Alginate, potassium	HMDB
Alginates	HMDB
Alginic acid, barium salt	HMDB
Poly(mannuronic acid), sodium salt	HMDB
Alginate, sodium	HMDB
Alloid g	HMDB
Kalrostat 2	HMDB
Kaltostat	HMDB
Alginic acid, potassium salt	HMDB
Calginat	HMDB
Alginate, barium	HMDB
Alginate, sodium calcium	HMDB
Alginic acid, copper salt	HMDB
Vocoloid	HMDB
Alginic acid, sodium salt	HMDB
Calcium alginate	HMDB
Copper alginate	HMDB
Sodium alginate	HMDB
6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylate	HMDB
Poly(mannuronic acid)	HMDB
Polymannuronic acid	HMDB
Polymannuronic-guluronic acid	HMDB
Alginic acid	MeSH

Chemical Formula

C₁₂H₂₀O₁₂P₂

Average Molecular Weight

418.2275

Monoisotopic Molecular Weight

418.042999128

IUPAC Name

6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid

Traditional Name

6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid

CAS Registry Number

9005-32-7

SMILES

OC1C(O)C(OC2C(O)C(O)C(OP)OC2C(O)=O)OC(C1P)C(O)=O

InChI Identifier

InChI=1S/C12H20O12P2/c13-1-3(15)12(24-26)22-6(9(17)18)5(1)21-11-4(16)2(14)8(25)7(23-11)10(19)20/h1-8,11-16H,25-26H2,(H,17,18)(H,19,20)

InChI Key

FHVDTGUDJYJELY-UHFFFAOYSA-N

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
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Pyran
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Organoleptic effect

Odor

Odorless

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029940)
Cytoplasm (HMDB: HMDB0029940)

Source

Exogenous

Exogenous (HMDB: HMDB0029940)

Food

Food (HMDB: HMDB0029940)

Endogenous

Endogenous (HMDB: HMDB0029940)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0029940)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	217 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-4.1	ChemAxon
logS	-0.29	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.98 m³·mol⁻¹	ChemAxon
Polarizability	35.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon