ChemFOnt: Showing chemical card for Pangamic acid (CFc000011167)

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

CFc000011167

Molecule Identification

Common Name

Pangamic acid

Definition

Pangamic acid is found in apricot. Pangamic acid is isolated from apricot kernel, also said to be present in cereals etc. Said to be a vitamin of significance in, inter alia, hypertension control Pangamic acid is also known as vitamin B15, but it is not widely accepted as a vitamin for it has not been shown to be essential in the human diet, and a deficiency in consumption of pangamic acid is not known to be associated with any disease. Pangamic acid is an ester derived from gluconic acid and dimethylglycine. It was first isolated by Ernst T. Krebs from apricot kernels, and has since been identified in some foods such as pulses. Also found in rice bran & apricot kernels

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Pangamate	Generator
6-(Bis(bis(isopropyl)amino)acetate)-D-gluconic acid	HMDB
D-Gluconic acid 6-bis(diisopropylamino)acetate	HMDB
D-Gluconic acid 6-bis[bis(1-methylethyl)amino]acetate, 9ci	HMDB
D-Gluconic acid, 6-(bis(1-methylethyl)amino)acetate)	HMDB
Dimethyl-amino-acetylgluconic acid	HMDB
Gluconic acid, 6-(bis(diisopropylamino)acetate)	HMDB
Vitamin b15	HMDB
Vitamin b15, 8ci	HMDB
6-({2,2-bis[bis(propan-2-yl)amino]acetyl}oxy)-2,3,4,5-tetrahydroxyhexanoate	Generator
Calgam	MeSH
Calcium pangamate	MeSH
Pangamic acid	MeSH

Chemical Formula

C₂₀H₄₀N₂O₈

Average Molecular Weight

436.5402

Monoisotopic Molecular Weight

436.278466266

IUPAC Name

6-({2,2-bis[bis(propan-2-yl)amino]acetyl}oxy)-2,3,4,5-tetrahydroxyhexanoic acid

Traditional Name

6-{[2,2-bis(diisopropylamino)acetyl]oxy}-2,3,4,5-tetrahydroxyhexanoic acid

CAS Registry Number

11006-56-7

SMILES

CC(C)N(C(C)C)C(N(C(C)C)C(C)C)C(=O)OCC(O)C(O)C(O)C(O)C(O)=O

InChI Identifier

InChI=1S/C20H40N2O8/c1-10(2)21(11(3)4)18(22(12(5)6)13(7)8)20(29)30-9-14(23)15(24)16(25)17(26)19(27)28/h10-18,23-26H,9H2,1-8H3,(H,27,28)

InChI Key

RVSTWRHIGKXTLG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Medium-chain hydroxy acid
Medium-chain fatty acid
Amino fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Fatty acyl
Fatty acid
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029949)
Cytoplasm (HMDB: HMDB0029949)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029949)

Source

Endogenous

Endogenous (HMDB: HMDB0029949)

Plant

Plant (HMDB: HMDB0029949)
Poaceae (HMDB: HMDB0029949)

Exogenous

Food

Food (HMDB: HMDB0029949)

Fruit

Drupe

Apricot (FooDB: FOOD00144)

Fruits (FooDB: FOOD00871)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Rice (FooDB: FOOD00125)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0029949)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Hepatoprotective (HMDB: HMDB0029949)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.8 g/L	ALOGPS
logP	1.35	ALOGPS
logP	-2.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.66	ChemAxon
pKa (Strongest Basic)	6.25	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	151 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	110.45 m³·mol⁻¹	ChemAxon
Polarizability	45.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029949

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001228

KNApSAcK ID

Not Available

Chemspider ID

379963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pangamic acid

METLIN ID

Not Available

PubChem Compound

429581

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Pangamic acid (CFc000011167)

MOL for CFc000011167 (Pangamic acid)

3D MOL for CFc000011167 (Pangamic acid)

3D SDF for CFc000011167 (Pangamic acid)

3D-SDF for CFc000011167 (Pangamic acid)

PDB for CFc000011167 (Pangamic acid)

3D PDB for CFc000011167 (Pangamic acid)

SMILES for CFc000011167 (Pangamic acid)

INCHI for CFc000011167 (Pangamic acid)

Structure for CFc000011167 (Pangamic acid)

3D Structure for CFc000011167 (Pangamic acid)