ChemFOnt: Showing chemical card for 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid (CFc000138849)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:14:14 UTC

Chemfont ID

CFc000138849

Molecule Identification

Common Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid

Definition

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid belongs to the class of organic compounds known as rhamnolipids. These are glycolipids structurally characterized by a glycosyl head group, in this case a rhamnose moiety, and a 3-(hydroxyalkanoyloxy)alkanoic acid (HAA) fatty acid tail. Based on a literature review very few articles have been published on 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioate	Generator

Chemical Formula

C₂₀H₃₄O₁₁

Average Molecular Weight

450.481

Monoisotopic Molecular Weight

450.210111915

IUPAC Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid

Traditional Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC(CCCCCCCCCCC(O)=O)CC(O)=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C20H34O11/c21-13(22)10-8-6-4-2-1-3-5-7-9-12(11-14(23)24)30-20-17(27)15(25)16(26)18(31-20)19(28)29/h12,15-18,20,25-27H,1-11H2,(H,21,22)(H,23,24)(H,28,29)

InChI Key

WSCDJICNXFIHOF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnolipids. These are glycolipids structurally characterized by a glycosyl head group, in this case a rhamnose moiety, and a 3-(hydroxyalkanoyloxy)alkanoic acid (HAA) fatty acid tail.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Rhamnolipids

Alternative Parents

Substituents

Mono-rhamnolipid
Rhamnolipid
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Sugar acid
Oxane
Pyran
Hydroxy acid
Monosaccharide
Secondary alcohol
Polyol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.95 g/L	ALOGPS
logP	1.01	ALOGPS
logP	1.37	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	103.34 m³·mol⁻¹	ChemAxon
Polarizability	46.82 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0158441

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid (CFc000138849)

MOL for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

3D MOL for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

3D SDF for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

3D-SDF for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

PDB for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

3D PDB for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

SMILES for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

INCHI for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

Structure for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)

3D Structure for CFc000138849 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tetradecanedioic acid)