ChemFOnt: Showing chemical card for 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid (CFc000163631)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:54:37 UTC

Chemfont ID

CFc000163631

Molecule Identification

Common Name

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

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₁₉H₃₂O₁₁

Average Molecular Weight

436.454

Monoisotopic Molecular Weight

436.19446185

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H32O11/c20-12(21)9-7-5-3-1-2-4-6-8-11(10-13(22)23)29-19-16(26)14(24)15(25)17(30-19)18(27)28/h11,14-17,19,24-26H,1-10H2,(H,20,21)(H,22,23)(H,27,28)

InChI Key

YNDZUTNCWXDPQQ-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	1.77 g/L	ALOGPS
logP	0.66	ALOGPS
logP	0.92	ChemAxon
logS	-2.4	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	15	ChemAxon
Refractivity	98.74 m³·mol⁻¹	ChemAxon
Polarizability	44.7 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

HMDB0183250

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]tridecanedioic acid (CFc000163631)

MOL for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

3D MOL for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

3D SDF for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

3D-SDF for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

PDB for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

3D PDB for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

SMILES for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

INCHI for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

Structure for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)

3D Structure for CFc000163631 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]tridecanedioic acid)