ChemFOnt: Showing chemical card for 6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000159614)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:47:39 UTC

Chemfont ID

CFc000159614

Molecule Identification

Common Name

6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic 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 6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-[(1-Carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₅H₂₄O₁₀

Average Molecular Weight

364.347

Monoisotopic Molecular Weight

364.136946973

IUPAC Name

6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)C(CC(O)=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C15H24O10/c1-2-3-4-5-7(16)8(6-9(17)18)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h8,10-13,15,19-21H,2-6H2,1H3,(H,17,18)(H,22,23)

InChI Key

XZXZXWWIHWONKR-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
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Medium-chain keto acid
Gamma-keto acid
Methyl-branched fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Branched fatty acid
Beta-hydroxy acid
Pyran
Oxane
Monosaccharide
Keto acid
Hydroxy acid
Dicarboxylic acid or derivatives
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	16.5 g/L	ALOGPS
logP	-0.06	ALOGPS
logP	-0.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	79.14 m³·mol⁻¹	ChemAxon
Polarizability	35.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0179206

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 6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000159614)

MOL for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000159614 (6-[(1-carboxy-3-oxooctan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)