ChemFOnt: Showing chemical card for ({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid (CFc000160718)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:49:29 UTC

Chemfont ID

CFc000160718

Molecule Identification

Common Name

({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid

Definition

({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review very few articles have been published on ({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonate	Generator
({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulphonate	Generator
({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulphonic acid	Generator

Chemical Formula

C₃₇H₆₆O₁₁S

Average Molecular Weight

718.98

Monoisotopic Molecular Weight

718.432584119

IUPAC Name

({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid

Traditional Name

{13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-5H-furan-3-yl)tridecan-2-yl}oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(O)CCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC(CC1=CC(C)OC1=O)OS(O)(=O)=O

InChI Identifier

InChI=1S/C37H66O11S/c1-3-4-5-10-13-16-29(38)19-20-32(40)34-22-24-36(47-34)35-23-21-33(46-35)31(39)18-15-12-9-7-6-8-11-14-17-30(48-49(42,43)44)26-28-25-27(2)45-37(28)41/h25,27,29-36,38-40H,3-24,26H2,1-2H3,(H,42,43,44)

InChI Key

SBZGXMGWTCNNLG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Organic sulfuric acid or derivatives
Dihydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
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	0.0014 g/L	ALOGPS
logP	2.35	ALOGPS
logP	5.94	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.05 Å²	ChemAxon
Rotatable Bond Count	27	ChemAxon
Refractivity	188.06 m³·mol⁻¹	ChemAxon
Polarizability	83.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0180310

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 ({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid (CFc000160718)

MOL for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

3D MOL for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

3D SDF for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

3D-SDF for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

PDB for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

3D PDB for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

SMILES for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

INCHI for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

Structure for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)

3D Structure for CFc000160718 (({13-[5'-(1,4-dihydroxyundecyl)-[2,2'-bioxolane]-5-yl]-13-hydroxy-1-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)tridecan-2-yl}oxy)sulfonic acid)