ChemFOnt: Showing chemical card for [(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid (CFc000144743)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:23:05 UTC

Chemfont ID

CFc000144743

Molecule Identification

Common Name

[(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid

Definition

[(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)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 [(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonate	Generator
[(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulphonate	Generator
[(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulphonic acid	Generator

Chemical Formula

C₃₅H₆₄O₁₁S

Average Molecular Weight

692.95

Monoisotopic Molecular Weight

692.416934055

IUPAC Name

[(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid

Traditional Name

(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC(O)CC(OS(O)(=O)=O)C1CCC(O1)C(O)CCC(=O)CCCC(O)CCCCCC1CC(C)OC1=O

InChI Identifier

InChI=1S/C35H64O11S/c1-3-4-5-6-7-8-9-12-17-30(38)25-34(46-47(41,42)43)33-23-22-32(45-33)31(39)21-20-29(37)19-14-18-28(36)16-13-10-11-15-27-24-26(2)44-35(27)40/h26-28,30-34,36,38-39H,3-25H2,1-2H3,(H,41,42,43)

InChI Key

VKPGHMGCCYFIBD-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
Gamma butyrolactone
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Lactone
Ketone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Carbonyl group
Organic oxygen compound
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	0.0051 g/L	ALOGPS
logP	1.97	ALOGPS
logP	4.87	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	-1.6	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	176.89 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	179.21 m³·mol⁻¹	ChemAxon
Polarizability	80.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0164335

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 [(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid (CFc000144743)

MOL for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

3D MOL for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

3D SDF for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

3D-SDF for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

PDB for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

3D PDB for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

SMILES for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

INCHI for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

Structure for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)

3D Structure for CFc000144743 ([(1-{5-[1,8-dihydroxy-13-(5-methyl-2-oxooxolan-3-yl)-4-oxotridecyl]oxolan-2-yl}-3-hydroxytridecyl)oxy]sulfonic acid)