ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid (CFc000144768)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:23:08 UTC

Chemfont ID

CFc000144768

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic 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 3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₄₁H₇₆O₁₀

Average Molecular Weight

729.049

Monoisotopic Molecular Weight

728.543848647

IUPAC Name

3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC(O)C(CCCCCCCCCCCCCCC1CC(C)OC1=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C41H76O10/c1-3-4-5-6-7-8-9-13-16-19-22-25-28-33(42)34(50-41-37(45)35(43)36(44)38(51-41)39(46)47)29-26-23-20-17-14-11-10-12-15-18-21-24-27-32-30-31(2)49-40(32)48/h31-38,41-45H,3-30H2,1-2H3,(H,46,47)

InChI Key

LYKOOWLMGOXQJP-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
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Long chain fatty alcohol
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Pyran
Gamma butyrolactone
Oxane
Hydroxy acid
Monosaccharide
Dicarboxylic acid or derivatives
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen 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	0.00066 g/L	ALOGPS
logP	7.9	ALOGPS
logP	10.09	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	3.56	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	198.04 m³·mol⁻¹	ChemAxon
Polarizability	90.25 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

HMDB0164360

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 3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid (CFc000144768)

MOL for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000144768 (3,4,5-trihydroxy-6-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacontan-15-yl]oxy}oxane-2-carboxylic acid)