ChemFOnt: Showing chemical card for 2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid (CFc000158941)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:46:36 UTC

Chemfont ID

CFc000158941

Molecule Identification

Common Name

2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid

Definition

2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid belongs to the class of organic compounds known as fumonisins. These are diesters of propane-1,2,3-tricarboxylic acid (TCA) and similar long-chain aminopolyol backbones (for FB1: 2S-amino-12S,16R-dimethyl-3S,5R,10R,14S,15R-pentahydroxyeicosane). Structurally, fumonisins resemble the sphingoid bases sphinganine (SA) and sphingosine (SO) to which TCA groups have been added at the C-14 and C-15 positions. Based on a literature review very few articles have been published on 2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioate	Generator
2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulphooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioate	Generator
2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulphooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid	Generator

Chemical Formula

C₃₆H₆₁NO₁₈S

Average Molecular Weight

827.93

Monoisotopic Molecular Weight

827.360935302

IUPAC Name

2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid

Traditional Name

2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid

CAS Registry Number

Not Available

SMILES

CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCC(O)CC(OS(O)(=O)=O)C(C)N=C(C)O)OC(=O)CC(CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C36H61NO18S/c1-6-7-13-22(3)34(54-33(45)19-26(36(48)49)17-31(42)43)29(53-32(44)18-25(35(46)47)16-30(40)41)15-21(2)12-10-8-9-11-14-27(39)20-28(55-56(50,51)52)23(4)37-24(5)38/h21-23,25-29,34,39H,6-20H2,1-5H3,(H,37,38)(H,40,41)(H,42,43)(H,46,47)(H,48,49)(H,50,51,52)

InChI Key

XAYWLHOZDXJTBS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fumonisins. These are diesters of propane-1,2,3-tricarboxylic acid (TCA) and similar long-chain aminopolyol backbones (for FB1: 2S-amino-12S,16R-dimethyl-3S,5R,10R,14S,15R-pentahydroxyeicosane). Structurally, fumonisins resemble the sphingoid bases sphinganine (SA) and sphingosine (SO) to which TCA groups have been added at the C-14 and C-15 positions.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Fumonisins

Direct Parent

Fumonisins

Alternative Parents

Substituents

Fumonisin skeleton
Fumonisin-skeleton
Hexacarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	0.93	ALOGPS
logP	2.6	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	3.12	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	318.22 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	193.99 m³·mol⁻¹	ChemAxon
Polarizability	84.72 Å³	ChemAxon
Number of Rings	0	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

HMDB0178533

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 2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid (CFc000158941)

MOL for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D MOL for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D SDF for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D-SDF for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

PDB for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D PDB for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

SMILES for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

INCHI for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

Structure for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D Structure for CFc000158941 (2-[2-({6-[(3,4-dicarboxybutanoyl)oxy]-16-hydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethyl-18-(sulfooxy)icosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)