ChemFOnt: Showing chemical card for 2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid (CFc000159520)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:47:30 UTC

Chemfont ID

CFc000159520

Molecule Identification

Common Name

Definition

2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-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-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioate	Generator

Chemical Formula

C₄₂H₆₉NO₂₂

Average Molecular Weight

939.999

Monoisotopic Molecular Weight

939.431122866

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCCC(C)C(OC(=O)CC(CC(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C(O)=O)C(CC(C)CC(O)CCCCC(O)CC(O)C(C)N=C(C)O)OC(=O)CC(CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C42H69NO22/c1-6-7-10-21(3)37(63-32(51)17-25(40(58)59)18-33(52)64-42-36(55)34(53)35(54)38(65-42)41(60)61)29(62-31(50)16-24(39(56)57)15-30(48)49)14-20(2)13-26(45)11-8-9-12-27(46)19-28(47)22(4)43-23(5)44/h20-22,24-29,34-38,42,45-47,53-55H,6-19H2,1-5H3,(H,43,44)(H,48,49)(H,56,57)(H,58,59)(H,60,61)

InChI Key

GCZVDTHSXGYGGM-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
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Pyran
Oxane
Monosaccharide
Hydroxy acid
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	0.16 g/L	ALOGPS
logP	0.19	ALOGPS
logP	-0.72	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.9	ChemAxon
pKa (Strongest Basic)	4.26	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	391.3 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	217.97 m³·mol⁻¹	ChemAxon
Polarizability	94.9 Å³	ChemAxon
Number of Rings	1	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

HMDB0179112

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-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid (CFc000159520)

MOL for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D MOL for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D SDF for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D-SDF for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

PDB for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D PDB for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

SMILES for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

INCHI for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

Structure for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)

3D Structure for CFc000159520 (2-[2-({6-[(3-carboxy-3-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-oxoethyl}propanoyl)oxy]-11,16,18-trihydroxy-19-[(1-hydroxyethylidene)amino]-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid)