ChemFOnt: Showing chemical card for 2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid (CFc000149613)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:31:35 UTC

Chemfont ID

CFc000149613

Molecule Identification

Common Name

2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid

Definition

2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic 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 2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulphanyl}ethyl}-C-hydroxycarbonimidoyl)butanoate	Generator
2-Amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulphanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid	Generator

Chemical Formula

C₄₅H₈₁N₃O₉S

Average Molecular Weight

840.22

Monoisotopic Molecular Weight

839.569352374

IUPAC Name

2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[(11Z)-16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid

Traditional Name

2-amino-4-{[1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-{[(11Z)-16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(CCCCCCCCCCC1CC(C)OC1=O)=C([H])CCC(SCC(N=C(O)CCC(N)C(O)=O)C(O)=NCC(O)=O)C(O)CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C45H81N3O9S/c1-3-4-5-6-7-8-9-13-16-19-22-25-28-39(49)40(58-34-38(43(53)47-33-42(51)52)48-41(50)31-30-37(46)44(54)55)29-26-23-20-17-14-11-10-12-15-18-21-24-27-36-32-35(2)57-45(36)56/h20,23,35-40,49H,3-19,21-22,24-34,46H2,1-2H3,(H,47,53)(H,48,50)(H,51,52)(H,54,55)/b23-20-

InChI Key

PNPGDLDQBOKDKK-ATJXCDBQSA-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
Alpha peptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Amino acid or derivatives
Amino acid
Carboxylic acid ester
Lactone
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Amine
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Primary aliphatic amine
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Alcohol
Primary amine
Organic nitrogen 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	0.0005 g/L	ALOGPS
logP	4.02	ALOGPS
logP	8.44	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	2.03	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	212.33 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	233.6 m³·mol⁻¹	ChemAxon
Polarizability	101.87 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

HMDB0169205

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-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid (CFc000149613)

MOL for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D MOL for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D SDF for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D-SDF for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

PDB for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D PDB for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

SMILES for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

INCHI for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

Structure for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)

3D Structure for CFc000149613 (2-amino-4-({1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[16-hydroxy-1-(5-methyl-2-oxooxolan-3-yl)triacont-11-en-15-yl]sulfanyl}ethyl}-C-hydroxycarbonimidoyl)butanoic acid)