ChemFOnt: Showing chemical card for 2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid (CFc000166828)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 00:00:20 UTC

Chemfont ID

CFc000166828

Molecule Identification

Common Name

2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid

Definition

2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2-Amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetate	Generator
2-[(2-Amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulphanyl}propylidene)amino]acetate	Generator
2-[(2-Amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulphanyl}propylidene)amino]acetic acid	Generator

Chemical Formula

C₂₈H₄₇N₂O₁₁PS

Average Molecular Weight

650.72

Monoisotopic Molecular Weight

650.263818513

IUPAC Name

2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid

Traditional Name

[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(SCC(N)C(O)=NCC(O)=O)C(O)CCCC(=O)OCC(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C28H47N2O11PS/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(43-21-23(29)28(36)30-18-26(33)34)24(32)15-14-17-27(35)40-19-22(31)20-41-42(37,38)39/h6-7,9-13,16,22-25,31-32H,2-5,8,14-15,17-21,29H2,1H3,(H,30,36)(H,33,34)(H2,37,38,39)/b7-6-,10-9-,12-11+,16-13+

InChI Key

WKKSXBFBDSDXAA-UTCFTNDSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
1-acylglycerol-3-phosphate
Monoacylglycerol-3-phosphate
Monoacylglycerophosphate
Sn-glycerol-3-phosphate
Glycerophospholipid
Alpha-amino acid or derivatives
Fatty acid ester
Monoalkyl phosphate
Dicarboxylic acid or derivatives
Fatty acyl
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Secondary alcohol
Amino acid
Carboxylic acid ester
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Amine
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Carbonyl group
Primary aliphatic amine
Organic nitrogen compound
Primary amine
Organosulfur compound
Organonitrogen compound
Organooxygen compound
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	0.0053 g/L	ALOGPS
logP	0.79	ALOGPS
logP	1.61	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	1.53	ChemAxon
pKa (Strongest Basic)	9.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	229.43 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	168.84 m³·mol⁻¹	ChemAxon
Polarizability	69.13 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

HMDB0186561

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-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid (CFc000166828)

MOL for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

3D MOL for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

3D SDF for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

3D-SDF for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

PDB for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

3D PDB for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

SMILES for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

INCHI for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

Structure for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)

3D Structure for CFc000166828 (2-[(2-amino-1-hydroxy-3-{[(7E,9E,11Z,14Z)-5-hydroxy-1-[2-hydroxy-3-(phosphonooxy)propoxy]-1-oxoicosa-7,9,11,14-tetraen-6-yl]sulfanyl}propylidene)amino]acetic acid)