ChemFOnt: Showing chemical card for Lipoteichoic acid (CFc000233647)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:03:51 UTC

Chemfont ID

CFc000233647

Molecule Identification

Common Name

Lipoteichoic acid

Definition

N-[5-amino-2-({2-[3-(heptanoyloxy)-2-(pentadec-7-enoyloxy)propoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-4-hydroxy-6-methyloxan-3-yl]ethanimidic acid belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Based on a literature review very few articles have been published on N-[5-amino-2-({2-[3-(heptanoyloxy)-2-(pentadec-7-enoyloxy)propoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-4-hydroxy-6-methyloxan-3-yl]ethanimidic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-[5-Amino-2-({2-[3-(heptanoyloxy)-2-(pentadec-7-enoyloxy)propoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-4-hydroxy-6-methyloxan-3-yl]ethanimidate	Generator
Lipoteichoate	Generator
LTA-2	MeSH
Teichoic acid I	MeSH
LTA-1	MeSH

Chemical Formula

C₃₉H₇₀N₂O₁₃

Average Molecular Weight

774.99

Monoisotopic Molecular Weight

774.487790322

IUPAC Name

1-({4-[(5-amino-3-acetamido-4-hydroxy-6-methyloxan-2-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl}oxy)-3-(heptanoyloxy)propan-2-yl pentadec-7-enoate

Traditional Name

1-({4-[(5-amino-3-acetamido-4-hydroxy-6-methyloxan-2-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl}oxy)-3-(heptanoyloxy)propan-2-yl pentadec-7-enoate

CAS Registry Number

Not Available

SMILES

CCCCCCCC=CCCCCCC(=O)OC(COC1OC(CO)C(O)C(OC2OC(C)C(N)C(O)C2NC(C)=O)C1O)COC(=O)CCCCCC

InChI Identifier

InChI=1S/C39H70N2O13/c1-5-7-9-11-12-13-14-15-16-17-18-20-22-31(45)52-28(24-49-30(44)21-19-10-8-6-2)25-50-39-36(48)37(34(46)29(23-42)53-39)54-38-33(41-27(4)43)35(47)32(40)26(3)51-38/h14-15,26,28-29,32-39,42,46-48H,5-13,16-25,40H2,1-4H3,(H,41,43)

InChI Key

PANDRCFROUDETH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Polysaccharide
Acylaminosugar
Saccharolipid
Hexose phosphate
N-acyl-alpha-hexosamine
Fatty acyl glycoside
C-glucuronide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
C-glycosyl compound
Organic pyrophosphate
Phosphoethanolamine
Fatty acid ester
Beta-hydroxy acid
Monoalkyl phosphate
Ketal
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Oxane
Pyran
Hydroxy acid
Fatty amide
N-acyl-amine
Phosphoric acid ester
Organophosphonic acid
Acetamide
Organophosphonic acid derivative
Tertiary alcohol
Amino acid or derivatives
Amino acid
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organonitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Primary amine
Primary alcohol
Primary aliphatic amine
Amine
Organophosphorus compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	4.11	ALOGPS
logP	4.31	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.98	ChemAxon
pKa (Strongest Basic)	8.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	225.56 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	198.85 m³·mol⁻¹	ChemAxon
Polarizability	88.51 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

HMDB0254121

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

155886516

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Lipoteichoic acid (CFc000233647)

MOL for CFc000233647 (Lipoteichoic acid)

3D MOL for CFc000233647 (Lipoteichoic acid)

3D SDF for CFc000233647 (Lipoteichoic acid)

3D-SDF for CFc000233647 (Lipoteichoic acid)

PDB for CFc000233647 (Lipoteichoic acid)

3D PDB for CFc000233647 (Lipoteichoic acid)

SMILES for CFc000233647 (Lipoteichoic acid)

INCHI for CFc000233647 (Lipoteichoic acid)

Structure for CFc000233647 (Lipoteichoic acid)

3D Structure for CFc000233647 (Lipoteichoic acid)