ChemFOnt: Showing chemical card for CMP-N-acetyl-beta-neuraminate(2-) (CFc000043107)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:00 UTC

Chemfont ID

CFc000043107

Molecule Identification

Common Name

CMP-N-acetyl-beta-neuraminate(2-)

Definition

CMP-N-acetyl-beta-neuraminate(2-) is also known as CMP-N-Acetyl-b-neuraminic acid or Cytidine monophosphate N-acetylneuraminic acid. CMP-N-acetyl-beta-neuraminate(2-) is considered to be soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[({[3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylate	Generator
CMP-N-Acetyl-b-neuraminate(2-)	Generator
CMP-N-Acetyl-b-neuraminic acid(2-)	Generator
CMP-N-Acetyl-beta-neuraminic acid(2-)	Generator
CMP-N-Acetyl-β-neuraminate(2-)	Generator
CMP-N-Acetyl-β-neuraminic acid(2-)	Generator

Chemical Formula

C₂₀H₃₁N₄O₁₆P

Average Molecular Weight

614.454

Monoisotopic Molecular Weight

614.147267932

IUPAC Name

2-[({[3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

Traditional Name

2-({[3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NC1C(O)CC(OP(O)(=O)OCC2OC(C(O)C2O)N2C=CC(=N)N=C2O)(OC1C(O)C(O)CO)C(O)=O

InChI Identifier

InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)

InChI Key

TXCIAUNLDRJGJZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside monophosphate
N-acylneuraminic acid
N-acylneuraminic acid or derivatives
Neuraminic acid
Pentose phosphate
Pentose-5-phosphate
C-glucuronide
C-glycosyl compound
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Aminopyrimidine
Pyrimidone
Dialkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyran
Pyrimidine
Imidolactam
Alkyl phosphate
Tetrahydrofuran
Acetamide
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Amino acid
Amino acid or derivatives
Polyol
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Primary amine
Alcohol
Primary alcohol
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062695)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.55 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-5.3	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.31	ChemAxon
pKa (Strongest Basic)	2.55	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	325.17 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	137.35 m³·mol⁻¹	ChemAxon
Polarizability	54.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0250377

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

316

PDB ID

Not Available

ChEBI ID

168748

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for CMP-N-acetyl-beta-neuraminate(2-) (CFc000043107)

MOL for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

3D MOL for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

3D SDF for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

3D-SDF for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

PDB for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

3D PDB for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

SMILES for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

INCHI for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

Structure for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))

3D Structure for CFc000043107 (CMP-N-acetyl-beta-neuraminate(2-))