CMP-Neu5Ac

HCID 448209CAS 3063-71-6

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@](OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)O)C[C@@H]1O
InChIKey: TXCIAUNLDRJGJZ-BILDWYJOSA-N
Summenformel: C20H31N4O16P
Durchschnittliche Molmasse: 614,5 g/mol
Monoisotopische Masse: 614,14726791

Namen und Bezeichner

Bevorzugter Name: CMP-Neu5Ac
IUPAC: (2R,4S,5R,6R)-5-acetamido-2-[[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Englischer Name: CYTIDINE 5'-MONOPHOSPHO-N-
Summenformel: C20H31N4O16P
Molmasse: 614.45

Namen und Synonyme

3063-71-6cytidine monophosphate N-acetylneuraminic acidCmp-nanaCMP-N-acetylneuraminic acidAcetylneuraminic acid, CMPCMP acetylneuraminic acidCMP-Neu5Ac(2R,4S,5R,6R)-2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acidD-glycero-beta-D-galacto-2-Nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-, 2-(hydrogen 5'-cytidylate)DTXSID10904348CMP Sialic acidCMP N Acetylneuraminic Acid

Weitere Namen anzeigen

cmp-nanCMP-SiaCMP-NeuAcCYTIDINE 5'-MONOPHOSPHO-N-CMP-N-acetyl-β-neuraminicaciCMP-Sialic Acid, Disodium Salt

(2R,4S,5R,6R)-2-(((((2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)-5-acetamido-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)oxane-2-carboxylic acidRefChem:388909Cytidine monophosphate N acetylneuraminic acidDTXCID801333505CMP-Sialic acidCMP-N-acetylneuraminateCMP-NeuNAccytidine-5'-monophospho-N-acetylneuraminic acid

Datenbank-Bezeichner

CAS: 3063-71-6
PubChem CID: 448209
ChEMBL: CHEMBL1234647
ChEBI: CHEBI:16556
UNII: T8I6M8AXA0
Nikkaji: J838.846F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -6,7
Polarare Oberfläche (TPSA): 321 Å²
H-Brücken-Donoren: 10
H-Brücken-Akzeptoren: 16
Frei drehbare Bindungen: 11
Schwere Atome: 41
Formalladung: 0
Komplexität: 1.120

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid

Collision Cross Section215.5 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]；220.7 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physikochemische Eigenschaften

Dichte: 2.02 · 2.02±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
pka: 1.3 · 1.30±0.50(Predicted)
Aggregatzustand: solid
Farbe: white
Wasserlöslichkeit: 20 mg/mL · water: 20mg/mL
BRN: 4224251 · 4224251
InChIKey: VFRHSOGUONIUOR-SQQGBWPWNA-M
SMILES: [P](=O)(OC3(OC(C(C(C3)O)NC(=O)C)C(O)C(O)CO)C(=O)O)(OCC1OC(C(C1O)O)N2C=CC(=NC2=O)N)O

Sicherheit und Regulatorisches

Sicherheitsdaten

F: 10-21
wgk: 3
risk_code: 36/37/38
safety_code: 26
Speicherklasse: 13 - Non Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsPlacenta

Cellular LocationsCytoplasm；Golgi apparatus；Nucleus

Metabolite PathwaysAmino Sugar Metabolism；G(M2)-Gangliosidosis: Variant B, Tay-sachs disease；Salla Disease/Infantile Sialic Acid Storage Disease；Sialuria or French Type Sialuria；Tay-Sachs Disease

Anwendungen · 1 Eintrag

VerwendenCytidine-5′-monophospho-N-acetylneuraminic acid sodium salt has been used: as a standard in high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) for nucleotide sugar analysis in Joubert syndrome type 10 (JBTS10) patient cells and control skin fibroblasts, As a substrate for the enzymatic sialylation of G2 glycoforms, resialylation assay, in in-vitro sialyltransferase assay