시티딘5'-모노포스포-N-

CMP-Neu5Ac

HCID 448209CAS 3063-71-6

부분 구조 검색 유사 구조 찾기

기본 정보

표준 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
분자식: C20H31N4O16P
평균 분자량: 614.5 g/mol
단동위원소 질량: 614.14726791

이름 및 식별자

우선 이름: 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
현지명: 시티딘5'-모노포스포-N-
영어명: CYTIDINE 5'-MONOPHOSPHO-N-
분자식: C20H31N4O16P
분자량: 614.45

이름 및 동의어

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

이름 더 보기

시티딘5'-모노포스포-N-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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: -6.7
극성 표면적: 321 Å²
수소 결합 공여자 수: 10
수소 결합 수용자 수: 16
회전 가능 결합 수: 11
무거운 원자 수: 41
형식 전하: 0
복잡도: 1,120

실험 및 물리화학적 성질

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)]

물리화학적 성질

밀도: 2.02 · 2.02±0.1 g/cm3(Predicted)
저장 조건: -20 °C · -20°C
산도 계수 (pKa): 1.3 · 1.30±0.50(Predicted)
물리적 상태: solid
색상: white
수용성: 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

안전 및 규제

안전 데이터

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

화학 및 산업

약리 정보

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

응용 분야 · 2건

용도Cytidine-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

일반 설명Cytosine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) is a sugar-nucleotide produced by CMP-Neu5Ac synthetase from CTP and Neu5Ac.