N-Acetyl-Neuraminic Acid (HCID 439197)

개요

N-acetylneuraminic acid is an N-acylneuraminic acid where the N-acyl group is specified as acetyl. It has a role as an antioxidant, an EC 3.2.1.18 (exo-alpha-sialidase) inhibitor, a mouse metabolite, a bacterial metabolite and a human metabolite. It is a conjugate acid of a N-acetylneuraminate.

이름 및 식별자

우선 이름: N-Acetyl-Neuraminic Acid
IUPAC: (4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
현지명: 아세틸뉴라미닉애씨드
영어명: N-Acetylneuraminic acid
분자식: C11H19NO9
분자량: 309.27

이름 및 동의어

N-acetylneuraminic acidNeu5AcN-Acetyl-neuraminic acidAcidium aceneuramicum5-n-acetyl-neuraminic acidDTXSID4013771095-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acidAcid, SialicSNFG:Neu5AcN Acetylneuraminic AcidNeu5Ac (SNFG)Acid, N-Acetylneuraminic

이름 더 보기

아세틸뉴라미닉애씨드SIALIC ACIDNANNANAAcetylneuraminic acidNeuAcLACTAMINIC ACID(-)-N-ACETYLNEURAMINIC ACID(2S,4S,5R,6R)-5-AcetaMido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acidN-AcetyIneuraminic acid

GlyTouCan:G81533KYRefChem:1113556G81533KY5-(Acetylamino)-3,5-Dideoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid5-(Acetylamino)-3,5-Dideoxy-D-glycero-D-galacto-non-2-nonulosonic Acid5-(Acetylamino)-3,5-Dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic AcidD-glycero-5-acetamido-3,5-dideoxy-D-galacto-Non-2-ulo-pyranosonic Acid2,4-dihydroxy-5-((1-hydroxyethylidene)amino)-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid; 4,6,7,8,9-pentahydroxy-5-((1-hydroxyethylidene)amino)-2-oxononanoic acid

데이터베이스 식별자

CAS: 131-48-6
PubChem CID: 439197
DTXSID: DTXSID401377109
ChEMBL: CHEMBL4280954
ChEBI: CHEBI:17012
EC Number: 205-023-1
Nikkaji: J1.219.302E

물성

구조 계산 물성

XLogP: -3.5
극성 표면적: 177 Å²
수소 결합 공여자 수: 7
수소 결합 수용자 수: 9
회전 가능 결합 수: 5
무거운 원자 수: 21
형식 전하: 0
복잡도: 403

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Monosaccharides and Derivatives

Physical DescriptionWhite crystals; [Sigma-Aldrich MSDS]

Collision Cross Section · 2건

168.6 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

168.7 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

물리화학적 성질

녹는점: 184 · 184-186 °C
끓는 점: 449.56 °C · 449.56°C (rough estimate)
밀도: 1.358 · 1.3580 (rough estimate)
굴절률: -32 ° · -32 ° (C=1, H2O)
저장 조건: -20 °C · -20°C
용해도: 50 g/L · 50g/L(20°C)
산도 계수 (pKa): 2.41 · 2.41±0.54(Predicted)
물리적 상태: 합성, 결정질
색상: 흰색에서 황백색까지
생물학적 소스: synthetic
수용성: 50 g/L · 50g/L(20℃)
Merck: 14 · 14,8484
BRN: 1716283 · 1716283
안정성: 안정적인. 강한 산화제와 호환되지 않습니다.
주요 응용: 음식 및 음료
화장품 원료 기능: 피부 컨디셔닝피부 보호
InChI: 1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
InChIKey: SQVRNKJHWKZAKO-PFQGKNLYSA-N
SMILES: O[C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@@H]([C@@H](CO)O)O)C(O)=O
LogP: -1.897 · -1.897 (est)
EPA: Neuraminic acid, N-acetyl- (131-48-6)

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 78.6% (44 of 56) of all reports.

Warning

H319 (21.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 5 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 2건

Regulation (EC) No 258/1997

Neuraminic acid, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn eye irritant; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesEye Irrit. 2A (21.4%)

안전 데이터

wgk: 3
tsca: TSCA listed
HS 번호: 29329970
risk_code: 36/37/38
hazard_code: Xi
safety_code: 22-24/25-36-26
F 고인화성물질: 3-10-23
위험 참고 사항: Irritant
Hazard Classifications: Eye Irrit. 2
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

용도 및 제조

UsesAn N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. [ChemIDplus]

General Manufacturing InformationNeuraminic acid, N-acetyl-: ACTIVE

응용 분야 · 1건

개요N-acetylneuraminic acid is an N-acyl derivative of neuraminic or acid amino sugar derivative, derived from N-acetylmannosamine and pyruvic acid. It is an important constituent of glycoproteins and glycolipids. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria.