Acetylserine

HCID 65249

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Basic information

CAS: 16354-58-8
Standard SMILES: CC(=O)N[C@@H](CO)C(=O)O
InChIKey: JJIHLJJYMXLCOY-BYPYZUCNSA-N
Molecular formula: C5H9NO4
Average molar mass: 147.13 g/mol
Monoisotopic mass: 147.05315777

Overview

N-acetyl-L-serine is an N-acetyl-L-amino acid in which the amino acid specified is L-serine. Metabolite observed in cancer metabolism. It has a role as a human metabolite. It is a N-acetyl-L-amino acid and an acetyl-L-serine.

Names & identifiers

Preferred name: Acetylserine
IUPAC: (2S)-2-acetamido-3-hydroxypropanoic acid
English name: N-Acetyl-L-serine
Molecular formula: C5H9NO4
Molecular weight: 147.13

Names & synonyms

16354-58-8N-AcetylserineL-Serine, N-acetyl-(2S)-2-acetamido-3-hydroxypropanoic acidW98518XGZ3acetylserineDTXSID30167615RefChem:162815DTXCID2090106N-Acetyl-L-serine(S)-2-Acetamido-3-hydroxypropanoic acidN-Acetyl-Serine

Show more names

N-Ac-L-Ser-OHN-α-Acetyl-L-serine(2S)-2-acetamido-3-hydroxy-propanoic acid

Serine, N-acetyl-Ac-Ser-OHMFCD09952005acetyl-l-serineUNII-W98518XGZ3N-Acetyl-L-serine (>90%)DL-Serine, N-acetyl-N-Ac-Ser-OH

Database identifiers

CAS: 16354-58-8
PubChem CID: 65249
DTXSID: DTXSID30167615
ChEBI: CHEBI:45441
UNII: W98518XGZ3
Nikkaji: J142.028C

Properties

Computed structural properties

XLogP: -1.2
Topological polar surface area: 86.6 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 10
Formal charge: 0
Complexity: 145

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

Melting Point207.6 °C

Physical DescriptionSolid

Collision Cross Section127.2 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

Physicochemical properties

Melting point: 207.6 ℃ · 207.6℃
Boiling point: 468.4 · 468.4±40.0 °C(Predicted)
Density: 1.343 · 1.343±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly, Sonicated), Methanol (Sparingly), Water (Sparingly)
pka: 3.27 · 3.27±0.10(Predicted)
form: Solid
color: Off-White to Beige
Stability: Hygroscopic
InChI: InChI=1S/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10)/t4-/m0/s1
InChIKey: JJIHLJJYMXLCOY-BYPYZUCNSA-N
SMILES: C(O)(=O)[C@H](CO)NC(C)=O
FDA UNII: 98518 XGZ3 · W98518XGZ3

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta

Cellular LocationsCytoplasm

Applications

UsesN-Acetyl-L-serine (cas# 16354-58-8) was useful for studying wheat drought tolerance.

Upstream & downstream products

Upstream raw materials

L-Serine, N,O-diacetyl-O-Acetyl-L-serine L-Serine methyl ester hydrochloride Acetyl chloride L-Serine Carbon tetrachloride Acetic anhydride Acetic acid

Downstream products

DL-Glutamic acid

Suppliers43 total

盐城通铭生物科技有限公司15195160625 · [email protected]

上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]

梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]

常州科化生物科技有限公司0519-68985668 13685222090 · [email protected]

Additional notes

DefinitionChEBI: An N-acetyl-L-amino acid in which the amino acid specified is L-serine. Metabolite observed in cancer metabolism.

Related reactions

1 records

New reaction record

HRID 353243As reactantuspto-grants-2004_06

Compound notes

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