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O-acetyl-L-serine

AlkaPlorer ID: AK006384

Synonym: '', 'O-Acetylserine', 'L-Serine, acetate (ester)', 'Serine; (S)-form, O-Ac', 'O-Acetyl-L-serine', 'O3-acetyl-L-serine', 'O-acetyl-L-serine', 'O3-Acetyl-L-serine'

IUPAC Name: (2S)-3-acetyloxy-2-aminopropanoic acid

Structure

SMILES: CC(=O)OC[C@H](N)C(=O)O

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InChI: InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1

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InChIKey: VZXPDPZARILFQX-BYPYZUCNSA-N

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Properties Information

Molecule Weight: 147.13000000000002

TPSA？: 89.62

MolLogP？: -1.0385999999999993

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Histone deacetylase 6 Inhibition -44.78 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 3.65 % 10.6019/CHEMBL4808148
Rattus norvegicus Amino acid transporter Inhibition 25.0 % None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 27.39 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.17 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 21.47 % 10.21203/rs.3.rs-23951/v1

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001348 C/C(=C\CNc1ncnc2[nH]cnc12)CO.CC(=O)OC[C@H](N)C(=O)O>>C/C(=C\CNc1ncnc2c1ncn2C[C@@H](N)C(=O)O)CO R03133
AKRT001349 C/C(=C\CNc1ncnc2[nH]cnc12)CO.CC(=O)OC[C@H](N)C(=O)O>>C/C(=C\CNc1ncnc2c1ncn2C[C@H](N)C(=O)O)CO BETA-9-CYTOKININ-ALANINE-SYNTHASE-RXN
AKRT002002 CC(=O)C(=O)O.CC(=O)O>>CC(=O)OC[C@H](N)C(=O)O MNXR133361
AKRT004067 CC(=O)O.N#CC[C@H](N)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O MNXR172646
AKRT004081 CC(=O)O.N[C@@H](CCSC[C@H](N)C(=O)O)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O enzymemap_40008
AKRT004085 CC(=O)O.N[C@@H](CS)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O MNXR133878
AKRT004086 CC(=O)O.N[C@@H](CSS(=O)(=O)O)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O MNXR152863
AKRT004087 CC(=O)O.N[C@@H](Cc1c[nH]oc1=O)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O RXN-15247
AKRT004256 CC(=O)OC[C@H](N)C(=O)O.C#N>>N#CC[C@H](N)C(=O)O enzymemap_40592
AKRT004257 CC(=O)OC[C@H](N)C(=O)O.CC(=O)[CoA]>>CC(=O)N[C@@H](COC(C)=O)C(=O)O RXN1R65-39
AKRT004258 CC(=O)OC[C@H](N)C(=O)O.CCS>>CCSC[C@H](N)C(=O)O RXN-8919
AKRT004259 CC(=O)OC[C@H](N)C(=O)O.N=c1nc[nH][nH]1>>N=c1ncn(C[C@H](N)C(=O)O)[nH]1 enzymemap_40701
AKRT004260 CC(=O)OC[C@H](N)C(=O)O.NC(=O)NO>>CC(=O)O.NC(=O)NOC[C@H](N)C(=O)O None
AKRT004261 CC(=O)OC[C@H](N)C(=O)O.NC(=O)NO>>NC(=O)NOC[C@H](N)C(=O)O RXN-14458
AKRT004262 CC(=O)OC[C@H](N)C(=O)O.N[C@@H](CCS)C(=O)O>>CC(=O)O.N[C@@H](CCSC[C@H](N)C(=O)O)C(=O)O None
AKRT004263 CC(=O)OC[C@H](N)C(=O)O.N[C@@H](CCS)C(=O)O>>N[C@@H](CCSC[C@H](N)C(=O)O)C(=O)O RXN-17600
AKRT004264 CC(=O)OC[C@H](N)C(=O)O.N[C@@H](CCS)C(=O)O>>N[C@H](CSCC[C@@H](N)C(=O)O)C(=O)O MNXR136522
AKRT004265 CC(=O)OC[C@H](N)C(=O)O.Nc1nc[nH]n1>>Nc1ncn(C[C@H](N)C(=O)O)n1 enzymemap_40701
AKRT004266 CC(=O)OC[C@H](N)C(=O)O.O=C1CC=NO1>>N[C@@H](CC1C=NOC1=O)C(=O)O enzymemap_39925
AKRT004267 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]c(=O)[nH]1>>N[C@@H](Cn1c(=O)cc[nH]c1=O)C(=O)O RXN-7543
AKRT004268 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]c(=O)[nH]1>>N[C@@H](Cn1ccc(=O)[nH]c1=O)C(=O)O RXN-7541
AKRT004269 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]cc1O>>N[C@@H](Cn1ccc(=O)c(O)c1)C(=O)O enzymemap_40705
AKRT004270 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]o1>>N[C@@H](Cc1c[nH]oc1=O)C(=O)O RXN-15247
AKRT004271 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]o1>>N[C@@H](Cn1ccc(=O)o1)C(=O)O RXN-15245
AKRT004272 CC(=O)OC[C@H](N)C(=O)O.Oc1ccccc1>>N[C@@H](COc1ccccc1)C(=O)O enzymemap_40595
AKRT004273 CC(=O)OC[C@H](N)C(=O)O.Oc1ccncc1O>>N[C@@H](Cn1ccc(=O)c(O)c1)C(=O)O RXN-7461
AKRT004274 CC(=O)OC[C@H](N)C(=O)O.SCc1ccccc1>>N[C@@H](CSCc1ccccc1)C(=O)O enzymemap_40591
AKRT004275 CC(=O)OC[C@H](N)C(=O)O.Sc1ccccc1>>N[C@@H](CSc1ccccc1)C(=O)O enzymemap_40596
AKRT004276 CC(=O)OC[C@H](N)C(=O)O.c1cn[nH]c1>>N[C@@H](Cn1cccn1)C(=O)O 2.5.1.51-RXN
AKRT004277 CC(=O)OC[C@H](N)C(=O)O>>CC(=O)C(=O)O enzymemap_40578
AKRT004278 CC(=O)OC[C@H](N)C(=O)O>>CC(=O)C(=O)O.CC(=O)O None
AKRT004279 CC(=O)OC[C@H](N)C(=O)O>>CC(=O)O ACSERLY-RXN
AKRT004280 CC(=O)OC[C@H](N)C(=O)O>>CC(=O)O.N[C@@H](CS)C(=O)O None
AKRT004281 CC(=O)OC[C@H](N)C(=O)O>>CC(=O)[32S].N[C@@H](CO)C(=O)O None
AKRT004282 CC(=O)OC[C@H](N)C(=O)O>>CC(=O)[CoA] R00586
AKRT004283 CC(=O)OC[C@H](N)C(=O)O>>NC(CS)C(=O)O MNXR180461
AKRT004284 CC(=O)OC[C@H](N)C(=O)O>>N[C@@H](CO)C(=O)O R00586
AKRT004285 CC(=O)OC[C@H](N)C(=O)O>>N[C@@H](CS)C(=O)O ACSERLY-RXN
AKRT004286 CC(=O)OC[C@H](N)C(=O)O>>N[C@@H](CSS(=O)(=O)O)C(=O)O SULFOCYS-RXN
AKRT004287 CC(=O)OC[C@H](N)C(=O)O>>N[C@@H](C[SeH])C(=O)O RXN-12726
AKRT004436 CC(=O)[32S].N[C@@H](CO)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O None
AKRT004698 CC(=O)[CoA].N[C@@H](CO)C(=O)O>>CC(=O)OC[C@H](N)C(=O)O SERINE-O-ACETTRAN-RXN
AKRT009554 CCCS.CC(=O)OC[C@H](N)C(=O)O>>CCCSC[C@H](N)C(=O)O enzymemap_40597
AKRT009791 CCS.CC(=O)OC[C@H](N)C(=O)O>>CCSC[C@H](N)C(=O)O enzymemap_40593
AKRT012042 CS.CC(=O)OC[C@H](N)C(=O)O>>CSC[C@H](N)C(=O)O enzymemap_40569