CHEBI:17115 - L-serine

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ChEBI Name L-serine
ChEBI ID CHEBI:17115
ChEBI ASCII Name L-serine
Definition The L-enantiomer of serine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45440, CHEBI:45451, CHEBI:45677, CHEBI:45590, CHEBI:45597, CHEBI:13167, CHEBI:21387, CHEBI:6301
Supplier Information ChemicalBook:CB5154906, eMolecules:17405465, eMolecules:883847, ZINC000000394712
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5-Methylcytosine (5mC) is a methylated form of the DNA base cytosine (C) that regulates gene transcription and takes several other biological roles. When cytosine is methylated, the DNA maintains the same sequence, but the expression of methylated genes can be altered (the study of this is part of the field of epigenetics). 5-Methylcytosine is incorporated in the nucleoside 5-methylcytidine.
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Formula C3H7NO3
Net Charge 0
Average Mass 105.09262
Monoisotopic Mass 105.04259
InChI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1
InChIKey MTCFGRXMJLQNBG-REOHCLBHSA-N
SMILES N[C@@H](CO)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
fundamental metabolite
Any metabolite produced by all living cells.
(via serine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-serine (CHEBI:17115) has role Escherichia coli metabolite (CHEBI:76971)
L-serine (CHEBI:17115) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-serine (CHEBI:17115) has role algal metabolite (CHEBI:84735)
L-serine (CHEBI:17115) has role human metabolite (CHEBI:77746)
L-serine (CHEBI:17115) has role mouse metabolite (CHEBI:75771)
L-serine (CHEBI:17115) is a L-α-amino acid (CHEBI:15705)
L-serine (CHEBI:17115) is a proteinogenic amino acid (CHEBI:83813)
L-serine (CHEBI:17115) is a serine (CHEBI:17822)
L-serine (CHEBI:17115) is a serine family amino acid (CHEBI:26650)
L-serine (CHEBI:17115) is conjugate acid of L-serinate (CHEBI:32836)
L-serine (CHEBI:17115) is conjugate base of L-serinium (CHEBI:32837)
L-serine (CHEBI:17115) is enantiomer of D-serine (CHEBI:16523)
L-serine (CHEBI:17115) is tautomer of L-serine zwitterion (CHEBI:33384)
Incoming N-arachidonoyl-L-serine (CHEBI:143514) has functional parent L-serine (CHEBI:17115)
N2-[3-(3-oxo-3,4-dihydroquinoxalin-2-yl)propanoyl]-L-serinamide (CHEBI:156214) has functional parent L-serine (CHEBI:17115)
O-ureido-L-serine (CHEBI:73536) has functional parent L-serine (CHEBI:17115)
L-3-oxoalanine (CHEBI:37012) has functional parent L-serine (CHEBI:17115)
L-serine derivative (CHEBI:84135) has functional parent L-serine (CHEBI:17115)
Ala-Ala-Ser (CHEBI:73321) has functional parent L-serine (CHEBI:17115)
Ala-Asn-Gln-Ser (CHEBI:73331) has functional parent L-serine (CHEBI:17115)
Ala-Asp-Ser (CHEBI:73344) has functional parent L-serine (CHEBI:17115)
Ala-Gly-Ser (CHEBI:73350) has functional parent L-serine (CHEBI:17115)
Ala-Leu-Leu-Ser (CHEBI:73366) has functional parent L-serine (CHEBI:17115)
Ala-Leu-Val-Ser (CHEBI:73375) has functional parent L-serine (CHEBI:17115)
Ala-Met-Ser-Arg (CHEBI:73376) has functional parent L-serine (CHEBI:17115)
Ala-Phe-Thr-Ser (CHEBI:73377) has functional parent L-serine (CHEBI:17115)
Ala-Ser (CHEBI:73394) has functional parent L-serine (CHEBI:17115)
Ala-Val-Asp-Ser (CHEBI:73386) has functional parent L-serine (CHEBI:17115)
Arg-Asn-Gly-Ser (CHEBI:73399) has functional parent L-serine (CHEBI:17115)
Arg-Asp-Gln-Ser (CHEBI:137242) has functional parent L-serine (CHEBI:17115)
Arg-Trp-Ser-Tyr (CHEBI:73405) has functional parent L-serine (CHEBI:17115)
Asn-Asn-Pro-Ser (CHEBI:73407) has functional parent L-serine (CHEBI:17115)
Asn-Leu-Leu-Ser (CHEBI:73409) has functional parent L-serine (CHEBI:17115)
Asn-Ser (CHEBI:73426) has functional parent L-serine (CHEBI:17115)
Asn-Trp-Asp-Ser (CHEBI:73414) has functional parent L-serine (CHEBI:17115)
Asp-Gln-Ser (CHEBI:73448) has functional parent L-serine (CHEBI:17115)
Asp-Leu-Leu-Ser (CHEBI:73430) has functional parent L-serine (CHEBI:17115)
Asp-Leu-Thr-Ser (CHEBI:73434) has functional parent L-serine (CHEBI:17115)
Asp-Pro-Ser-Ser (CHEBI:73439) has functional parent L-serine (CHEBI:17115)
Asp-Ser (CHEBI:73454) has functional parent L-serine (CHEBI:17115)
cryptomaldamide (CHEBI:156424) has functional parent L-serine (CHEBI:17115)
Cys-Ser (CHEBI:73462) has functional parent L-serine (CHEBI:17115)
Gln-Ser (CHEBI:157840) has functional parent L-serine (CHEBI:17115)
Glu-Ile-Ser (CHEBI:73498) has functional parent L-serine (CHEBI:17115)
Glu-Ser (CHEBI:73509) has functional parent L-serine (CHEBI:17115)
Gly-Ser (CHEBI:73516) has functional parent L-serine (CHEBI:17115)
lejimalide A (CHEBI:77757) has functional parent L-serine (CHEBI:17115)
lejimalide B (CHEBI:77759) has functional parent L-serine (CHEBI:17115)
Leu-Ala-Ser (CHEBI:73525) has functional parent L-serine (CHEBI:17115)
Leu-Asp-Ser (CHEBI:73563) has functional parent L-serine (CHEBI:17115)
Leu-Gly-Ser (CHEBI:138513) has functional parent L-serine (CHEBI:17115)
Leu-Leu-Ser (CHEBI:73569) has functional parent L-serine (CHEBI:17115)
Leu-Ser (CHEBI:73523) has functional parent L-serine (CHEBI:17115)
Leu-Ser-Ser-Tyr (CHEBI:73522) has functional parent L-serine (CHEBI:17115)
Leu-Thr-Ser (CHEBI:73575) has functional parent L-serine (CHEBI:17115)
Leu-Val-Ser (CHEBI:73578) has functional parent L-serine (CHEBI:17115)
Lys-Leu-Ser (CHEBI:156358) has functional parent L-serine (CHEBI:17115)
Lys-Ser-Trp (CHEBI:144474) has functional parent L-serine (CHEBI:17115)
Met-Ser (CHEBI:73613) has functional parent L-serine (CHEBI:17115)
Phe-Ser (CHEBI:71032) has functional parent L-serine (CHEBI:17115)
Pro-Ser (CHEBI:73648) has functional parent L-serine (CHEBI:17115)
Ser-Asp-Lys (CHEBI:162959) has functional parent L-serine (CHEBI:17115)
Ser-Asp-Lys-Pro (CHEBI:191177) has functional parent L-serine (CHEBI:17115)
Ser-His (CHEBI:73651) has functional parent L-serine (CHEBI:17115)
Ser-Leu-Ser (CHEBI:144475) has functional parent L-serine (CHEBI:17115)
Ser-Lys (CHEBI:144702) has functional parent L-serine (CHEBI:17115)
Ser-Phe (CHEBI:71029) has functional parent L-serine (CHEBI:17115)
Ser-Ser (CHEBI:73653) has functional parent L-serine (CHEBI:17115)
Ser-Thr (CHEBI:141393) has functional parent L-serine (CHEBI:17115)
Ser-Trp (CHEBI:141445) has functional parent L-serine (CHEBI:17115)
Ser-Trp-Lys (CHEBI:144904) has functional parent L-serine (CHEBI:17115)
Ser-Tyr (CHEBI:73652) has functional parent L-serine (CHEBI:17115)
Thr-Ala-Ser (CHEBI:73657) has functional parent L-serine (CHEBI:17115)
Thr-Ser (CHEBI:73664) has functional parent L-serine (CHEBI:17115)
Trp-Asp-Ser (CHEBI:73692) has functional parent L-serine (CHEBI:17115)
Trp-Ser (CHEBI:73694) has functional parent L-serine (CHEBI:17115)
Tyr-Ser (CHEBI:141457) has functional parent L-serine (CHEBI:17115)
vanchrobactin (CHEBI:157682) has functional parent L-serine (CHEBI:17115)
L-serinium (CHEBI:32837) is conjugate acid of L-serine (CHEBI:17115)
L-serinate (CHEBI:32836) is conjugate base of L-serine (CHEBI:17115)
D-serine (CHEBI:16523) is enantiomer of L-serine (CHEBI:17115)
L-serine residue (CHEBI:29999) is substituent group from L-serine (CHEBI:17115)
L-serino group (CHEBI:32839) is substituent group from L-serine (CHEBI:17115)
L-seryl group (CHEBI:32838) is substituent group from L-serine (CHEBI:17115)
L-serine zwitterion (CHEBI:33384) is tautomer of L-serine (CHEBI:17115)
IUPAC Name
L-serine
Synonyms Sources
(2S)-2-amino-3-hydroxypropanoic acid IUPAC
(S)-(−)-serine NIST Chemistry WebBook
(S)-2-amino-3-hydroxypropanoic acid NIST Chemistry WebBook
(S)-alpha-Amino-beta-hydroxypropionic acid HMDB
(S)-serine ChemIDplus
beta-Hydroxy-L-alanine HMDB
beta-Hydroxyalanine HMDB
L-(−)-serine NIST Chemistry WebBook
L-2-Amino-3-hydroxypropionic acid KEGG COMPOUND
L-3-Hydroxy-2-aminopropionic acid HMDB
L-3-Hydroxy-alanine KEGG COMPOUND
L-Ser DrugBank
L-Serin ChEBI
L-Serine KEGG COMPOUND
S ChEBI
Ser ChEBI
SERINE PDBeChem
Serine KEGG COMPOUND
Manual Xrefs Databases
4127 DrugCentral
C00001393 KNApSAcK
C00065 KEGG COMPOUND
D00016 KEGG DRUG
DB00133 DrugBank
ECMDB00187 ECMDB
HMDB0000187 HMDB
L-serine Wikipedia
SER PDBeChem
SER MetaCyc
YMDB00112 YMDB
View more database links
Registry Numbers Types Sources
1721404 Reaxys Registry Number Reaxys
2570 Gmelin Registry Number Gmelin
56-45-1 CAS Registry Number KEGG COMPOUND
56-45-1 CAS Registry Number ChemIDplus
56-45-1 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
1650428 PubMed citation Europe PMC
17439666 PubMed citation Europe PMC
19062365 PubMed citation Europe PMC
21956576 PubMed citation Europe PMC
22265470 PubMed citation Europe PMC
22393170 PubMed citation Europe PMC
22547037 PubMed citation Europe PMC
22566084 PubMed citation Europe PMC
22566694 PubMed citation Europe PMC
Last Modified
13 April 2022