Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:16977 -
L
-alanine
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
L
-alanine
ChEBI ID
CHEBI:16977
ChEBI ASCII Name
L-alanine
Definition
The
L
-enantiomer of alanine.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:6171, CHEBI:40734, CHEBI:40735, CHEBI:46308, CHEBI:13069, CHEBI:21216
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C3H7NO2
Net Charge
0
Average Mass
89.09322
Monoisotopic Mass
89.04768
InChI
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
InChIKey
QNAYBMKLOCPYGJ-REOHCLBHSA-N
SMILES
C[C@H](N)C(O)=O
Metabolite of Species
Details
Mus musculus
(NCBI:txid10090)
Source: BioModels - MODEL1507180067 See:
PubMed
Chlamydomonas reinhardtii
(NCBI:txid3055)
See:
PubMed
Arabidopsis thaliana
(NCBI:txid3702)
See:
PubMed
Saccharomyces cerevisiae
(NCBI:txid4932)
Source: yeast.sf.net See:
PubMed
Escherichia coli
(NCBI:txid562)
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 (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor
An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of diaminopropionate ammonia-lyase (EC 4.3.1.15).
fundamental metabolite
Any metabolite produced by all living cells.
(via
alanine
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
L
-alanine (
CHEBI:16977
)
has role
EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor (
CHEBI:77881
)
L
-alanine (
CHEBI:16977
)
has role
fundamental metabolite (
CHEBI:78675
)
L
-alanine (
CHEBI:16977
)
is a
L
-α-amino acid (
CHEBI:15705
)
L
-alanine (
CHEBI:16977
)
is a
alanine (
CHEBI:16449
)
L
-alanine (
CHEBI:16977
)
is a
proteinogenic amino acid (
CHEBI:83813
)
L
-alanine (
CHEBI:16977
)
is a
pyruvate family amino acid (
CHEBI:26463
)
L
-alanine (
CHEBI:16977
)
is conjugate acid of
L
-alaninate (
CHEBI:32431
)
L
-alanine (
CHEBI:16977
)
is conjugate base of
L
-alaninium (
CHEBI:32432
)
L
-alanine (
CHEBI:16977
)
is enantiomer of
D
-alanine (
CHEBI:15570
)
L
-alanine (
CHEBI:16977
)
is tautomer of
L
-alanine zwitterion (
CHEBI:57972
)
Incoming
(+)-(
S
)-alapyridaine (
CHEBI:76046
)
has functional parent
L
-alanine (
CHEBI:16977
)
2-
L
-alanyl-5-
tert
-butyl-1,3,4-oxadiazole (
CHEBI:40893
)
has functional parent
L
-alanine (
CHEBI:16977
)
L
-alanine derivative (
CHEBI:83943
)
has functional parent
L
-alanine (
CHEBI:16977
)
L
-alanyl-
L
-alanine (
CHEBI:72816
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ac-Tyr-Val-Ala-Asp-chloromethylketone (
CHEBI:230455
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Ala (
CHEBI:73313
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Asp (
CHEBI:73317
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Asp-Asp (
CHEBI:73314
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Gly (
CHEBI:73318
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Pro (
CHEBI:73323
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Pro-Pro (
CHEBI:73324
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ala-Ser (
CHEBI:73321
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Arg (
CHEBI:137238
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asn (
CHEBI:73330
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asn-Asn-Pro (
CHEBI:73326
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asn-Asp-Pro (
CHEBI:73329
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asn-Gln-Ser (
CHEBI:73331
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asp-Gly (
CHEBI:73341
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asp-Pro (
CHEBI:73342
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Asp-Ser (
CHEBI:73344
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Cys (
CHEBI:157787
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Cys-Gly (
CHEBI:73345
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Gln-Pro (
CHEBI:73347
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Gly-Ala-Gly (
CHEBI:143968
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Gly-His (
CHEBI:73348
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Gly-Pro (
CHEBI:73349
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Gly-Ser (
CHEBI:73350
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Gly-Tyr (
CHEBI:73351
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Ala (
CHEBI:158283
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Ala-Pro (
CHEBI:73353
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Asp-Asp (
CHEBI:73355
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Asp-Gly (
CHEBI:73362
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Leu-Asp (
CHEBI:73363
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Leu-His (
CHEBI:73365
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Leu-Ser (
CHEBI:73366
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Leu-Thr (
CHEBI:73368
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Thr-Gln (
CHEBI:73372
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Thr-Pro (
CHEBI:73292
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Leu-Val-Ser (
CHEBI:73375
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Met-Asp-Tyr (
CHEBI:176849
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Met-Gln-Gln (
CHEBI:137239
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Met-Ser-Arg (
CHEBI:73376
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Phe-Thr-Ser (
CHEBI:73377
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Phe-Trp-Asn (
CHEBI:73379
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Pro (
CHEBI:73393
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Ser (
CHEBI:73394
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Thr-Ala-Pro (
CHEBI:73381
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Trp-Asn-Asp (
CHEBI:73382
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Tyr (
CHEBI:73395
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Val-Asp-His (
CHEBI:73383
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Val-Asp-Pro (
CHEBI:73384
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Val-Asp-Ser (
CHEBI:73386
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Val-Asp-Tyr (
CHEBI:73391
)
has functional parent
L
-alanine (
CHEBI:16977
)
Ala-Val-Pro-Pro (
CHEBI:73392
)
has functional parent
L
-alanine (
CHEBI:16977
)
Glu-Ala-Trp (
CHEBI:73490
)
has functional parent
L
-alanine (
CHEBI:16977
)
Glu-Leu-Phe-Ala (
CHEBI:73485
)
has functional parent
L
-alanine (
CHEBI:16977
)
Glu-Lys-Trp-Ala (
CHEBI:73487
)
has functional parent
L
-alanine (
CHEBI:16977
)
Gly-Ala-Ala (
CHEBI:144460
)
has functional parent
L
-alanine (
CHEBI:16977
)
L-Alanine-d3 (
CHEBI:229589
)
has functional parent
L
-alanine (
CHEBI:16977
)
Leu-Ala (
CHEBI:73527
)
has functional parent
L
-alanine (
CHEBI:16977
)
Leu-Ala-Asp (
CHEBI:73524
)
has functional parent
L
-alanine (
CHEBI:16977
)
Leu-Ala-Gly (
CHEBI:73526
)
has functional parent
L
-alanine (
CHEBI:16977
)
Leu-Ala-Ser (
CHEBI:73525
)
has functional parent
L
-alanine (
CHEBI:16977
)
Leu-Leu-Ala (
CHEBI:73565
)
has functional parent
L
-alanine (
CHEBI:16977
)
Leu-Thr-Ala (
CHEBI:73572
)
has functional parent
L
-alanine (
CHEBI:16977
)
Lys-Ala (
CHEBI:61872
)
has functional parent
L
-alanine (
CHEBI:16977
)
Met-Ala (
CHEBI:73610
)
has functional parent
L
-alanine (
CHEBI:16977
)
Met-Ala-Asp (
CHEBI:73609
)
has functional parent
L
-alanine (
CHEBI:16977
)
Met-Ala-Met (
CHEBI:140747
)
has functional parent
L
-alanine (
CHEBI:16977
)
methyl-
L
-alanine (
CHEBI:25264
)
has functional parent
L
-alanine (
CHEBI:16977
)
norophthalmic acid (
CHEBI:143251
)
has functional parent
L
-alanine (
CHEBI:16977
)
Phe-Ala (
CHEBI:73630
)
has functional parent
L
-alanine (
CHEBI:16977
)
Phe-Ala-Asp (
CHEBI:73627
)
has functional parent
L
-alanine (
CHEBI:16977
)
Phe-Ala-Gly (
CHEBI:73628
)
has functional parent
L
-alanine (
CHEBI:16977
)
Phe-Ala-Pro (
CHEBI:73617
)
has functional parent
L
-alanine (
CHEBI:16977
)
Phe-Trp-Ala (
CHEBI:73640
)
has functional parent
L
-alanine (
CHEBI:16977
)
Thr-Ala-Ala (
CHEBI:73654
)
has functional parent
L
-alanine (
CHEBI:16977
)
Thr-Ala-Asp (
CHEBI:73655
)
has functional parent
L
-alanine (
CHEBI:16977
)
Thr-Ala-His (
CHEBI:73656
)
has functional parent
L
-alanine (
CHEBI:16977
)
Thr-Ala-Ser (
CHEBI:73657
)
has functional parent
L
-alanine (
CHEBI:16977
)
Trp-Ala (
CHEBI:73710
)
has functional parent
L
-alanine (
CHEBI:16977
)
Trp-Ala-Asp (
CHEBI:73671
)
has functional parent
L
-alanine (
CHEBI:16977
)
Trp-Ala-Gly (
CHEBI:73691
)
has functional parent
L
-alanine (
CHEBI:16977
)
L
-alaninium (
CHEBI:32432
)
is conjugate acid of
L
-alanine (
CHEBI:16977
)
L
-alaninate (
CHEBI:32431
)
is conjugate base of
L
-alanine (
CHEBI:16977
)
D
-alanine (
CHEBI:15570
)
is enantiomer of
L
-alanine (
CHEBI:16977
)
L
-alanine residue (
CHEBI:46217
)
is substituent group from
L
-alanine (
CHEBI:16977
)
L
-alanino group (
CHEBI:32434
)
is substituent group from
L
-alanine (
CHEBI:16977
)
L
-alanyl group (
CHEBI:32433
)
is substituent group from
L
-alanine (
CHEBI:16977
)
L
-alanine zwitterion (
CHEBI:57972
)
is tautomer of
L
-alanine (
CHEBI:16977
)
IUPAC Name
L
-alanine
Synonyms
Sources
(2
S
)-2-aminopropanoic acid
IUPAC
(
S
)-2-aminopropanoic acid
ChEBI
(
S
)-alanine
NIST Chemistry WebBook
A
ChEBI
Ala
NIST Chemistry WebBook
ALANINE
PDBeChem
L-2-Aminopropionic acid
KEGG COMPOUND
L
-Alanin
ChEBI
L-Alanine
KEGG COMPOUND
L-alpha-Alanine
KEGG COMPOUND
L
-α-alanine
NIST Chemistry WebBook
Manual Xrefs
Databases
4255
DrugCentral
ALA_LFOH
PDBeChem
Alanine
Wikipedia
ALPHA-ALANINE
MetaCyc
C00001332
KNApSAcK
C00041
KEGG COMPOUND
D00012
KEGG DRUG
DB00160
DrugBank
ECMDB00161
ECMDB
HMDB0000161
HMDB
YMDB00154
YMDB
View more database links
Registry Numbers
Types
Sources
1720248
Reaxys Registry Number
Reaxys
49628
Gmelin Registry Number
Gmelin
56-41-7
CAS Registry Number
KEGG COMPOUND
56-41-7
CAS Registry Number
ChemIDplus
56-41-7
CAS Registry Number
NIST Chemistry WebBook
Citations
Types
Sources
18235971
PubMed citation
Europe PMC
22735334
PubMed citation
Europe PMC
3275662
PubMed citation
Europe PMC
Last Modified
11 April 2024