CHEBI:27870 - biocytin

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ChEBI Name biocytin
ChEBI ID CHEBI:27870
Definition A monocarboxylic acid amide that results from the formal condensation of the carboxylic acid group of biotin with the N6-amino group of L-lysine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7415, CHEBI:21882, CHEBI:21872
Supplier Information
Download Molfile XML SDF
Formula C16H28N4O4S
Net Charge 0
Average Mass 372.48300
Monoisotopic Mass 372.18313
InChI InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1
InChIKey BAQMYDQNMFBZNA-MNXVOIDGSA-N
SMILES [H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H](N)C(O)=O)[C@@]1([H])NC(=O)N2
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing biocytin (CHEBI:27870) has functional parent biotin (CHEBI:15956)
biocytin (CHEBI:27870) has role mouse metabolite (CHEBI:75771)
biocytin (CHEBI:27870) is a L-lysine derivative (CHEBI:25095)
biocytin (CHEBI:27870) is a azabicycloalkane (CHEBI:38295)
biocytin (CHEBI:27870) is a monocarboxylic acid amide (CHEBI:29347)
biocytin (CHEBI:27870) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
biocytin (CHEBI:27870) is a thiabicycloalkane (CHEBI:38297)
biocytin (CHEBI:27870) is a ureas (CHEBI:47857)
Incoming biocytinamide (CHEBI:85290) has functional parent biocytin (CHEBI:27870)
IUPAC Name
N6-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}-L-lysine
Synonyms Sources
(3aS-(3aα,4β,6aα))-N6-(5-(hexahydro-2-oxo-1H-thieno(3,4-d)imidazol-4-yl)-1-oxopentyl)-L-lysine RESID
Biocytin KEGG COMPOUND
biotinyl-L-lysine ChemIDplus
epsilon-N-Biotinyl-L-lysine KEGG COMPOUND
ε-N-biotinyllysine RESID
N(ε)-biotinyl-L-lysine ChEBI
N-biotinyl-L-lysine ChEBI
N6-D-Biotinyl-L-lysine KEGG COMPOUND
N6-D-biotinyl-L-lysine ChEBI
N6-D-Biotinyl-L-lysine KEGG COMPOUND
Nε-biotinyl-L-lysine ChEBI
Manual Xrefs Databases
AA0117 RESID
C05552 KEGG COMPOUND
US2710298 Patent
View more database links
Registry Numbers Types Sources
576-19-2 CAS Registry Number ChemIDplus
97197 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1384763 PubMed citation Europe PMC
9211279 PubMed citation Europe PMC
Last Modified
27 January 2016
General Comment
2011-07-08 An intermediate in the metabolism of biotin, biocytin occurs naturally in blood serum and urine. It is used as a histological stain for nerve cells.