biotin   Click here for help

GtoPdb Ligand ID: 4787

PDB Ligand
Comment: Biotin is a water-soluble B-complex vitamin and is an essential co-factor in various metabolic chemical conversions involving biologic carboxylations and the transfer of carbon dioxide. Biotin is critical for cell growth, fatty acid production and fat and amino acid metabolism. Biotin is used as a nutritional supplement, and to correct dietary shortage or imbalance.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 103.73
Molecular weight 244.09
XLogP 0.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCCCC1SCC2C1NC(=O)N2
Isomeric SMILES OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
InChI InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
InChI Key YBJHBAHKTGYVGT-ZKWXMUAHSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
International Nonproprietary Names Click here for help
INN number INN
1203 biotin
Database Links Click here for help
CAS Registry No. 58-85-5 (source: Scifinder)
ChEBI CHEBI:15956
ChEMBL Ligand CHEMBL857
DrugBank Ligand DB00121
DrugCentral Ligand 373
GtoPdb PubChem SID 178101489
PubChem CID 171548
RCSB PDB Ligand BTN
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Wikipedia Biotin