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
References
1. de Carvalho FD, Quick M. (2011)
Surprising substrate versatility in SLC5A6: Na+-coupled I- transport by the human Na+/multivitamin transporter (hSMVT).
J. Biol. Chem., 286 (1): 131-7. [PMID:20980265]