Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H18N2O3S |
| Molecular Weight | 258.337 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12
InChI
InChIKey=BHEWJAXNLVWPSC-NRPADANISA-N
InChI=1S/C11H18N2O3S/c1-16-9(14)5-3-2-4-8-10-7(6-17-8)12-11(15)13-10/h7-8,10H,2-6H2,1H3,(H2,12,13,15)/t7-,8-,10-/m0/s1
Biotin methyl ester is an intermediate in the synthesis of Biotin. It is used as an inhibitor of biotin transport and uptake in “in vitro” researches. Biotin and its methyl ester are equally active for the growth of yeast (Saccharomyces cerevisiae, strain M). Lactobacillus casei can utilize the methyl ester of biotin. However growth and fermentation are slower than with free biotin.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: N,N′,N′′-tris-(7-methyl-1,8-naphthyridin-2-yl)-1,3,5-benzenetricarboxamide Sources: https://www.ncbi.nlm.nih.gov/pubmed/16599586 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Molecular recognition studies on naphthyridine derivatives. | 2010-03-03 |
|
| Biotin reagents for antibody pretargeting. 7. Investigation of chemically inert biotinidase blocking functionalities for synthetic utility. | 2006-11-16 |
|
| Biotin uptake by rabbit corneal epithelial cells: role of sodium-dependent multivitamin transporter (SMVT). | 2006-10 |
|
| Functional characterization of sodium-dependent multivitamin transporter in MDCK-MDR1 cells and its utilization as a target for drug delivery. | 2006-06-06 |
|
| Molecular recognition: improved binding of biotin derivatives with synthetic receptors. | 2006-04-14 |
|
| Towards the design of host-guest complexes: biotin and urea derivatives versus artificial receptors. | 2004-12-15 |
|
| Transport of biotin in human keratinocytes. | 2003-03 |
|
| The nitrilase superfamily: classification, structure and function. | 2001 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17038304
1 mM of biotin methyl ester inhibits [3H]Biotin uptake on Primary cultured rabbit corneal epithelial cells by 24%.
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83871
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608-16-2
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H3S7E3P0H6
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C411823
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SUBSTANCE RECORD