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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
Structure of BIOTIN METHYL ESTER

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

HIDE SMILES / InChI

Molecular Formula C11H18N2O3S
Molecular Weight 258.337
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: N,N′,N′′-tris-(7-methyl-1,8-naphthyridin-2-yl)-1,3,5-benzenetricarboxamide
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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 Vivo Use Guide
Unknown
Route of Administration: Unknown
1 mM of biotin methyl ester inhibits [3H]Biotin uptake on Primary cultured rabbit corneal epithelial cells by 24%.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:22:23 GMT 2025
Edited
by admin
on Mon Mar 31 19:22:23 GMT 2025
Record UNII
H3S7E3P0H6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BIOTIN METHYL ESTER
Common Name English
(+)-BIOTIN METHYL ESTER
Preferred Name English
1H-THIENO(3,4-D)IMIDAZOLE-4-PENTANOIC ACID, HEXAHYDRO-2-OXO-, METHYL ESTER, (3AS,4S,6AR)-
Common Name English
BIOTIN, METHYL ESTER
Common Name English
D-(+)-BIOTIN METHYL ESTER
Common Name English
D-BIOTIN METHYL ESTER
Common Name English
1H-THIENO(3,4-D)IMIDAZOLE-4-PENTANOIC ACID, HEXAHYDRO-2-OXO-, METHYL ESTER, (3AS-(3A.ALPHA.,4.BETA.,6A.ALPHA.))-
Common Name English
Code System Code Type Description
PUBCHEM
83871
Created by admin on Mon Mar 31 19:22:23 GMT 2025 , Edited by admin on Mon Mar 31 19:22:23 GMT 2025
PRIMARY
CAS
608-16-2
Created by admin on Mon Mar 31 19:22:23 GMT 2025 , Edited by admin on Mon Mar 31 19:22:23 GMT 2025
PRIMARY
FDA UNII
H3S7E3P0H6
Created by admin on Mon Mar 31 19:22:23 GMT 2025 , Edited by admin on Mon Mar 31 19:22:23 GMT 2025
PRIMARY
MESH
C411823
Created by admin on Mon Mar 31 19:22:23 GMT 2025 , Edited by admin on Mon Mar 31 19:22:23 GMT 2025
PRIMARY