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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H16N2O3S
Molecular Weight 244.311
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BIOTIN

SMILES

[H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2

InChI

InChIKey=YBJHBAHKTGYVGT-ZKWXMUAHSA-N
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

HIDE SMILES / InChI

Molecular Formula C10H16N2O3S
Molecular Weight 244.311
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Biotin (also known as vitamin H and vitamin B7) is a water-soluble vitamin which is required for normal cellular functions, growth and development. Biotin is an important cofactor for many mitochondria and cytoplasm enzymes: acetyl-CoA carboxylase a (ACCa),7 ACCb, pyruvate carboxylase (PC), propionyl-CoA carboxylase (PCC), and methylcrotonyl-CoA carboxylase (MCC) and plays critical role in in the intermediate metabolism of gluconeogenesis, fatty acid synthesis, and amino acid catabolism. The vitamin cannot be synthesized by humans and must be obtained from diet. If there is a lack of biotin, an organism starts suffering from biotin deficiency, a condition which is very common among pregnant women, for example. The vitamin deficiency effects hair, nail growth and skin health. For preventing measures, biotin should be taken as a dietary supplement (in a form of vitamin complex or as a pure biotin) which are marketed worldwide under different names. Biotin is a part of many formulations which were approved by FDA.

CNS Activity

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
INFUVITE ADULT
Preventing
BIOTIN

Cmax

ValueDoseCo-administeredAnalytePopulation
508.5 ng/mL
100 mg single, oral
BIOTIN plasma
Homo sapiens
84.8 ng/mL
10 mg single, oral
BIOTIN plasma
Homo sapiens
494.9 ng/mL
100 mg single, oral
BIOTIN plasma
Homo sapiens
823.8 ng/mL
300 mg single, oral
BIOTIN plasma
Homo sapiens
214.6 ng/mL
40 mg single, oral
BIOTIN plasma
Homo sapiens
184 ng/mL
20 mg 1 times / day steady-state, oral
BIOTIN serum
Homo sapiens
41 ng/mL
5 mg 1 times / day steady-state, oral
BIOTIN serum
Homo sapiens
91 ng/mL
10 mg 1 times / day steady-state, oral
BIOTIN serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
1652.4 ng × h/mL
100 mg single, oral
BIOTIN plasma
Homo sapiens
210 ng × h/mL
10 mg single, oral
BIOTIN plasma
Homo sapiens
2315 ng × h/mL
100 mg single, oral
BIOTIN plasma
Homo sapiens
4010 ng × h/mL
300 mg single, oral
BIOTIN plasma
Homo sapiens
605.1 ng × h/mL
40 mg single, oral
BIOTIN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
15 h
20 mg 1 times / day steady-state, oral
BIOTIN serum
Homo sapiens
15 h
5 mg 1 times / day steady-state, oral
BIOTIN serum
Homo sapiens
15 h
10 mg 1 times / day steady-state, oral
BIOTIN serum
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
81%
100 mg single, oral
BIOTIN plasma
Homo sapiens
81%
300 mg single, oral
BIOTIN plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Recommended daily dosage is 10 ml (in a form of infuvite adult) or 1 tablet a day in a form of Biotin dietary supplement (the dosage may vary).
Route of Administration: Other
In Vitro Use Guide
Human T lymphoma Jurkat cells and monocytic myeloid U937 cells were incubated with different concentrations of biotin (nM): 0.025, 0.25 and 10, representing plasma levels in biotin-deficient, biotin-sufficient and biotin-supplemented adults. When taken together with folate, biotin synergizes in the repression of pro-inflammatory cytokines and long-terminal repeats (LTRs), mediated by interactions between HLCS and other chromatin proteins.
Substance Class Chemical
Record UNII
6SO6U10H04
Record Status Validated (UNII)
Record Version