U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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

Description
Sources: www.ncbi.nlm.nih.gov/pubmed/18356320
Curator's Comment: description was created based on several sources, including www.ncbi.nlm.nih.gov/pubmed/17182796, www.ncbi.nlm.nih.gov/pubmed/19056639

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

Curator's Comment: Biotin was shown to cross the blood brain barrier in rats.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
INFUVITE ADULT

Approved Use

INFUVITE ADULT is a combination of vitamins indicated for prevention of vitamin deficiency in adults and children aged 11 and older receiving parenteral nutrition.

Launch Date

9.5852161E11
Preventing
BIOTIN

Approved Use

As a dietary supplement.
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
508.5 ng/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
84.8 ng/mL
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
494.9 ng/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
823.8 ng/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
214.6 ng/mL
40 mg single, oral
dose: 40 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
184 ng/mL
20 mg 1 times / day steady-state, oral
dose: 20 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
BIOTIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
41 ng/mL
5 mg 1 times / day steady-state, oral
dose: 5 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
BIOTIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
91 ng/mL
10 mg 1 times / day steady-state, oral
dose: 10 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
BIOTIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1652.4 ng × h/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
210 ng × h/mL
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
2315 ng × h/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
4010 ng × h/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
605.1 ng × h/mL
40 mg single, oral
dose: 40 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
15 h
20 mg 1 times / day steady-state, oral
dose: 20 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
BIOTIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
15 h
5 mg 1 times / day steady-state, oral
dose: 5 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
BIOTIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
15 h
10 mg 1 times / day steady-state, oral
dose: 10 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
BIOTIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
81%
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
81%
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BIOTIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​
PubMed

PubMed

TitleDatePubMed
Prenatal diagnosis and treatment of holocarboxylase synthetase deficiency.
1999 Feb
Biotin status: which are valid indicators and how do we know?
1999 Feb
Human placental Na+-dependent multivitamin transporter. Cloning, functional expression, gene structure, and chromosomal localization.
1999 May 21
Molecular mechanism of the intestinal biotin transport process.
1999 Oct
Intra- and inter-areal connections between the primary visual cortex V1 and the area immediately surrounding V1 in the rat.
2001
Immunohistochemistry of MMPs and TIMPs.
2001
Biosynthesis of biotin and lipoic acid.
2001
Avidin expression during chick chondrocyte and myoblast development in vitro and in vivo: regulation of cell proliferation.
2001 Apr
Optical measurement of transverse molecular diffusion in a microchannel.
2001 Apr
Progress towards single-molecule sequencing: enzymatic synthesis of nucleotide-specifically labeled DNA.
2001 Apr 13
Expression in Escherichia coli of N- and C-terminally deleted human holocarboxylase synthetase. Influence of the N-terminus on biotinylation and identification of a minimum functional protein.
2001 Apr 13
An in situ hybridization protocol to detect rare mRNA expressed in neural tissue using biotin-labelled oligonucleotide probes.
2001 Feb
The molecular basis of 3-methylcrotonylglycinuria, a disorder of leucine catabolism.
2001 Feb
Two-site ELISA for the quantitative determination of fatty acid synthase.
2001 Feb
Development and evaluation of an IgM-capture ELISA for detection of recent infection with bluetongue viruses in cattle.
2001 Feb
Longitudinal study of anti-Candida albicans mucosal immunity against aspartic proteinases in HIV-infected patients.
2001 Feb 1
In vitro and in vivo anticancer activities of synthetic macrocyclic ketone analogues of halichondrin B.
2001 Feb 1
Quantitative analysis of peroxisomal protein import in vitro.
2001 Feb 1
Use of a biomimetic peptide in the design of a competitive binding assay for biotin and biotin analogues.
2001 Feb 1
Green fluorescent protein mutant as label in homogeneous assays for biomolecules.
2001 Feb 1
Relationship between serum biotin concentration and moisture content of the sole horn in cows with clinical laminitis or sound hooves.
2001 Feb 17
Morphology of pulmonary rapidly adapting receptor relay neurons in the rat.
2001 Feb 19
Mutational analysis of protein substrate presentation in the post-translational attachment of biotin to biotin domains.
2001 Feb 2
Kinetic and mechanistic properties of biotin sulfoxide reductase.
2001 Feb 6
Detection of Salmonella and simultaneous detection of Salmonella and Shiga-like toxin-producing Escherichia coli using the magnetic capture hybridization polymerase chain reaction.
2001 Jan
Projections and pathways of VIP- and nNOS-containing airway neurons in ferret trachea.
2001 Jan
Cortical innervation of the facial nucleus in the non-human primate: a new interpretation of the effects of stroke and related subtotal brain trauma on the muscles of facial expression.
2001 Jan
Sensitive nonradioactive detection of mRNA in tissue sections: novel application of the whole-mount in situ hybridization protocol.
2001 Jan
Structure and dynamics of the GABA binding pocket: A narrowing cleft that constricts during activation.
2001 Jan 1
A novel anionic modification of N-glycans on mammalian endothelial cells is recognized by activated neutrophils and modulates acute inflammatory responses.
2001 Jan 1
Trigemino-reticulo-facial and trigemino-reticulo-hypoglossal pathways in the rat.
2001 Jan 1
Phrenic motoneurons receive monosynaptic inputs from the Kölliker-Fuse nucleus: a light- and electron-microscopic study in the rat.
2001 Jan 12
Course of motor and associative pallidothalamic projections in monkeys.
2001 Jan 15
Vestibular efferent neurons project to the flocculus.
2001 Jan 19
Three different human tau isoforms and rat neurofilament light, middle and heavy chain proteins are cellular substrates for transglutaminase.
2001 Jan 26
Y retinal terminals contact interneurons in the cat dorsal lateral geniculate nucleus.
2001 Jan 29
Confocal microscopic study of glial-vascular relationships in the retinas of pigmented rats.
2001 Jan 8
Effects of glucose, vitamins, and DO concentrations on pyruvate fermentation using Torulopsis glabrata IFO 0005 with metabolic flux analysis.
2001 Jan-Feb
Solid-phase synthesis of a radiolabeled, biotinylated, and farnesylated Ca(1)a(2)X peptide substrate for Ras- and a-mating factor converting enzyme.
2001 Jan-Feb
Functional signal peptides bind a soluble N-terminal fragment of SecA and inhibit its ATPase activity.
2001 Jun 1
Neuroendocrine differentiation in bronchial carcinomas of classic squamous-cell type: an immunohistochemical study of 29 cases applying the tyramide signal amplification technique.
2001 Mar
Molecular characterization of the 5' regulatory region of rat sodium-dependent multivitamin transporter gene.
2001 Mar
A comparison of silver ion to streptavidin coated microplates.
2001 Mar 1
Biotin induces tetramerization of a recombinant monomeric avidin. A model for protein-protein interactions.
2001 Mar 16
Alginate, a bioresorbable material derived from brown seaweed, enhances elongation of amputated axons of spinal cord in infant rats.
2001 Mar 5
Coupling mechanism of the oxaloacetate decarboxylase Na(+) pump.
2001 May 1
Adsorption of avidin on microfabricated surfaces for protein biochip applications.
2001 May 20
Immobilization of sugar-non-specific nucleases by utilizing the streptavidin--biotin interaction.
2001 May 4
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: https://cscprivatelabel.com/wp-content/uploads/2016/05/Biotin.pdf
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
Sources: www.ncbi.nlm.nih.gov/pubmed/24007195
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.
Name Type Language
BIOTIN
EP   FCC   HSDB   INCI   INN   JAN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INN   INCI  
Official Name English
NSC-63865
Code English
Vitamin B7
Common Name English
(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid
Common Name English
BIOTIN [MI]
Common Name English
BIOTIN [ORANGE BOOK]
Common Name English
D-(+)-BIOTIN
Common Name English
BIOTIN [INCI]
Common Name English
BIOTIN [VANDF]
Common Name English
BIOTIN [EP MONOGRAPH]
Common Name English
Biotin [WHO-DD]
Common Name English
BIOTIN [HSDB]
Common Name English
BIOTIN [USP-RS]
Common Name English
RITATIN
Common Name English
MD-1003
Code English
BIOEPIDERM
Brand Name English
BIOTIN [JAN]
Common Name English
BIOTIN [EP IMPURITY]
Common Name English
D-BIOTIN
VANDF  
Common Name English
biotin [INN]
Common Name English
BIOTIN [USP MONOGRAPH]
Common Name English
BIOTIN [FCC]
Common Name English
BIOTIN [MART.]
Common Name English
D-BIOTIN [VANDF]
Common Name English
Classification Tree Code System Code
DSLD 2669 (Number of products:7171)
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
WHO-VATC QA11HA05
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
FDA ORPHAN DRUG 760720
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
LOINC 34398-8
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
LIVERTOX NBK548710
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
LOINC 31997-0
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
DSLD 22 (Number of products:127)
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
WHO-ATC A11HA05
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
NCI_THESAURUS C45812
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
LOINC 1980-2
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
Code System Code Type Description
DAILYMED
6SO6U10H04
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
EVMPD
SUB32335
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
CHEBI
15956
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
NSC
63865
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
HSDB
346
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
DRUG CENTRAL
373
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-399-3
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
EPA CompTox
DTXSID7022679
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
FDA UNII
6SO6U10H04
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
CAS
58-85-5
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
RS_ITEM_NUM
1071508
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
INN
1203
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
ChEMBL
CHEMBL857
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
MERCK INDEX
M2506
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
BIOTIN
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
RXCUI
1588
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
EVMPD
SUB05841MIG
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
PUBCHEM
171548
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
SMS_ID
100000092789
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
MESH
D001710
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
NCI_THESAURUS
C309
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
DRUG BANK
DB00121
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
CHEBI
57586
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
PRIMARY
RXCUI
314583
Created by admin on Wed Jul 05 22:50:54 UTC 2023 , Edited by admin on Wed Jul 05 22:50:54 UTC 2023
ALTERNATIVE