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

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H16N2O3S
Molecular Weight 244.3121
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BIOTIN

SMILES

C(CCC(=O)O)C[C@@]1([H])[C@]2([H])[C@]([H])(CS1)N=C(N2)O

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
[Development and identification of T. aestivum-S. cereale-H. villosa double translocation line 1RS.1BL, 6VS.6AL via chromosome C-banding and dual color FISH].
2001
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
A new quantitative analytical method of serum biotinidase activity using biocytin as a substrate and its clinical significance in Japan.
2001 Apr
Avidin expression during chick chondrocyte and myoblast development in vitro and in vivo: regulation of cell proliferation.
2001 Apr
Neurotrophic actions of novel compounds designed from cyclopentenone prostaglandins.
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
Polymer support for exonucleolytic sequencing.
2001 Apr 13
Mu-opioid receptors are present in functionally identified sympathoexcitatory neurons in the rat rostral ventrolateral medulla.
2001 Apr 23
The Bacillus subtilis RNase P holoenzyme contains two RNase P RNA and two RNase P protein subunits.
2001 Feb
Effects of supplemental dietary biotin on performance of Holstein cows during early lactation.
2001 Feb
Reconstruction of the transected cat spinal cord following NeuroGel implantation: axonal tracing, immunohistochemical and ultrastructural studies.
2001 Feb
Axon trajectories in local circuits of the primary motor cortex in the macaque monkey (Macaca fuscata).
2001 Feb
An in situ hybridization protocol to detect rare mRNA expressed in neural tissue using biotin-labelled oligonucleotide probes.
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
Stimulation of intercellular communication of poor-communicating cells by gap-junction-competent cells enhances the HSV-TK/GCV bystander effect in vitro.
2001 Feb 15
Relationship between serum biotin concentration and moisture content of the sole horn in cows with clinical laminitis or sound hooves.
2001 Feb 17
Screening effect of PEG on avidin binding to liposome surface receptors.
2001 Feb 19
Combined laser tweezers and dielectric field cage for the analysis of receptor-ligand interactions on single cells.
2001 Jan
Azospirillum doebereinerae sp. nov., a nitrogen-fixing bacterium associated with the C4-grass Miscanthus.
2001 Jan
Postnatal development of biotinylated dextran amine-labeled corpus callosum axons projecting from the visual and auditory cortices to the visual cortex of the rat.
2001 Jan
Thalamocortical arbors extend beyond single cortical barrels: an in vivo intracellular tracing study in rat.
2001 Jan
Enhanced surface plasmon resonance immunosensing using a streptavidin-biotinylated protein complex.
2001 Jan
Origin and propagation of spontaneous excitation in smooth muscle of the guinea-pig urinary bladder.
2001 Jan 15
Expression sequence tag-specific full-length cDNA cloning: actin cDNAs.
2001 Jan 24
Avidin-biotin-immobilized liposome column for chromatographic fluorescence on-line analysis of solute-membrane interactions.
2001 Jan 5
[New stage in the immunogram technique--visual streptavidin-biotin method].
2001 Jan-Feb
Erbin is a protein concentrated at postsynaptic membranes that interacts with PSD-95.
2001 Jun 1
Functional signal peptides bind a soluble N-terminal fragment of SecA and inhibit its ATPase activity.
2001 Jun 1
Structural characterization of pyrrolic cross-links in collagen using a biotinylated Ehrlich's reagent.
2001 Jun 1
Abnormal thiol reactivity of tropomyosin in essential hypertension and its association with abnormal sodium-lithium countertransport kinetics.
2001 Mar
Neuroendocrine differentiation in bronchial carcinomas of classic squamous-cell type: an immunohistochemical study of 29 cases applying the tyramide signal amplification technique.
2001 Mar
In situ hybridization detection of calcitonin mRNA in routinely fixed, paraffin-embedded tissue sections: a comparison of different types of probes combined with tyramide signal amplification.
2001 Mar
Stimulation of corticospinal tract regeneration in the chronically injured spinal cord.
2001 Mar
PCR-ELISAs for the detection of Campylobacter jejuni and Campylobacter coli in poultry samples.
2001 Mar
Synthesis and application of circularizable ligation probes.
2001 Mar
Investigating the surface expression of the renal type IIa Na+/Pi-cotransporter in Xenopus laevis oocytes.
2001 Mar 1
Axonal transport of TNF-alpha in painful neuropathy: distribution of ligand tracer and TNF receptors.
2001 Mar 1
Single epitope multiple staining to detect ultralow frequency B cells.
2001 Mar 1
Propagation of synchronous epileptiform events from subiculum backward into area CA1 of rat brain slices.
2001 Mar 23
Association of membrane-bound amyloid precursor protein APP with the apolipoprotein E receptor LRP.
2001 Mar 5
Cloning and characterization of biotin biosynthetic genes of Kurthia sp.
2001 Mar 7
Metabolic biotinylation of secreted and cell surface proteins from mammalian cells.
2001 Mar 9
Sodium ion-translocating decarboxylases.
2001 May 1
Coupling mechanism of the oxaloacetate decarboxylase Na(+) pump.
2001 May 1
Adsorption of avidin on microfabricated surfaces for protein biochip applications.
2001 May 20
Rotation of a complex of the gamma subunit and c ring of Escherichia coli ATP synthase. The rotor and stator are interchangeable.
2001 May 4
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
(3AS,4S,6AR)-HEXAHYDRO-2-OXO-1H-THIENO(3,4-D)IMIDAZOLE-4-VALERIC ACID
Common Name English
BIOTIN [MI]
Common Name English
BIOTIN [USP]
Common Name English
BIOTIN [ORANGE BOOK]
Common Name English
D-(+)-BIOTIN
Common Name English
BIOTIN [INCI]
Common Name English
BIOTIN [WHO-DD]
Common Name English
BIOTIN [VANDF]
Common Name English
BIOTIN [EP MONOGRAPH]
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
D-BIOTIN
VANDF  
Common Name English
BIOTIN [INN]
Common Name English
BIOTIN [FCC]
Common Name English
BIOTIN [MART.]
Common Name English
D-BIOTIN [VANDF]
Common Name English
BIOTIN [EP]
Common Name English
Classification Tree Code System Code
DSLD 2669 (Number of products:7171)
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
WHO-VATC QA11HA05
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
FDA ORPHAN DRUG 760720
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
LOINC 34398-8
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
LIVERTOX 107
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
LOINC 31997-0
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
DSLD 22 (Number of products:127)
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
WHO-ATC A11HA05
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
NCI_THESAURUS C45812
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
LOINC 1980-2
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
Code System Code Type Description
EVMPD
SUB32335
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
HSDB
346
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
DRUG CENTRAL
373
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-399-3
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
EPA CompTox
58-85-5
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
FDA UNII
6SO6U10H04
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
CAS
58-85-5
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
INN
1203
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
ChEMBL
CHEMBL857
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
MERCK INDEX
M2506
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY Merck Index
WIKIPEDIA
BIOTIN
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
RXCUI
1588
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
EVMPD
SUB05841MIG
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
PUBCHEM
171548
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
MESH
D001710
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
NCI_THESAURUS
C309
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
DRUG BANK
DB00121
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY
USP_CATALOG
1071508
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
PRIMARY USP-RS
RXCUI
314583
Created by admin on Fri Jun 25 21:19:27 UTC 2021 , Edited by admin on Fri Jun 25 21:19:27 UTC 2021
ALTERNATIVE