Natural Product: NPC199072

Natural Product ID:  NPC199072
Common Name:   Biotin
IUPAC Name:   5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
Synonyms:   Bioepiderm; Biotin; Biotin 100; Vitamin H
Molecular Formula:   C10H16N2O3S
Standard InCHIKey:  YBJHBAHKTGYVGT-ZKWXMUAHSA-N
Standard InCHI:  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
Canonical SMILES:  OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=N2)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0001238;BGC0001239 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO1797 Homo sapiens Species Hominidae Eukaryota blood Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva DOI[10.1007/s11306-012-0464-y]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid PMID[10577274]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria PMID[21988831]
NPO19635 Coreopsis nodosa Species Asteraceae Eukaryota UNPD*
NPO12684 Trigonella grandiflora Species Fabaceae Eukaryota UNPD*
NPO22666 Haematococcus lacustris Species Haematococcaceae Eukaryota UNPD*
NPO11248 Tachigalia paniculata NA NA NA UNPD*
NPO7998 Senecio paludaffinis Species Asteraceae Eukaryota UNPD*
NPO11488 Alstonia muelleriana Species Apocynaceae Eukaryota UNPD*
NPO14255 Streptomyces flocculus Species Streptomycetaceae Bacteria UNPD*
NPO18805 Tripolium pannonicum Species Asteraceae Eukaryota UNPD*
NPO5189 Glycine tomentella Species Fabaceae Eukaryota UNPD*
NPO10540 Passiflora incarnata Species Passifloraceae Eukaryota UNPD*
NPO731 Panax schinseng Species Araliaceae Eukaryota UNPD*
NPO13568 Hypoxylon rubiginosum Species Xylariaceae Eukaryota UNPD*
NPO12001 Saccharomyces pastori Species Saccharomycetaceae Eukaryota UNPD*
NPO21854 Pterocladiella tenuis Species Gelidiaceae Eukaryota UNPD*
NPO11642 Dacrydium cupressinum Species Podocarpaceae Eukaryota UNPD*
NPO14354 Artemisia cina Species Asteraceae Eukaryota UNPD*
NPO210 Uvaria calamistrata Species Annonaceae Eukaryota UNPD*
NPO13166 Nicotiana undulata Species Solanaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 100 % 19928962
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency 3.5 nM PubChem BioAssay data set
NPT54 Individual Protein Nonstructural protein 1 Influenza A virus IC50 < 200 nM PubChem BioAssay data set
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency 89125.1 nM PubChem BioAssay data set
NPT4897 Individual Protein Insulin-degrading enzyme Homo sapiens EC50 = 2526 nM PubChem BioAssay data set
NPT71 Cell Line HEK293 Homo sapiens EC50 = 2057 nM PubChem BioAssay data set
NPT71 Cell Line HEK293 Homo sapiens IC50 > 89251 nM PubChem BioAssay data set
NPT4897 Individual Protein Insulin-degrading enzyme Homo sapiens EC50 = 2373 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 67588 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 3.73 nM PubChem BioAssay data set
NPT4070 Organism Cenchrus americanus Cenchrus americanus Activity = 51 % 10.1016/j.cropro.2007.02.012
NPT4070 Organism Cenchrus americanus Cenchrus americanus Activity = 91 % 10.1016/j.cropro.2007.02.012
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 93.06 % 23571415
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 96.7 % 23571415
NPT2 Others Unspecified Potency 21131.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 48557.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 316.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 9520.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 26832.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 8634.9 nM PubChem BioAssay data set
NPT1450 Individual Protein Streptavidin Streptomyces avidinii Kd = 1.00E-05 nM 24913411
NPT2 Others Unspecified Potency 213.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10590.9 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 631 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 2818.4 nM PubChem BioAssay data set

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC199072 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.6458 Remote Similarity NPC304454
0.6386 Remote Similarity NPC278881
0.6176 Remote Similarity NPC117829
0.6024 Remote Similarity NPC118429
0.5974 Remote Similarity NPC50457
0.5926 Remote Similarity NPC278209
0.5889 Remote Similarity NPC315897
0.5854 Remote Similarity NPC176164
0.5854 Remote Similarity NPC189301
0.5783 Remote Similarity NPC320598
0.5783 Remote Similarity NPC254541
0.5778 Remote Similarity NPC328457
0.573 Remote Similarity NPC133183
0.5714 Remote Similarity NPC321419
0.5698 Remote Similarity NPC103130
0.5698 Remote Similarity NPC226453
0.5632 Remote Similarity NPC174304
0.5632 Remote Similarity NPC325597

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC199072 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD326 Approved
0.6706 Remote Similarity NPD5382 Phase 2
0.6353 Remote Similarity NPD9451 Clinical (unspecified phase)
0.6353 Remote Similarity NPD9452 Clinical (unspecified phase)
0.6136 Remote Similarity NPD2262 Clinical (unspecified phase)
0.604 Remote Similarity NPD1749 Approved
0.6024 Remote Similarity NPD9014 Approved
0.6 Remote Similarity NPD1782 Approved
0.5962 Remote Similarity NPD1784 Approved
0.5889 Remote Similarity NPD1825 Clinical (unspecified phase)
0.5876 Remote Similarity NPD9577 Approved
0.5714 Remote Similarity NPD6944 Clinical (unspecified phase)
0.5698 Remote Similarity NPD9048 Approved
0.5698 Remote Similarity NPD9045 Approved
0.5698 Remote Similarity NPD9046 Phase 3
0.5698 Remote Similarity NPD9047 Approved
0.5684 Remote Similarity NPD617 Approved
0.5682 Remote Similarity NPD9233 Phase 3
0.5682 Remote Similarity NPD9231 Phase 3
0.5682 Remote Similarity NPD9232 Phase 2
0.5652 Remote Similarity NPD366 Approved
0.5632 Remote Similarity NPD348 Approved
0.561 Remote Similarity NPD8041 Phase 2

Structure

External Identifiers

PubChem CID   171548
ChEMBL   CHEMBL857
ZINC  

Physicochemical Properties

Molecular Weight:  244.09
ALogP:  -0.8046
MLogP:  1.9
XLogP:  1.209
# Rotatable Bonds:  7
Polar Surface Area:  107.22
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  16

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