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 ; |
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* |
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 |
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 |
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 |
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 |