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ent-Photinus luciferin

AlkaPlorer ID: AK055937

Synonym: 'L-Photinus luciferin', 'ent-firefly luciferin', 'L-firefly luciferin'

IUPAC Name: (4R)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Structure

SMILES: O=C(O)[C@@H]1CSC(C2=NC3=CC=C(O)C=C3S2)=N1

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InChI: InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)/t7-/m0/s1

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InChIKey: BJGNCJDXODQBOB-ZETCQYMHSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 280.33000000000004

TPSA？: 82.78

MolLogP？: 1.9485

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens 3-phosphoinositide dependent protein kinase-1 Activity 145.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens AMP-activated protein kinase, AMPK Activity 48.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens BR serine/threonine-protein kinase 1 Activity 21.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens BR serine/threonine-protein kinase 2 Activity 27.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens CaM kinase I alpha Activity 2.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens CaM-kinase kinase beta Activity 26.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Casein kinase I delta Activity 67.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Casein kinase II Activity 41.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens CDK2/Cyclin A2 Activity 43.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens c-Jun N-terminal kinase 1 Activity 81.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens c-Jun N-terminal kinase 2 Activity 64.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens c-Jun N-terminal kinase 3 Activity 75.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 1 Activity 37.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Dual specificity protein kinase TTK Activity 33.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Dual-specificity tyrosine-phosphorylation regulated kinase 1A Activity 14.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Dual-specificity tyrosine-phosphorylation regulated kinase 2 Activity 9.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Dual-specificity tyrosine-phosphorylation regulated kinase 3 Activity 10.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ephrin type-A receptor 2 Activity 89.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ephrin type-A receptor 4 Activity 77.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ephrin type-B receptor 3 Activity 46.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ephrin type-B receptor 4 Activity 91.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Fibroblast growth factor receptor 1 Activity 113.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Glycogen synthase kinase-3 beta Activity 57.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Homeodomain-interacting protein kinase 1 Activity 20.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Homeodomain-interacting protein kinase 2 Activity 19.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Homeodomain-interacting protein kinase 3 Activity 31.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Inhibitor of nuclear factor kappa B kinase beta subunit Activity 50.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Inhibitor of nuclear factor kappa B kinase epsilon subunit Activity 41.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Insulin-like growth factor I receptor Activity 19.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Insulin receptor Activity 78.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Insulin receptor-related protein Activity 25.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Interleukin-1 receptor-associated kinase 4 Activity 42.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase-activated protein kinase 2 Activity 36.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase-activated protein kinase 3 Activity 43.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase-activated protein kinase 5 Activity 22.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase ERK1 Activity 75.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase ERK2 Activity 80.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase-interacting serine/threonine-protein kinase MNK1 Activity 55.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase p38 alpha Activity 63.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase p38 beta Activity 31.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase p38 delta Activity 32.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase p38 gamma Activity 50.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP kinase signal-integrating kinase 2 Activity 52.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP/microtubule affinity-regulating kinase 2 Activity 55.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens MAP/microtubule affinity-regulating kinase 4 Activity 88.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Maternal embryonic leucine zipper kinase Activity 26.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Misshapen-like kinase 1 Activity 30.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Mitogen-activated protein kinase 15 Activity 11.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Mitogen-activated protein kinase kinase kinase 1 Activity 96.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Mitogen-activated protein kinase kinase kinase 11 Activity 29.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Mitogen-activated protein kinase kinase kinase 7 Activity 8.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Mitogen-activated protein kinase kinase kinase 9 Activity 18.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Mitogen-activated protein kinase kinase kinase kinase 2 Activity 32.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Myosin light chain kinase, smooth muscle Activity 3.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Nerve growth factor receptor Trk-A Activity 53.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens NUAK family SNF1-like kinase 1 Activity 14.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Phosphorylase kinase Activity 15.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Protein kinase C alpha Activity 91.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Protein kinase C mu Activity 39.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Protein kinase C zeta Activity 9.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Protein kinase N2 Activity 7.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Receptor protein-tyrosine kinase erbB-4 Activity 104.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Rho-associated protein kinase 2 Activity 49.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ribosomal protein S6 kinase 1 Activity 15.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ribosomal protein S6 kinase alpha 1 Activity 29.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ribosomal protein S6 kinase alpha 3 Activity 40.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Ribosomal protein S6 kinase alpha 5 Activity 24.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase 11 Activity 49.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase AKT Activity 28.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase AKT2 Activity 49.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase Aurora-A Activity 64.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase Aurora-B Activity 75.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase Chk1 Activity 70.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase Chk2 Activity 34.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase c-TAK1 Activity 65.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase EEF2K Activity 32.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase MARK1 Activity 71.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase MST2 Activity 48.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase MST4 Activity 18.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase NEK2 Activity 52.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase NEK6 Activity 67.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PAK 2 Activity 50.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PAK 4 Activity 70.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PAK6 Activity 67.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PAK7 Activity 58.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PIM1 Activity 0.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PIM2 Activity 11.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PIM3 Activity 2.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase PLK1 Activity 91.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase RIPK2 Activity 27.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase Sgk1 Activity 40.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase SRPK1 Activity 94.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Serine/threonine-protein kinase TBK1 Activity 99.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase BTK Activity 88.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase CSK Activity 54.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase JAK2 Activity 69.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase LCK Activity 97.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase SRC Activity 182.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase SYK Activity 86.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Tyrosine-protein kinase YES Activity 60.0 % 10.1016/j.ejmech.2015.02.035
Homo sapiens Vascular endothelial growth factor receptor Activity 39.0 % 10.1016/j.ejmech.2015.02.035
None Unchecked Activity 52.0 % 10.1016/j.ejmech.2015.02.035

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT015602 N#CC1Nc2ccc(O)cc2S1.N[C@@H](CS)C(=O)O>>O=C(O)[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1 RXN-18839
AKRT017411 NC(CSc1cc(O)ccc1O)C(=O)O.N[C@@H](CS)C(=O)O>>O=C(O)[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1 RXN-18843
AKRT021964 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.O=C(O)[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OC(=O)[C@@H]2CSC(c3nc4ccc(O)cc4s3)=N2)[C@@H](O)[C@H]1O RXN-18841
AKRT023041 O=C(O)[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1>>O=C(O)[C@@H]1CSC(c2nc3ccc(OS(=O)(=O)O)cc3s2)=N1 59304
AKRT023042 O=C(O)[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1>>O=C([CoA])[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1 RXN-18849
AKRT024943 [CoA].O=C(O)[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1>>O=C([CoA])[C@@H]1CSC(c2nc3ccc(O)cc3s2)=N1 enzymemap_10475