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name Structure Reference Source Properties Activities Metabolism

Rohitukine

AlkaPlorer ID: AK003913

Synonym: None

IUPAC Name: 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methylchromen-4-one

Structure

SMILES: CC1=CC(=O)C2=C(O)C=C(O)C([C@H]3CCN(C)C[C@H]3O)=C2O1

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InChI: InChI=1S/C16H19NO5/c1-8-5-10(18)15-12(20)6-11(19)14(16(15)22-8)9-3-4-17(2)7-13(9)21/h5-6,9,13,19-21H,3-4,7H2,1-2H3/t9-,13+/m0/s1

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InChIKey: MOCVYVBNJQIVOV-TVQRCGJNSA-N

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Properties Information

Molecule Weight: 305.33

TPSA？: 94.14

MolLogP？: 1.2926199999999997

Number of H-Donors: 3

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 90.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens A549 IC50 10000.0 nM 10.1021/np9003849
Homo sapiens AMP-activated protein kinase, AMPK Activity 16.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens ASPC1 GI50 21000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens BR serine/threonine-protein kinase 1 Activity 36.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens BR serine/threonine-protein kinase 2 Activity 65.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Caco-2 GI 12.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens Caco-2 GI50 25000.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens CaM kinase I alpha Activity 76.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens CaM-kinase kinase beta Activity 18.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Casein kinase I delta Activity 78.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Casein kinase I gamma 2 Activity 92.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Casein kinase II Activity 90.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK2/Cyclin A2 Activity 16.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK2/Cyclin A2 IC50 7300.0 nM 10.1016/j.bmc.2019.01.027
Homo sapiens CDK2/Cyclin A2 IC50 7300.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK2/Cyclin A2 IC50 7300.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens CDK2/Cyclin A2 Inhibition 10.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK2/Cyclin A2 Inhibition 10.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens CDK9/cyclin T1 Activity 7.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK9/cyclin T1 IC50 300.0 nM 10.1016/j.bmc.2019.01.027
Homo sapiens CDK9/cyclin T1 IC50 300.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK9/cyclin T1 IC50 300.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens CDK9/cyclin T1 Inhibition 75.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens CDK9/cyclin T1 Inhibition 75.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens c-Jun N-terminal kinase 1 Activity 96.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens c-Jun N-terminal kinase 2 Activity 107.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens c-Jun N-terminal kinase 3 Activity 87.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Death-associated protein kinase 1 Activity 96.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Discoidin domain-containing receptor 2 Activity 79.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 1 Activity 27.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 2 Activity 44.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 6 Activity 89.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual specificity protein kinase CLK2 Activity 45.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual specificity protein kinase TTK Activity 56.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual specificity testis-specific protein kinase 1 Activity 88.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual-specificity tyrosine-phosphorylation regulated kinase 1A Activity 27.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual-specificity tyrosine-phosphorylation regulated kinase 2 Activity 84.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Dual-specificity tyrosine-phosphorylation regulated kinase 3 Activity 77.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ephrin type-A receptor 2 Activity 38.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ephrin type-A receptor 4 Activity 53.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ephrin type-B receptor 1 Activity 54.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ephrin type-B receptor 2 Activity 81.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ephrin type-B receptor 3 Activity 82.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ephrin type-B receptor 4 Activity 84.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Eukaryotic translation initiation factor 2-alpha kinase 3 Activity 82.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Fibroblast growth factor receptor 1 Activity 66.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Glycogen synthase kinase-3 beta Activity 66.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens HCT-116 IC50 8800.0 nM 10.1021/np9003849
Homo sapiens HEK293 GI50 50000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens Hexokinase type IV Activity 17.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens HL-60 Activity 1.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens HL-60 Activity 4.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens HL-60 Activity 10.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens HL-60 GI 83.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens HL-60 GI50 10000.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens HL-60 IC50 7500.0 nM 10.1021/np9003849
Homo sapiens Homeodomain-interacting protein kinase 1 Activity 96.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Homeodomain-interacting protein kinase 2 Activity 76.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Homeodomain-interacting protein kinase 3 Activity 100.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Inhibitor of nuclear factor kappa B kinase beta subunit Activity 83.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Inhibitor of nuclear factor kappa B kinase epsilon subunit Activity 69.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Insulin-like growth factor I receptor Activity 113.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Insulin receptor Activity 91.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Insulin receptor-related protein Activity 53.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Interleukin-1 receptor-associated kinase 1 Activity 55.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Interleukin-1 receptor-associated kinase 4 Activity 75.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens K562 GI50 24000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens LNCaP GI50 30000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase-activated protein kinase 2 Activity 52.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase-activated protein kinase 3 Activity 83.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase-activated protein kinase 5 Activity 72.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase ERK1 Activity 86.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase ERK2 Activity 90.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase-interacting serine/threonine-protein kinase MNK1 Activity 88.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase p38 alpha Activity 69.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase p38 beta Activity 76.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase p38 delta Activity 16.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase p38 gamma Activity 27.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP kinase signal-integrating kinase 2 Activity 49.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP/microtubule affinity-regulating kinase 2 Activity 69.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MAP/microtubule affinity-regulating kinase 4 Activity 92.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Maternal embryonic leucine zipper kinase Activity 80.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens MCF7 GI 15.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens MCF7 GI50 28000.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens MCF7 IC50 10000.0 nM 10.1021/np9003849
Homo sapiens MDA-MB-231 GI50 13000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens MDA-MB-468 GI50 17000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens MIA PaCa-2 GI 2.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens MIA PaCa-2 GI50 19000.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens Misshapen-like kinase 1 Activity 73.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Mitogen-activated protein kinase 15 Activity 19.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Mitogen-activated protein kinase kinase kinase 1 Activity 47.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Mitogen-activated protein kinase kinase kinase 1 Activity 83.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Mitogen-activated protein kinase kinase kinase 11 Activity 58.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Mitogen-activated protein kinase kinase kinase 5 Activity 96.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Mitogen-activated protein kinase kinase kinase 7 Activity 70.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Myosin light chain kinase, smooth muscle Activity 78.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens NCI-H226 IC50 10000.0 nM 10.1021/np9003849
Homo sapiens Nerve growth factor receptor Trk-A Activity 89.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens NUAK family SNF1-like kinase 1 Activity 52.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens PC-3 GI 33.0 % 10.1021/acs.jmedchem.7b01765
Homo sapiens PC-3 GI50 19000.0 nM 10.1021/acs.jmedchem.7b01765
Homo sapiens Phosphorylase kinase Activity 23.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Protein kinase C alpha Activity 78.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Protein kinase C gamma Activity 89.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Protein kinase C mu Activity 75.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Protein kinase C zeta Activity 118.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Protein kinase N2 Activity 42.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens PSN1 GI50 23000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens Receptor protein-tyrosine kinase erbB-4 Activity 79.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ribosomal protein S6 kinase 1 Activity 79.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ribosomal protein S6 kinase alpha 1 Activity 31.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ribosomal protein S6 kinase alpha 2 Activity 45.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Ribosomal protein S6 kinase alpha 5 Activity 30.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase 11 Activity 59.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase 16 Activity 87.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase 24 Activity 85.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase 33 Activity 54.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase AKT Activity 76.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase AKT2 Activity 80.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase Aurora-A Activity 91.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase Aurora-B Activity 58.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase Chk1 Activity 52.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase Chk2 Activity 60.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase c-TAK1 Activity 41.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase EEF2K Activity 84.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase MARK1 Activity 67.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase MST2 Activity 46.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase MST4 Activity 68.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase NEK2 Activity 89.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase NEK6 Activity 84.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase OSR1 Activity 93.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PAK 2 Activity 88.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PAK 4 Activity 83.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PAK6 Activity 79.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PAK7 Activity 87.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PIM1 Activity 27.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PIM2 Activity 67.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PIM3 Activity 12.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase PLK1 Activity 96.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase RIPK2 Activity 63.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase Sgk1 Activity 92.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase SIK2 Activity 19.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase SIK3 Activity 28.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase SRPK1 Activity 40.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase TAO1 Activity 39.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase TBK1 Activity 55.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase tousled-like 1 Activity 109.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Serine/threonine-protein kinase WNK1 Activity 100.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens T47D GI50 24000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens Tau-tubulin kinase 1 Activity 82.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Testis-specific serine/threonine-protein kinase 1 Activity 81.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase ABL Activity 87.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase BRK Activity 93.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase BTK Activity 58.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase CSK Activity 79.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase JAK2 Activity 41.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase LCK Activity 45.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase SRC Activity 61.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase SYK Activity 109.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase TIE-2 Activity 80.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase YES Activity 57.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens Tyrosine-protein kinase ZAP-70 Activity 103.0 % 10.1016/j.bmcl.2016.06.046
Homo sapiens U-251 GI50 32000.0 nM 10.1016/j.bmcl.2016.06.046
Homo sapiens Vascular endothelial growth factor receptor Activity 18.0 % 10.1016/j.bmcl.2016.06.046
Rattus norvegicus Rattus norvegicus ED50 2.5 mg.kg-1 10.1021/acs.jnatprod.5b00947
Rattus norvegicus Rho-associated protein kinase 2 Activity 64.0 % 10.1016/j.bmcl.2016.06.046
None ADMET GI50 50000.0 nM 10.1016/j.bmcl.2016.06.046
None ADMET Solubility 18905.0 ug.mL-1 10.1016/j.bmcl.2016.06.046
None ADMET Solubility 33366.0 ug.mL-1 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 4.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 11.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 13.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 34.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 43.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 48.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 50.0 % 10.1016/j.bmcl.2016.06.046
None Molecular identity unknown Activity 56.0 % 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 10000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 12000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 19000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 20000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 22000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 26000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 27000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 28000.0 nM 10.1016/j.bmcl.2016.06.046
None NON-PROTEIN TARGET GI50 30000.0 nM 10.1016/j.bmcl.2016.06.046
None No relevant target Drug degradation 2.42 % 10.1016/j.bmcl.2016.06.046
None No relevant target LogD -0.55 None 10.1016/j.bmcl.2016.06.046
None No relevant target LogP -0.55 None 10.1016/j.bmcl.2016.06.046
None No relevant target LogP 0.73 None 10.1016/j.bmcl.2016.06.046
None No relevant target LogP 1.01 None 10.1016/j.bmcl.2016.06.046
None No relevant target pKa 5.83 None 10.1016/j.bmcl.2016.06.046
None No relevant target Solubility 10246.0 ug.mL-1 10.1016/j.bmcl.2016.06.046
None No relevant target Solubility 16936.0 ug.mL-1 10.1016/j.bmcl.2016.06.046
None No relevant target Stability nan % 10.1016/j.bmcl.2016.06.046
None Unchecked Activity 88.0 % 10.1016/j.bmcl.2016.06.046

Metabolism Information