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name Structure Reference Source Properties Activities Metabolism

Nalorphine

AlkaPlorer ID: AK033989

Synonym: None

IUPAC Name: (4R,4aR,7S,7aR,12bS)-3-prop-2-enyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

Structure

SMILES: C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5

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InChI: InChI=1S/C19H21NO3/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20/h2-6,12-13,15,18,21-22H,1,7-10H2/t12-,13+,15-,18-,19-/m0/s1

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InChIKey: UIQMVEYFGZJHCZ-SSTWWWIQSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Papaver somniferum Papaver Papaveraceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 311.3810000000001

TPSA？: 52.93000000000001

MolLogP？: 1.7542999999999995

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cavia porcellus Cavia porcellus IC50 24.3 nM 10.1021/jm00134a018
Cavia porcellus Cavia porcellus IC50 51.3 nM 10.1021/jm00363a005
Cavia porcellus Kappa opioid receptor Ki 15.0 nM 10.1021/jm00398a011
Homo sapiens Delta opioid receptor Ki 120.0 nM 10.1016/j.bmcl.2008.10.134
Homo sapiens Glutaminase kidney isoform, mitochondrial Potency 28183.8 nM None
Homo sapiens Kappa opioid receptor Ki 0.38 nM 10.1016/j.bmcl.2008.10.134
Homo sapiens Kappa opioid receptor Ki 2.0 nM 10.1021/acs.jmedchem.5b00982
Homo sapiens Mu opioid receptor Ki 0.19 nM 10.1016/j.bmcl.2008.10.134
Homo sapiens Mu opioid receptor Ki 0.36 nM 10.1021/acs.jmedchem.5b00982
Homo sapiens Opioid receptors; mu & kappa Ke 4.47 nM 10.1021/jm00134a018
Homo sapiens Opioid receptors; mu/kappa/delta IC50 28.0 nM 10.1021/jm00364a001
Homo sapiens Sigma opioid receptor IC50 48.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 93.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 625.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 735.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 1800.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 2850.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 4000.0 nM 10.1021/jm00103a005
Homo sapiens Sigma opioid receptor IC50 5000.0 nM 10.1021/jm00103a005
Homo sapiens UDP-glucuronosyltransferase 1-1 Km 2075000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-1 Vmax 2.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 1-10 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 1-3 Activity 51.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 1-8 Activity 75.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 1A4 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B15 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B7 Activity 134.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B7 Activity 1051.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B7 Activity 1483.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B7 Activity 3400.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B7 Km 260000.0 nM 10.1016/j.pharmthera.2004.10.013
Homo sapiens UDP-glucuronosyltransferase 2B7 Vmax 461.0 pmol/min/mg protein 10.1016/j.pharmthera.2004.10.013
Macaca mulatta Rhesus monkey Activity nan None 10.1021/jm00221a004
Mus musculus Mus musculus Activity nan None 10.1016/j.bmc.2007.10.030
Mus musculus Mus musculus AD50 2.0 uM kg-1 10.1021/jm00118a028
Mus musculus Mus musculus AD50 2.6 mg kg-1 10.1021/jm00370a019
Mus musculus Mus musculus ED50 0.43 mg.kg-1 10.1021/jm00206a008
Mus musculus Mus musculus ED50 0.58 mg.kg-1 10.1021/jm00213a027
Mus musculus Mus musculus ED50 0.6 mg.kg-1 10.1016/j.bmc.2007.10.030
Mus musculus Mus musculus ED50 0.6 mg.kg-1 10.1021/jm00370a019
Mus musculus Mus musculus ED50 0.7 mg.kg-1 10.1021/jm00398a011
Mus musculus Mus musculus ED50 0.77 mg.kg-1 10.1021/jm00213a027
Mus musculus Mus musculus ED50 1.0 umol.kg-1 10.1021/jm00203a002
Mus musculus Mus musculus ED50 1.14 mg.kg-1 10.1021/jm00213a027
Mus musculus Mus musculus ED50 1.22 mg.kg-1 10.1021/jm00144a013
Mus musculus Mus musculus ED50 1.22 mg.kg-1 10.1021/jm00350a020
Mus musculus Mus musculus ED50 1.4 umol.kg-1 10.1021/jm00154a018
Mus musculus Mus musculus ED50 1.45 mg.kg-1 10.1021/jm00199a018
Mus musculus Mus musculus ED50 2.04 umol.kg-1 10.1021/jm00154a018
Mus musculus Mus musculus ED50 2.6 mg.kg-1 10.1016/j.bmc.2007.10.030
Mus musculus Mus musculus ED50 2.8 mg.kg-1 10.1021/jm00210a013
Mus musculus Mus musculus ED50 2.8 mg.kg-1 10.1021/jm00210a032
Mus musculus Mus musculus ED50 2.8 mg.kg-1 10.1021/jm00215a013
Mus musculus Mus musculus ED50 3.2 umol.kg-1 10.1021/jm00203a002
Mus musculus Mus musculus ED50 3.5 umol.kg-1 10.1021/jm00144a015
Mus musculus Mus musculus ED50 3.5 umol.kg-1 10.1021/jm00144a029
Mus musculus Mus musculus ED50 3.51 umol.kg-1 10.1021/jm00138a015
Mus musculus Mus musculus ED50 3.51 umol.kg-1 10.1021/jm00176a013
Mus musculus Mus musculus ED50 3.51 umol.kg-1 10.1021/jm00186a025
Mus musculus Mus musculus ED50 4.8 mg.kg-1 10.1021/jm00221a004
Mus musculus Mus musculus ED50 9.9 mg.kg-1 10.1016/j.bmc.2007.10.030
Mus musculus Mus musculus ED50 9.9 mg.kg-1 10.1021/jm00370a019
Mus musculus Mus musculus ED50 15.0 mg.kg-1 10.1021/jm00210a013
Mus musculus Mus musculus ED50 36.3 mg.kg-1 10.1021/jm00221a004
Mus musculus Mus musculus ED50 828.0 umol.kg-1 10.1021/jm00118a028
Mus musculus Mus musculus ED50 nan mg.kg-1 10.1021/jm00370a019
Mus musculus Mus musculus IC50 535.0 nM 10.1021/jm00134a018
Mus musculus Mus musculus Ke 28.7 nM 10.1021/jm00134a018
Mus musculus Mus musculus Permeability nan None 10.1021/jm990968+
Mus musculus Opioid receptor Concentration 22.4 nM 10.1021/jm00353a002
Mus musculus Opioid receptor Concentration 286.0 nM 10.1021/jm00353a002
Mus musculus Opioid receptor IC50 59.0 nM 10.1021/jm00353a002
Mus musculus Opioid receptor IC50 160.0 nM 10.1021/jm00353a002
Plasmodium falciparum Plasmodium falciparum Potency 1345.9 nM None
Rattus norvegicus Mu opioid receptor Ki 6.5 nM 10.1021/jm00398a011
Rattus norvegicus Opioid receptor EC50 1.5 nM 10.1021/jm00199a018
Rattus norvegicus Opioid receptor ED50 2.5 umol.kg-1 10.1021/jm00144a029
Rattus norvegicus Opioid receptor IC50 2.0 nM 10.1021/jm00203a002
Rattus norvegicus Opioid receptor IC50 6.0 nM 10.1021/jm00203a002
Rattus norvegicus Opioid receptor Ratio IC50 3.0 None 10.1021/jm00203a002
Rattus norvegicus Rattus norvegicus Activity nan None 10.1021/jm00221a004
Rattus norvegicus Rattus norvegicus AD50 0.1 mg kg-1 10.1021/jm00210a013
Rattus norvegicus Rattus norvegicus AD50 0.1 mg kg-1 10.1021/jm00210a032
Rattus norvegicus Rattus norvegicus AD50 0.1 mg kg-1 10.1021/jm00215a013
Rattus norvegicus Rattus norvegicus AD50 0.86 mg kg-1 10.1021/jm00350a020
Rattus norvegicus Rattus norvegicus AD50 6.0 mg kg-1 10.1021/jm00210a013
Rattus norvegicus Rattus norvegicus ED2sec 100.0 mg kg-1 10.1021/jm00398a011
Rattus norvegicus Rattus norvegicus ED50 0.38 mg.kg-1 10.1021/jm00213a027
Rattus norvegicus Rattus norvegicus ED50 0.86 mg.kg-1 10.1021/jm00144a013
Rattus norvegicus Rattus norvegicus ED50 0.9 mg.kg-1 10.1021/jm00199a018
Rattus norvegicus Rattus norvegicus ED50 1.0 mg.kg-1 10.1021/jm00199a018
Rattus norvegicus Rattus norvegicus ED50 2.47 umol.kg-1 10.1021/jm00138a015
Rattus norvegicus Rattus norvegicus ED50 2.47 umol.kg-1 10.1021/jm00176a013
Rattus norvegicus Rattus norvegicus ED50 2.47 umol.kg-1 10.1021/jm00186a025
Rattus norvegicus Rattus norvegicus ED50 2.5 umol.kg-1 10.1021/jm00144a015
Rattus norvegicus Rattus norvegicus Ratio 1.42 None 10.1021/jm00176a013
Rattus norvegicus Rattus norvegicus Ratio 1.42 None 10.1021/jm00186a025
None ADMET Ke 4.5 None 10.1021/jm00364a001
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None Unchecked EC50 20.0 nM 10.1016/j.bmc.2007.10.030
None Unchecked ID50 24.3 nM 10.1021/jm00199a018
None Unchecked Ke 4.47 nM 10.1021/jm00199a018
None Unchecked Ratio 1.4 None 10.1021/jm00364a001
None Unchecked Ratio 1.9 None 10.1021/jm00364a001
None Unchecked Ratio Ki 0.5 None 10.1016/j.bmcl.2008.10.134
None Unchecked Ratio Ki 320.0 None 10.1016/j.bmcl.2008.10.134

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001834 C=CCN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5.O=C(O)[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O>>C=CCN1CC[C@]23c4c5ccc(OC(=O)[C@H]6O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]7O[C@@H](n8ccc(=O)[nH]c8=O)[C@H](O)[C@@H]7O)[C@H](O)[C@@H](O)[C@@H]6O)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5 enzymemap_34648
AKRT001835 C=CCN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5>>C=CCN1CC[C@]23c4c5ccc(O)c4O[C@H]2C(=O)C=C[C@H]3[C@H]1C5 enzymemap_3084