Molecule

Dihydrocodeine

AlkaPlorer ID: AK008781

Synonym: None

IUPAC Name: (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol

Structure

SMILES: COC1=CC=C2C[C@@H]3[C@@H]4CC[C@H](O)[C@@H]5OC1=C2[C@]45CCN3C

InChI: InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1

InChIKey: RBOXVHNMENFORY-DNJOTXNNSA-N

Reference

Chemiluminescence detection of opium poppy (Papaver somniferum) alkaloids

PubChem CID: 5284543

CAS: 125-28-0

LOTUS: LTS0136293

SuperNatural Ⅲ: SN0320973-01

NPASS: NPC67346

Source

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

Properties Information

Molecule Weight: 301.3860000000001

TPSA？: 41.93

MolLogP？: 1.7251

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Monoamine oxidase A	Activity	nan	None	10.1021/jm800656v
Bos taurus	Monoamine oxidase B	Activity	nan	None	10.1021/jm800656v
Cricetulus griseus	Delta-type opioid receptor	Inhibition	7.0	%	10.1016/j.bmc.2013.09.062
Cricetulus griseus	Delta-type opioid receptor	Inhibition	24.0	%	10.1016/j.bmc.2013.09.062
Cricetulus griseus	Kappa-type opioid receptor	Inhibition	4.0	%	10.1016/j.bmc.2013.09.062
Cricetulus griseus	Kappa-type opioid receptor	Inhibition	51.0	%	10.1016/j.bmc.2013.09.062
Cryptosporidium parvum	Cryptosporidium parvum	IC50	nan	None	10.1016/j.bmc.2010.01.068
Entamoeba histolytica	Entamoeba histolytica	IC50	nan	None	10.1016/j.bmc.2010.01.068
Homo sapiens	Alpha-1a adrenergic receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-2a adrenergic receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-2b adrenergic receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-2c adrenergic receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Beta-2 adrenergic receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Cannabinoid CB1 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Delta opioid receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Dopamine D1 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Dopamine D2 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Dopamine D3 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	HERG	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Histamine H1 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Histamine H2 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Homo sapiens	Activity	0.88	%	10.1016/j.ejmech.2009.11.034
Homo sapiens	Kappa opioid receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Monoamine oxidase A	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Mu opioid receptor	Inhibition	17.0	%	10.1016/j.bmc.2013.09.062
Homo sapiens	Mu opioid receptor	Inhibition	40.0	%	10.1016/j.bmc.2013.09.062
Homo sapiens	Muscarinic acetylcholine receptor M1	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Muscarinic acetylcholine receptor M3	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Phosphodiesterase 3A	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Phosphodiesterase 4D	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 1a (5-HT1a) receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 2a (5-HT2a) receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 2b (5-HT2b) receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 2c (5-HT2c) receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 3a (5-HT3a) receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Leishmania amazonensis	Leishmania amazonensis	IC50	nan	None	10.1016/j.bmc.2010.01.068
Leishmania donovani	Leishmania donovani	IC50	nan	None	10.1016/j.bmc.2010.01.068
Leishmania infantum	Leishmania infantum	IC50	nan	None	10.1016/j.bmc.2010.01.068
Leishmania major	Leishmania major	IC50	nan	None	10.1016/j.bmc.2010.01.068
Leishmania mexicana	Leishmania mexicana	IC50	nan	None	10.1016/j.bmc.2010.01.068
Mus musculus	Mus musculus	ED50	3.8	umol.kg-1	10.1021/jm00138a016
Plasmodium falciparum	Plasmodium falciparum	IC50	nan	None	10.1016/j.bmc.2010.01.068
Pneumocystis carinii	Pneumocystis carinii	IC50	nan	None	10.1016/j.bmc.2010.01.068
Rattus norvegicus	GABA receptor alpha-1 subunit	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Rattus norvegicus	Glutamate (NMDA) receptor subunit zeta 1	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Rattus norvegicus	Rattus norvegicus	ED50	22.0	umol.kg-1	10.1021/jm00138a016
Toxoplasma gondii	Toxoplasma gondii	IC50	nan	None	10.1016/j.bmc.2010.01.068
Trichomonas vaginalis	Trichomonas vaginalis	IC50	nan	None	10.1016/j.bmc.2010.01.068
Trypanosoma brucei	Trypanosoma brucei	IC50	nan	None	10.1016/j.bmc.2010.01.068
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	nan	None	10.1016/j.bmc.2010.01.068
Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	nan	None	10.1016/j.bmc.2010.01.068
Trypanosoma cruzi	Trypanosoma cruzi	IC50	nan	None	10.1016/j.bmc.2010.01.068
None	NON-PROTEIN TARGET	IC50	nan	None	10.1016/j.bmc.2010.01.068
None	No relevant target	pKa	8.75	None	10.1007/s11095-013-1232-z
None	Unchecked	Inhibition	40.0	%	10.1016/j.bmc.2013.09.062
None	Unchecked	Inhibition	nan	%	10.1016/j.bmc.2013.09.062

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT011914	COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314>>COc1ccc2c3c1O[C@H]1[C@@H](O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314	MNXR129359
AKRT011924	COc1ccc2c3c1O[C@H]1[C@@H](O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314>>COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314	enzymemap_3088