Molecule

morphine-3-glucuronide

AlkaPlorer ID: AK025314

Synonym: None

IUPAC Name: (2S,3S,4S,5R,6S)-6-[[(4R,4aR,7S,7aR,12bS)-7-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Structure

SMILES: CN1CC[C@]23C4=C5C=CC(O[C@@H]6O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]6O)=C4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5

InChI: InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-4-12(25)20(23)32-18-13(5-2-9(14(18)23)8-11(10)24)31-22-17(28)15(26)16(27)19(33-22)21(29)30/h2-5,10-12,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,12-,15-,16-,17+,19-,20-,22+,23-/m0/s1

InChIKey: WAEXKFONHRHFBZ-ZXDZBKESSA-N

Reference

Chemiluminescence detection of opium poppy (Papaver somniferum) alkaloids

PubChem CID: 5484731

CAS: 20290-09-9

LOTUS: LTS0186646

SuperNatural Ⅲ: SN0404799-02

NPASS: NPC26746

Source

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

Properties Information

Molecule Weight: 461.4670000000001

TPSA？: 149.15

MolLogP？: -1.2364999999999988

Number of H-Donors: 5

Number of H-Acceptors: 9

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Plasma	K(p,uu,CSF)	0.081	None	10.1021/jm901036q
Homo sapiens	UDP-glucuronosyltransferase 1-1	Km	18700000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-1	Vmax	4.5	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-10	Km	12600000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-10	Vmax	629.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-3	Km	3200000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-3	Vmax	10.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-6	Km	18000000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-6	Vmax	21.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-8	Km	26000000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-8	Vmax	13.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-9	Km	37400000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 1-9	Vmax	32.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Km	245000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Km	420000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Km	670000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Km	1000000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Km	58300000.0	nM	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Vmax	24.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Vmax	183.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Vmax	309.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Vmax	425.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Homo sapiens	UDP-glucuronosyltransferase 2B7	Vmax	650.0	pmol/min/mg protein	10.1016/j.pharmthera.2004.10.013
Rattus norvegicus	Brain	Fu	0.97	None	10.1124/dmd.110.035998
Rattus norvegicus	Brain	Kp	0.58	None	10.1124/dmd.110.035998
Rattus norvegicus	Brain	Vd	0.6	L.kg-1	10.1124/dmd.110.035998
Rattus norvegicus	Brain	Vdu	0.6	ml	10.1021/jm901036q
Rattus norvegicus	Plasma	Cp(f)	2.7	uM	10.1021/jm901036q
Rattus norvegicus	Plasma	Fu	1.0	None	10.1021/jm901036q
Rattus norvegicus	Plasma	K(p,uu,CSF)	0.049	None	10.1021/jm901036q
Rattus norvegicus	Rattus norvegicus	Activity	nan	None	10.1016/j.bmcl.2003.12.016
None	ADMET	BPR	0.007	None	10.1021/jm901036q
None	ADMET	K(p,uu,brain)	0.011	None	10.1021/jm901036q
None	No relevant target	CLogP	1.4	None	10.1016/S0960-894X(01)80191-8
None	No relevant target	CLogP	1.8	None	10.1016/S0960-894X(01)80191-8
None	No relevant target	CLogP	2.2	None	10.1016/S0960-894X(01)80191-8
None	No relevant target	Ki	91201083.94	nM	10.1021/jm00108a005
None	No relevant target	Ki	117489755.49	nM	10.1021/jm00108a005
None	No relevant target	Ki	162181009.74	nM	10.1021/jm00108a005
None	No relevant target	Ki	169824365.25	nM	10.1021/jm00108a005
None	No relevant target	Ki	426579518.8	nM	10.1021/jm00108a005
None	No relevant target	Ki	676082975.39	nM	10.1021/jm00108a005
None	No relevant target	LogD	-2.0	None	10.1021/jm960073m
None	No relevant target	LogD	-1.45	None	10.1021/jm960073m
None	No relevant target	LogD	-1.42	None	10.1021/jm960073m
None	No relevant target	LogD	-1.18	None	10.1021/jm960073m
None	No relevant target	LogD	-1.15	None	10.1021/jm960073m
None	No relevant target	LogD	-1.12	None	10.1021/jm960073m
None	No relevant target	LogD	-1.1	None	10.1021/jm960073m
None	No relevant target	LogP	-1.12	None	10.1021/jm960073m
None	No relevant target	pKa	2.83	None	10.1021/jm00108a005
None	No relevant target	pKa	2.86	None	10.1007/s11095-013-1232-z
None	No relevant target	pKa	2.86	None	10.1021/jm960073m
None	No relevant target	pKa	3.1	None	10.1124/dmd.110.035998
None	No relevant target	pKa	8.21	None	10.1007/s11095-013-1232-z
None	No relevant target	pKa	8.21	None	10.1021/jm960073m
None	No relevant target	pKa	8.5	None	10.1124/dmd.110.035998

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT010576	CN1CC[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>>CN1CC[C@]23c4c5ccc(O[C@@H]6O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]6O)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5	R08262
AKRT010582	CN1CC[C@]23c4c5ccc(O[C@@H]6O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]6O)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>>CN1CC[C@]23c4c5ccc(O[C@@H]6O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]6O)c4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	enzymemap_35002