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Diacetylmorphine

AlkaPlorer ID: AK012554

Synonym: None

IUPAC Name: [(4R,4aR,7S,7aR,12bS)-9-acetyloxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate

Structure

SMILES: CC(=O)OC1=C2O[C@H]3[C@@H](OC(C)=O)C=C[C@H]4[C@H]5CC(=C2[C@]43CCN5C)C=C1

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InChI: InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1

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InChIKey: GVGLGOZIDCSQPN-PVHGPHFFSA-N

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Reference

PubChem CID: 5462328

CAS: 561-27-3

NPASS: NPC311781

Source

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

Properties Information

Molecule Weight: 369.41700000000014

TPSA？: 65.07000000000001

MolLogP？: 1.9886

Number of H-Donors: 0

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Acyl coenzyme A:cholesterol acyltransferase Km 6300000.0 nM 10.1016/j.bmc.2009.10.052
Homo sapiens Acyl coenzyme A:cholesterol acyltransferase pKm 2.2 None 10.1016/j.bmc.2009.10.052
None No relevant target LogD -0.94 None 10.1021/jm960073m
None No relevant target LogD 0.85 None 10.1021/jm960073m
None No relevant target LogD 1.58 None 10.1021/jm960073m
None No relevant target LogP 1.5 None 10.1016/j.bmc.2008.11.008
None No relevant target pKa 7.95 None 10.1021/jm960073m
None No relevant target pKa 7.96 None 10.1007/s11095-013-1232-z

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT004352 CC(=O)Oc1ccc2c3c1O[C@H]1[C@@H](OC(C)=O)C=C[C@H]4[C@@H](C2)N(C)CC[C@@]341>>CC(=O)O.CC(=O)O[C@H]1C=C[C@H]2[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3C)[C@H]1O5 None
AKRT004353 CC(=O)Oc1ccc2c3c1O[C@H]1[C@@H](OC(C)=O)C=C[C@H]4[C@@H](C2)N(C)CC[C@]314>>CC(=O)O enzymemap_51305
AKRT004354 CC(=O)Oc1ccc2c3c1O[C@H]1[C@@H](OC(C)=O)C=C[C@H]4[C@@H](C2)N(C)CC[C@]314>>CC(=O)O[C@H]1C=C[C@H]2[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3C)[C@H]1O5 enzymemap_51305
AKRT004355 CC(=O)Oc1ccc2c3c1O[C@H]1[C@@H](OC(C)=O)C=C[C@H]4[C@@H](C2)N(C)CC[C@]314>>CC(=O)Oc1ccc2c3c1O[C@H]1[C@@H](O)C=C[C@H]4[C@@H](C2)N(C)CC[C@]314 enzymemap_53366