has role morphine morphinane alkaloid heroin PMID:21608377 PMID:15212982 PMID:15843500 PMID:21527184 3,6-Diacetylmorphine Diamorphine PMID:16076083 17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diyl diacetate Reaxys:99261 PMID:21734607 PMID:21740578 Wikipedia:Heroin [H][C@]12C=C[C@H](OC(C)=O)[C@@H]3Oc4c(OC(C)=O)ccc5C[C@H]1N(C)CC[C@@]23c45 PMID:11557911 DrugBank:DB01452 PMID:21362452 CHEBI:5680 PMID:15213301 PMID:20855171 Drug_Central:4412 PMID:21235340 PMID:20649590 PMID:8858977 369.41100 0 CHEBI:24528 PMID:20810225 PMID:20735218 PMID:20331562 A morphinane alkaloid that is morphine bearing two acetyl substituents on the O-3 and O-6 positions. As with other opioids, heroin is used as both an analgesic and a recreational drug. Frequent and regular administration is associated with tolerance and physical dependence, which may develop into addiction. Its use includes treatment for acute pain, such as in severe physical trauma, myocardial infarction, post-surgical pain, and chronic pain, including end-stage cancer and other terminal illnesses. KEGG:D07286 7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate CHEBI:27808 C21H23NO5 PMID:11448454 369.15762 PMID:9918543 KEGG:C06534 PMID:11441925 GVGLGOZIDCSQPN-PVHGPHFFSA-N PMID:16333714 PMID:12965116 PMID:15772255 O,O'-Diacetylmorphine PMID:21568984 PMID:21309955 chebi_ontology 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 PMID:15550572 PMID:8893832 Heroin (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester) Diacetylmorphine PMID:14534521 CAS:561-27-3 PMID:21452028 PMID:10454516 PMID:2352148 opioid analgesic prodrug mu-opioid receptor agonist