alkaloid heroin (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester) 17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diyl diacetate 3,6-Diacetylmorphine 369.158 369.41100 7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate 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. C21H23NO5 CAS:561-27-3 CHEBI:24528 CHEBI:27808 CHEBI:5680 Diacetylmorphine Diamorphine DrugBank:DB01452 Drug_Central:4412 GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin 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 KEGG:C06534 KEGG:D07286 O,O'-Diacetylmorphine PMID:10454516 PMID:11441925 PMID:11448454 PMID:11557911 PMID:12965116 PMID:14534521 PMID:15212982 PMID:15213301 PMID:15550572 PMID:15772255 PMID:15843500 PMID:16076083 PMID:16333714 PMID:20331562 PMID:20649590 PMID:20735218 PMID:20810225 PMID:20855171 PMID:21235340 PMID:21309955 PMID:21362452 PMID:21452028 PMID:21527184 PMID:21568984 PMID:21608377 PMID:21734607 PMID:21740578 PMID:2352148 PMID:8858977 PMID:8893832 PMID:9918543 Reaxys:99261 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 chebi_ontology