|
heroin |
|
CHEBI:27808 |
|
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. |
|
 
This entity has been manually annotated by the ChEBI Team.
|
|
CHEBI:5680, CHEBI:24528
|
|
ChemicalBook:CB3238150, eMolecules:524834, ZINC000003777423 |
|
Molfile
XML
SDF
|
|
|
|
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 |
GVGLGOZIDCSQPN-PVHGPHFFSA-N |
[H][C@]12C=C[C@H](OC(C)=O)[C@@H]3Oc4c(OC(C)=O)ccc5C[C@H]1N(C)CC[C@@]23c45 |
|
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
|
|
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
|
|
View more via ChEBI Ontology
17-methyl-7,8-didehydro-4,5α-epoxymorphinan-3,6α-diyl diacetate
|
(5α,6α)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester)
|
NIST Chemistry WebBook
|
3,6-Diacetylmorphine
|
ChemIDplus
|
7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate
|
ChemIDplus
|
Diacetylmorphine
|
KEGG COMPOUND
|
Diacetylmorphine
|
ChemIDplus
|
Diamorphine
|
KEGG COMPOUND
|
Heroin
|
KEGG COMPOUND
|
O,O'-Diacetylmorphine
|
ChemIDplus
|
4412
|
DrugCentral
|
C06534
|
KEGG COMPOUND
|
D07286
|
KEGG DRUG
|
DB01452
|
DrugBank
|
Heroin
|
Wikipedia
|
View more database links |
561-27-3
|
CAS Registry Number
|
KEGG COMPOUND
|
561-27-3
|
CAS Registry Number
|
ChemIDplus
|
561-27-3
|
CAS Registry Number
|
NIST Chemistry WebBook
|
99261
|
Reaxys Registry Number
|
Reaxys
|
10454516
|
PubMed citation
|
Europe PMC
|
11441925
|
PubMed citation
|
Europe PMC
|
11448454
|
PubMed citation
|
Europe PMC
|
11557911
|
PubMed citation
|
Europe PMC
|
12965116
|
PubMed citation
|
Europe PMC
|
14534521
|
PubMed citation
|
Europe PMC
|
15212982
|
PubMed citation
|
Europe PMC
|
15213301
|
PubMed citation
|
Europe PMC
|
15550572
|
PubMed citation
|
Europe PMC
|
15772255
|
PubMed citation
|
Europe PMC
|
15843500
|
PubMed citation
|
Europe PMC
|
16076083
|
PubMed citation
|
Europe PMC
|
16333714
|
PubMed citation
|
Europe PMC
|
20331562
|
PubMed citation
|
Europe PMC
|
20649590
|
PubMed citation
|
Europe PMC
|
20735218
|
PubMed citation
|
Europe PMC
|
20810225
|
PubMed citation
|
Europe PMC
|
20855171
|
PubMed citation
|
Europe PMC
|
21235340
|
PubMed citation
|
Europe PMC
|
21309955
|
PubMed citation
|
Europe PMC
|
21362452
|
PubMed citation
|
Europe PMC
|
21452028
|
PubMed citation
|
Europe PMC
|
21527184
|
PubMed citation
|
Europe PMC
|
21568984
|
PubMed citation
|
Europe PMC
|
21608377
|
PubMed citation
|
Europe PMC
|
21734607
|
PubMed citation
|
Europe PMC
|
21740578
|
PubMed citation
|
Europe PMC
|
2352148
|
PubMed citation
|
Europe PMC
|
8858977
|
PubMed citation
|
Europe PMC
|
8893832
|
PubMed citation
|
Europe PMC
|
9918543
|
PubMed citation
|
Europe PMC
|
|