loading...| Preferred Name |
heroin |
|
| Synonyms |
Heroin Diacetylmorphine (1S,5R,13R,14S,17R)-10-(acetyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate 3,6-Diacetylmorphine C21H23NO5 Diamorphine O,O'-Diacetylmorphine (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester) 7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate 17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diyl diacetate |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_27808 |
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| activates |
http://purl.obolibrary.org/obo/dinto_0760 |
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| altId |
CHEBI:5680 CHEBI:24528 |
|
| ATCCode |
N02AA09 |
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| CASRN |
561-27-3 |
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| DBname |
heroin |
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| DBSalt |
heroin hydrochloride |
|
| DBSynonym |
morphine diacetate diamorphine diacetylmorphine |
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| Definition |
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. |
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| has pharmacological target | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_55322 |
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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 |
InChIKey=GVGLGOZIDCSQPN-PVHGPHFFSA-N |
|
| label |
heroin |
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| may interact with | ||
| prefixIRI |
obo2:CHEBI_27808 |
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| prefLabel |
heroin |
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| SMILES |
[H][C@@]12OC3=C(OC(C)=O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2OC(C)=O [H][C@]12C=C[C@H](OC(C)=O)[C@@H]3Oc4c(OC(C)=O)ccc5C[C@H]1N(C)CC[C@@]23c45 |
|
| Synonym |
Heroin Diacetylmorphine (1S,5R,13R,14S,17R)-10-(acetyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate 3,6-Diacetylmorphine C21H23NO5 Diamorphine O,O'-Diacetylmorphine (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol diacetate (ester) 7,8-Dihydro-4,5-alpha-epoxy-17-methylmorphinan-3,6-alpha-diol diacetate 17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diyl diacetate |
|
| xref |
CiteXplore:20810225 CiteXplore:14534521 CiteXplore:10454516 CiteXplore:21527184 PubChem Compound:5462328 CiteXplore:11448454 CiteXplore:16333714 KEGG COMPOUND:C06534 CiteXplore:21608377 CiteXplore:20331562 CiteXplore:15843500 CiteXplore:20735218 CiteXplore:9918543 Reaxys:99261 ChEMBL:572505 ChEBI:27808 DrugBank:DB01452 CiteXplore:21568984 CiteXplore:15550572 CiteXplore:8893832 CASRN:561-27-3 CiteXplore:21309955 CiteXplore:21362452 CiteXplore:2352148 CiteXplore:8858977 CiteXplore:11557911 CiteXplore:21734607 CiteXplore:21235340 PharmGKB:PA452619 Wikipedia:http://en.wikipedia.org/wiki/Heroin CiteXplore:15212982 ChemSpider:4575379 Drugs.com:http://www.drugs.com/heroin.html CiteXplore:21452028 CiteXplore:16076083 NIST Chemistry WebBook:561-27-3 CiteXplore:15213301 PubChem Substance:46506839 CiteXplore:15772255 Wikipedia:Heroin CiteXplore:20855171 CiteXplore:12965116 CiteXplore:20649590 CiteXplore:11441925 CiteXplore:21740578 |
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| subClassOf |