CHEBI:17303 - morphine

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ChEBI Name morphine
ChEBI ID CHEBI:17303
Definition A morphinane alkaloid that is a highly potent opiate analgesic psychoactive drug. Morphine acts directly on the central nervous system (CNS) to relieve pain but has a high potential for addiction, with tolerance and both physical and psychological dependence developing rapidly. Morphine is the most abundant opiate found in Papaver somniferum (the opium poppy).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44202, CHEBI:7001, CHEBI:14622, CHEBI:25419
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Formula C17H19NO3
Net Charge 0
Average Mass 285.33770
Monoisotopic Mass 285.13649
InChI InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1
InChIKey BQJCRHHNABKAKU-KBQPJGBKSA-N
SMILES [H][C@]12C=C[C@H](O)[C@@H]3Oc4c(O)ccc5C[C@H]1N(C)CC[C@@]23c45
Metabolite of Species Details
Papaver somniferum (NCBI:txid3469) See: PubMed
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
drug allergen
Any drug which causes the onset of an allergic reaction.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
vasodilator agent
A drug used to cause dilation of the blood vessels.
anaesthetic
Substance which produces loss of feeling or sensation.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
drug allergen
Any drug which causes the onset of an allergic reaction.
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing morphine (CHEBI:17303) has parent hydride morphinan (CHEBI:35649)
morphine (CHEBI:17303) has role μ-opioid receptor agonist (CHEBI:55322)
morphine (CHEBI:17303) has role anaesthetic (CHEBI:38867)
morphine (CHEBI:17303) has role drug allergen (CHEBI:88188)
morphine (CHEBI:17303) has role environmental contaminant (CHEBI:78298)
morphine (CHEBI:17303) has role geroprotector (CHEBI:176497)
morphine (CHEBI:17303) has role opioid analgesic (CHEBI:35482)
morphine (CHEBI:17303) has role plant metabolite (CHEBI:76924)
morphine (CHEBI:17303) has role vasodilator agent (CHEBI:35620)
morphine (CHEBI:17303) has role xenobiotic (CHEBI:35703)
morphine (CHEBI:17303) is a morphinane alkaloid (CHEBI:25418)
morphine (CHEBI:17303) is a organic heteropentacyclic compound (CHEBI:38164)
morphine (CHEBI:17303) is a tertiary amino compound (CHEBI:50996)
morphine (CHEBI:17303) is conjugate base of morphine(1+) (CHEBI:58097)
Incoming codeine (CHEBI:16714) has functional parent morphine (CHEBI:17303)
codeinone (CHEBI:18399) has functional parent morphine (CHEBI:17303)
heroin (CHEBI:27808) has functional parent morphine (CHEBI:17303)
morphinone (CHEBI:16315) has functional parent morphine (CHEBI:17303)
myrophine (CHEBI:59860) has functional parent morphine (CHEBI:17303)
morphine hydrochloride (CHEBI:55340) has part morphine (CHEBI:17303)
morphine sulfate (CHEBI:7003) has part morphine (CHEBI:17303)
morphine sulfate pentahydrate (CHEBI:50731) has part morphine (CHEBI:17303)
morphine(1+) (CHEBI:58097) is conjugate acid of morphine (CHEBI:17303)
IUPAC Name
17-methyl-7,8-didehydro-4,5α-epoxymorphinan-3,6α-diol
Synonyms Sources
(−)-morphine ChemIDplus
(5α,6α)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol ChEBI
(5α,6α)-didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol NIST Chemistry WebBook
(5R,6S,9R,13S,14R)-4,5-epoxy-N-methyl-7-morphinen-3,6-diol ChemIDplus
(7R,7AS,12BS)-3-METHYL-2,3,4,4A,7,7A-HEXAHYDRO-1H-4,12-METHANO[1]BENZOFURO[3,2-E]ISOQUINOLINE-7,9-DIOL PDBeChem
morfina ChEBI
Morphia ChemIDplus
Morphin ChemIDplus
Morphine KEGG COMPOUND
morphinum ChemIDplus
morphium ChemIDplus
Manual Xrefs Databases
1845 DrugCentral
1Q0Y PDB
2982 VSDB
C00001889 KNApSAcK
C01516 KEGG COMPOUND
D08233 KEGG DRUG
DB00295 DrugBank
MOI PDBeChem
Morphine Wikipedia
MORPHINE MetaCyc
View more database links
Registry Numbers Types Sources
57-27-2 CAS Registry Number ChemIDplus
57-27-2 CAS Registry Number NIST Chemistry WebBook
93704 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12593758 PubMed citation Europe PMC
15019787 PubMed citation Europe PMC
17171884 PubMed citation Europe PMC
17667569 PubMed citation Europe PMC
19371311 PubMed citation Europe PMC
20071451 PubMed citation Europe PMC
21061062 PubMed citation Europe PMC
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23927484 PubMed citation Europe PMC
23988259 PubMed citation Europe PMC
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24306419 PubMed citation Europe PMC
27735107 PubMed citation Europe PMC
27815868 PubMed citation Europe PMC
27866460 PubMed citation Europe PMC
29368335 PubMed citation Europe PMC
9231550 PubMed citation Europe PMC
Last Modified
27 October 2021
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag