Morphine

Details

• Internal ID: 446e8b77-6e43-4745-9367-2e9d3c18357d
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
• SMILES (Canonical): CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)O
• SMILES (Isomeric): CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O
• 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
• InChI Key: BQJCRHHNABKAKU-KBQPJGBKSA-N
• Popularity: 93,045 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.34 g/mol
• Exact Mass: 285.13649347 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 0.80

Synonyms

• Morphia
• Morphium
• Morphin
• Morphinum
• (-)-Morphine
• Morphina
• Ospalivina
• Duromorph
• 57-27-2
• Meconium
• Morphinism
• Moscontin
• Nepenthe
• l-Morphine
• Dulcontin
• Morfina
• MS Contin
• DepoDur
• Dreamer
• Roxanol
• Hocus
• Morpho
• Unkie
• Cube juice
• Hard stuff
• MORPHINE SULFATE
• M-Eslon
• Ms Emma
• Infumorph
• Avinza
• Kadian
• Oramorph SR
• Anhydrous morphine
• Statex SR
• Morphin [German]
• Morfina [Italian]
• Morphina [Italian]
• Aguettant
• Dinamorf
• Sevredol
• Dimorf
• Morphine anhydrous
• CCRIS 5762
• HSDB 2134
• Morphine [BAN]
• Morphine (anhydrous)
• Astramorph PF
• Duramorph PF
• (5R,6S,9R,13S,14R)-4,5-Epoxy-N-methyl-7-morphinen-3,6-diol
• CHEBI:17303
• Morphine extended release
• EINECS 200-320-2
• UNII-76I7G6D29C
• IDS-NM-009
• 4,5alpha-Epoxy-17-methyl-7-morphinen-3,6alpha-diol
• N02AA01
• 76I7G6D29C
• 7,8-Didehydro-4,5-epoxy-17-methyl-morphinan-3,6-diol
• CHEMBL70
• (5alpha,6alpha)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol
• (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
• DEA No. 9300
• RMS
• DTXSID9023336
• morphine liposomal
• Morphine Anhydrate
• (5alpha,6alpha)-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol
• Morphinan-3,6-alpha-diol, 7,8-didehydro-4,5-alpha-epoxy-17-methyl-
• Morphine (BAN)
• Astramorph
• Morphabond
• Kapanol
• Oramorph
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5alpha,6alpha)-
• morphinsulfat-
• Skenan
• 9H-9,9c-Iminoethanophenanthro(4,5-bcd)furan-3,5-diol, 4a,5,7a,8-tetrahydro-12-methyl-
• Morphine sulphate
• MorphaBond ER
• l-Morphine sulfate
• (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol
• MORPHINE (MART.)
• MORPHINE [MART.]
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5alpha,6alpha)-
• (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
• Morphine sulfate hydrate
• methyl[?]diol
• 17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diol
• (5-alpha,6-alpha)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol
• MOI
• NIH 0001
• D-(-)-Morphine
• EINECS 200-582-8
• MST-1 Continus
• NIH 10753
• NSC 11441
• C17H19NO3.1/2H2O4S
• Morphine, hemisulfate
• C17-H19-N-O3.1/2H2-O4-S
• Substitol
• morphin-
• Morfina Dosa
• I-Morphine
• (Morphine)
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5.alpha.,6.alpha.)-
• Morphine polistirex
• Substitol (TN)
• (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
• MOR
• (-)-(etorphine)
• (-)Morphine sulfate
• Morfina Dosa (TN)
• SDZ202-250
• NSC11441
• SDZ 202-250
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5?,6?)-, sulfate (2:1) (salt)
• MORPHINE [HSDB]
• MORPHINE [MI]
• MORPHINE [VANDF]
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5.alpha.,6.alpha.)-, sulfate (2:1) (salt)
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5alpha,6alpha)-, sulfate (2:1) (salt)
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, sulfate (2:1) (salt), (5.alpha.,6.alpha.)-
• D0WE3O
• Epitope ID:116646
• MORPHINE [WHO-DD]
• SCHEMBL2997
• BIDD:GT0147
• DTXCID203336
• GTPL1627
• (5.alpha.,6.alpha.)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol
• Morphine 0.1 mg/ml in Methanol
• Morphine 1.0 mg/ml in Methanol
• BQJCRHHNABKAKU-KBQPJGBKSA-N
• BDBM579485
• US11484525, Compound Morphine
• BDBM50000092
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5?,6?)-
• MORPHINE (ANHYDROUS) [VANDF]
• AKOS015966554
• DB00295
• LS-91748
• C01516
• D08233
• Hydromorphone hydrochloride impurity, morphine-
• Q81225
• CODEINE MONOHYDRATE IMPURITY B [EP IMPURITY]
• 7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol
• HYDROMORPHONE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
• CODEINE HYDROCHLORIDE DIHYDRATE IMPURITY B [EP IMPURITY]
• CODEINE PHOSPHATE HEMIHYDRATE IMPURITY B [EP IMPURITY]
• CODEINE PHOSPHATE SESQUIHYDRATE IMPURITY B [EP IMPURITY]
• 4,5alpha-EPOXY-17-METHYL-7,8-DIDEHYDROMORPHINAN-3,6alpha-DIO
• 7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol(morphine)
• DIHYDROCODEINE HYDROGEN TARTRATE IMPURITY B [EP IMPURITY]
• 3-(4-Hydroxy-phenyl)-1-propyl-piperidine-3-carboxylic acid ethyl ester
• 4,5.ALPHA.-EPOXY-17-METHYL-7,8-DIDEHYDROMORPHINAN-3,6.ALPHA.-DIO
• 6-tert-Butyl-3-methyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine
• 7,8-DIDEHYDRO-4,5.ALPHA.-EPOXY-17-METHYLMORPHINAN-3,6.ALPHA.-DIOL
• 7,8-DIDEHYDRO-4,5alpha-EPOXY-17-METHYLMORPHINAN-3,6alpha-DIOL
• APOMORPHINE HYDROCHLORIDE HEMIHYDRATE IMPURITY B [EP IMPURITY]
• HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY A [EP IMPURITY]
• HYDROMORPHONE HYDROCHLORIDE IMPURITY, MORPHINE- [USP IMPURITY]
• Morfinan-3,6-diol, 7,8-Dideshidro-4,5-epoxi-17-metil-(5alfa, 6alfa)-
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-(5alpha,6alpha)-
• (-)(5.alpha.,6.alpha.)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol
• 4a,5,7a,8-Tetrahydro-12-methyl-9H-9,9c-iminoethanophenanthro(4,5-bcd)furan-3,5-diol
• 9H-9,9c-Iminoethanophenanthro(4,5-bcd)furan-3,5-diol,4a, 5,7a,8-tetrahydro-12-methyl-
• MORPHINAN-3,6-DIOL, 7,8-DIDEHYDRO-4,5-EPOXY-17-METHYL, (5.ALPHA.,6.ALPHA.)-
• MORPHINAN-3,6-DIOL, 7,8-DIDEHYDRO-4,5-EPOXY-17-METHYL, (5alpha,6alpha)-
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl- (5..alpha.,6.alpha.)-
• Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-methyl-, (5.alpha.,6.alpha.)-
• (1S,5R,13R,14S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol
• (1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0?,??.0?,??.0?,??]octadeca-7,9,11(18),15-tetraene-10,14-diol
• (1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraene-10,14-diol
• (1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),15-tetraene-10,14-diol
• (morphine) 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol
• 2-{4-[2,4-diamino-6-pteridinylmethyl(methyl)amino]phenylcarboxamido}pentanedioic acid(morphine)
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol ; HydroChloride
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol ;sulphate salt(morphine)
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol((Morphine))
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol(morphine sulfate)
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol(morphine)
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol(Morphine)(HCl)
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol,sulfate(Morphinesulfate)
• 4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diolMorphine
• 4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol
• 4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol (morphine)
• 4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol(Morphine)
• 6,11-Dimethyl-3-(3-methyl-but-2-enyl)-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol(Morphine)
• 9H-9,9c-Iminoethanophenanthro(4,5-bcd)furan-3,5-diol, 4alpha,5,7alpha,8-tetrahydro-12-methyl-
• Morphine;4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-10,14-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL236	P41143	Delta opioid receptor	150 nM; 185 nM; 11 nM; 15.6 nM	IC50; IC50; Ki; EC50	PMID: 12502358; PMID: 2887656; via Super-PRED; via Super-PRED
CHEMBL237	P41145	Kappa opioid receptor	6.9 nM; 230 nM; 1705.1 nM	Ki; Ki; IC50	via Super-PRED; via Super-PRED; PMID: 12502358
CHEMBL233	P35372	Mu opioid receptor	6.3 nM; 2.5 nM; 4.3 nM; 0.57 nM; 0.32 nM; 0.32 nM	IC50; IC50; IC50; IC50; Ki; Ki	PMID: 26789491; PMID: 24171469; PMID: 22995061; PMID: 12502358; via Super-PRED; via Super-PRED
CHEMBL5685	O15245	Solute carrier family 22 member 1	28000 nM	IC50	PMID: 18788725

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.64%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.13%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.39%	95.89%
CHEMBL238	Q01959	Dopamine transporter	84.43%	95.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.58%	91.03%
CHEMBL217	P14416	Dopamine D2 receptor	82.82%	95.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.67%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.51%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.23%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.51%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.33%	100.00%
CHEMBL5646	Q6L5J4	FML2_HUMAN	80.46%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

Plants that contains it

• Aloe microstigma
• Aruncus dioicus
• Buxus sempervirens
• Chrozophora plicata
• Dysoxylum lenticellatum
• Hesperocyparis macrocarpa
• Isocoma veneta
• Kochia trichophylla
• Leuzea carthamoides
• Papaver somniferum
• Papaver somniferum subsp. setigerum
• Petchia madagascariensis
• Piper kadsura
• Potentilla multifida
• Psephellus trinervius
• Saururus cernuus
• Seriphidium oranense
• Strychnos fendleri
• Vicia villosa
• Vitex megapotamica

Cross-Links

• PubChem: 5288826
• NPASS: NPC232533
• ChEMBL: CHEMBL70
• LOTUS: LTS0232713
• wikiData: Q81225