Compound: naloxone
SMILES: O=C1[C@@H]2Oc3c(O)ccc4c3[C@]25[C@](O)([C@H](N(CC=C)CC5)C4)CC1
InChIKey: UZHSEJADLWPNLE-GRGSLBFTSA-N
Synonyms: naloxone, 465-65-6, l-Naloxone, (-)-Naloxone, n-Allylnoroxymorphone, Naloxona, EN 1530 base, Naloxonum, Nalossone, N-Allyl-noroxymorphone, DBL Naloxone, 1-N-Allyl-14-hydroxynordihydromorphinone, Naloxone Nasal Spray, 17-Allyl-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one, 1-N-Allyl-7,8-dihydro-14-hydroxynormorphinone, l-N-Allyl-14-hydroxynordihydromorphinone, NSC-70413, 17-Allyl-4,5-alpha-epoxy-3,14-dihydroxymorphinan-6-one, l-N-Allyl-7,8-dihydro-14-hydroxynormorphinone, 36B82AMQ7N, CHEBI:7459, DTXSID8023349, N-Allyl-4,5alpha-epoxy-3,14-dihydroxy-6-morphinanon, 12-Allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-4aH-8,9c-iminoethanophenanthro(4,5-bcd)furanone, Morphinan-6-one, 17-allyl-4,5alpha-epoxy-3,14-dihydroxy-, Morphinan-6-one, 4,5alpha-epoxy-3,14-dihydroxy-17-(2-propenyl)-, Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5alpha)-, 17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one, Normorphinone, N-allyl-7,8-dihydro-14-hydroxy-, (-)-, DTXCID703349, (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one, Morphinan-6-one, 4,5-alpha-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one, Abello, Naloxone, Curamed, Naloxon, Naloxon ratiopharm, (1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo(9.6.1.0^(1,13).0^(5,17).0^(7,18))octadeca-7(18),8,10-trien-14-one, (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinolin-7-one, naloxoni hydrochloridum, Hydrobromide, Naloxone, RefChem:6051, MRZ 2593Br, MRZ 2593 Br, MRZ 2593-Br, A06AH04, Dihydride, Naloxone Hydrochloride, Hydrochloride Dihydride, Naloxone, MRZ2593, V03AB15, MRZ 2593, (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinoline-7-one, 207-365-7, Narcan, Nalossone [DCIT], Naloxonum [INN-Latin], Naloxona [INN-Spanish], Nalone, HSDB 3279, Naloxone (INN), NIOSH/QD2135000, RAM-301, A1APV, Narcon, NALOXONE [INN], 7,8-Dihydro-N-allyl-14-hydroxynormorphinone, Naloxone [INN:BAN], NSC 70413, QD21350000, Normorphinone, 7,8-dihydro-N-allyl-14-hydroxy-, 17-Allyl-3,14-dihydroxy-4,5-alpha-epoxymorphinan-6-one, Morphinan-6-one, 17-allyl-3,14-dihydroxy-4,5-alpha-epoxy-, MLS000069540, [3H]naloxone, CAS-465-65-6, MLS000736771, SMR000058766, EINECS 207-365-7, BRN 1089071, UNII-36B82AMQ7N, Nyxoid, [N-allyl-2,3-3H]naloxone, NCGC00162267-02, Normorphinone, N-allyl-dihydro-14-hydroxy-, NALOXONE [HSDB], NALOXONE [MI], CHEMBL80, NALOXONE [VANDF], Prestwick0_000111, Prestwick1_000111, Prestwick2_000111, Prestwick3_000111, (5alpha)-4,5-Epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-one, Epitope ID:549277, NALOXONE [USP-RS], NALOXONE [WHO-DD], NALOXONE [EMA EPAR], SCHEMBL34284, BSPBio_000122, (-)-N-allyl-14-hydroxynordihydroxymorphinan-6-one, BIDD:GT0110, SPBio_002061, NALOXONE [ORANGE BOOK], BPBio1_000136, GTPL1638, GTPL1676, SCHEMBL29427581, BDBM54795, cid_5464092, Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5.alpha.)-, BDBM579486, HMS2090F20, US11484525, Compound Naloxone, Tox21_112006, 3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one, BDBM50000788, EBC-26597, HY-17417A, PDSP2_001520, (5alpha)-3,14-dihydroxy-17-prop-2-en-1-yl-4,5-epoxymorphinan-6-one, AKOS016009988, Tox21_112006_1, DB01183, FN61467, SMP1_000205, NCGC00024674-02, NCGC00024674-03, NCGC00024674-14, NCGC00274058-01, 12-Allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-4aH-8,9c-iminoethanophenanthro[4,5-bcd]furan-5(6H)-one, DA-65917, 4683B, CS-0012343, Kloxxado (naloxone hydrochloride nasal spray), NS00002914, C07252, D08249, H55415, EN300-19748912, Morphinan-6-one,5.alpha.-epoxy-3,14-dihydroxy-, Q282902, (-)-N-ALLYL-14-HYDROXYNORDIHYDROMORPHINONE, BRD-K67511046-001-02-3, BRD-K67511046-003-03-7, BRD-K67511046-003-14-4, BRD-K67511046-003-15-1, BRD-K67511046-003-16-9, 17-ALLYL-4,5A-EPOXY-3,14-DIHYDROXYMORPHINAN-6-ONE, (5?)-3,14-Dihydroxy-17-prop-2-en-1-yl-4,5-epoxymorphinan-6-one, Morphinan-6-one, 17-allyl-4,5alpha-epoxy-3,14-dihydroxy- (8CI), Morphinan-6-one,5.alpha.-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5alpha)-4,5-Epoxy-3,14-dihydroxy-17-(2-propen-1-yl)morphinan-6-one, [17-(2,3-3H-2-propenyl)]-4, 5a -epoxy-3,14-dihydroxymorphinan-6-one, 3,14-Dihydroxy-17-(prop-2-en-1-yl)-5alpha-4,5-epoxymorphinan-6-one, MORPHINAN-6-ONE, 4,5-EPOXY-3,14-DIHYDROXY-17-(2-PROPENYL)-, Morphinan-6-one,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5.alpha.)-, 4aH-8,5-bcd]furan-5(6H)-one, N-allyl-7,7a,8,9-tetrahydro-3,7a-dihydroxy-, Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5alpha)- (9CI), (4R,4aS,7aR,12bS)-3-allyl-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride, (4R,4aS,7aR,12bS)-4a,9-bis(oxidanyl)-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride, (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride, (naloxone) 4-allyl-10,17-dihydroxy-(1S,5R,13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one, (naloxone)4-allyl-10,17-dihydroxy-(1S,5R,13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one, (naloxone)4-allyl-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one, 4-allyl-10,17-dihydroxy-(1S,5R,13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one, 4-allyl-10,17-dihydroxy-(1S,5R,13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one (naloxone), 4-allyl-10,17-dihydroxy-(1S,5R,13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one( Naloxone), 4-allyl-10,17-dihydroxy-(1S,5R,13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one(Naxolone), 4-allyl-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one, 4-allyl-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one(naloxone)C2H2O4
Theoretical properties:
molecular_formula: C19H21NO4
molecular_weight: 327.4 g/mol
exact_mass: 327.14705815 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 24
topological_polar_surface_area: 70 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from ethyl acetate
color: Crystals from ethyl acetate
solubility: Soluble
Descriptions:
{"pubchem": "Naloxone is a synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose. It has a role as a central nervous system depressant, a mu-opioid receptor antagonist and an antidote to opioid poisoning. It is a morphinane alkaloid, a tertiary alcohol and an organic heteropentacyclic compound. It is a conjugate base of a naloxone(1+). It derives from a hydride of a morphinan.", "chebi": "A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.", "chembl": "NALOXONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Naloxone, sold under the brand name Narcan among others, is an opioid antagonist, a medication used to reverse or reduce the effects of opioids. For example, it is used to restore breathing after an opioid overdose. Effects begin within two minutes when given intravenously, five minutes when injected into a muscle, and ten minutes as a nasal spray. Naloxone blocks the effects of opioids for 30 to 90 minutes.\nAdministration to opioid-dependent individuals may cause symptoms of opioid withdrawal, including restlessness, agitation, nausea, vomiting, a fast heart rate, and sweating. To prevent this, small doses every few minutes can be given until the desired effect is reached. In those with previous heart disease or taking medications that negatively affect the heart, further heart problems have occurred. There is limited data on naloxone's safety during pregnancy. Naloxone is a non-selective and competitive opioid receptor antagonist. It reverses the depression of the central nervous system and respiratory system caused by opioids.\nNaloxone was patented in 1961 and approved for opioid overdose in the United States in 1971. It is on the World Health Organization's List of Essential Medicines."}