Norlevorphanol
PubChem CID
5463854
Structure
Molecular Formula
Synonyms
- NORLEVORPHANOL
- 1531-12-0
- Norlevorfanol
- 3-Hydroxymorphinan
- (-)-3-Hydroxymorphinan
Molecular Weight
243.34 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-08-08
- Modify:2025-02-01
Description
Norlevorphanol is a DEA Schedule I controlled substance. Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse. It is a Opiates substance.
Norlevorphanol has been reported in Papaver somniferum with data available.
Chemical Structure Depiction
(1R,9R,10R)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C16H21NO/c18-12-5-4-11-9-15-13-3-1-2-6-16(13,7-8-17-15)14(11)10-12/h4-5,10,13,15,17-18H,1-3,6-9H2/t13-,15+,16+/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
IYNWSQDZXMGGGI-NUEKZKHPSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C1CC[C@@]23CCN[C@@H]([C@@H]2C1)CC4=C3C=C(C=C4)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C16H21NO
Computed by PubChem 2.2 (PubChem release 2021.10.14)
63732-85-4 (hydrobromide)
53448-65-0 (hydrochloride salt/solvate)
9634 (DEA schedule I controlled substance)
- 3-hydroxymorphinan
- norlevorphanol
- norlevorphanol hydrobromide
- norlevorphanol, 9alpha,13alpha,14alpha-isomer
- NORLEVORPHANOL
- 1531-12-0
- Norlevorfanol
- 3-Hydroxymorphinan
- (-)-3-Hydroxymorphinan
- E4S6LA88PG
- (+/-)-3-Hydroxymorphinan
- Morphinan-3-ol, (+/-)-
- UNII-E4S6LA88PG
- IDS-NN-006
- 39131-41-4
- IL94262N7K
- NIH-7539
- Norlevorphanol (INN)
- NORLEVORPHANOL [INN]
- Norlevorphanolum
- (-)-3-Morphinanol
- Norlevorfanol [INN-Spanish]
- Norlevorphanolum [INN-Latin]
- UNII-IL94262N7K
- Norlevorphanol [INN:BAN:DCF]
- EINECS 216-236-4
- NORLEVORPHANOL [MI]
- SCHEMBL23822
- DEA No. 9634
- CHEMBL3989483
- DTXSID301336128
- DTXSID701018239
- BDBM50505664
- NS00010505
- D12692
- 2H-10,4A-IMINOETHANOPHENANTHREN-6-OL, 1,3,4,9,10,10A-HEXAHYDRO-
- (1R,9R,10R)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
243.34 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
2.6
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
243.162314293 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
243.162314293 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
32.3 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
18
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
331
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
3
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Pharmaceuticals -> Metabolite of Dextromethorphan
S113 | SWISSPHARMA24 | 2024 Swiss Pharmaceutical List with Metabolites | DOI:10.5281/zenodo.10501043
Potential endocrine disrupting compound
S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Substance
Norlevorphanol
DEA Controlled Substances Code Number
9634
Controlled Substances Act Schedule
Schedule I - Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse.
Class
Opiates
3-Hydroxymorphinan has known human metabolites that include 3-Hydroxymorphinan sulfate and 3-hydroxy-morphinan-glucuronide.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
DEA Controlled Substances
DEA schedule I controlled substance
21 CFR Sections 1308.11-1308.15 https://www.ecfr.gov/current/title-21/chapter-II/part-1308
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=IYNWSQDZXMGGGI-NUEKZKHPSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/(-)-3-Hydroxymorphinanhttps://commonchemistry.cas.org/detail?cas_rn=1531-12-0Morphinan-3-ol, (±)-https://commonchemistry.cas.org/detail?cas_rn=39131-41-4
- ChemIDplusNorlevorphanol [INN:BAN:DCF]https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0001531120Morphinan-3-ol, (+/-)-https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0039131414ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxNorlevorphanolhttps://comptox.epa.gov/dashboard/DTXSID7010182393-Hydroxymorphinanhttps://comptox.epa.gov/dashboard/DTXSID301336128CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingMORPHINAN-3-OL, (±)-https://gsrs.ncats.nih.gov/ginas/app/beta/substances/E4S6LA88PG
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jspnorlevorphanolhttps://ctdbase.org/detail.go?type=chem&acc=C054116
- Drug Enforcement Administration (DEA)LICENSEUnless otherwise indicated, information on Department of Justice websites is in the public domain and may be copied and distributed without permission. Citation of the Department of Justice as source of the information is appreciated, as appropriate.https://www.justice.gov/legalpoliciesNorlevorphanolhttps://www.deadiversion.usdoj.gov/schedules/DEA drug and chemical classificationhttps://www.dea.gov/drug-information/drug-scheduling
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Norlevorphanolhttps://www.wikidata.org/wiki/Q110184324LOTUS Treehttps://lotus.naturalproducts.net/
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.htmlTarget-based classification of drugshttp://www.genome.jp/kegg-bin/get_htext?br08310.keg
- Natural Product Activity and Species Source (NPASS)
- NCI Thesaurus (NCIt)LICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuseNCI Thesaurushttps://ncit.nci.nih.gov
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/3-HydroxymorphinanNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- PharmGKBLICENSEPharmGKB data are subject to the Creative Commons Attribution-ShareALike 4.0 license (https://creativecommons.org/licenses/by-sa/4.0/).https://www.pharmgkb.org/page/policies3-hydroxymorphinanhttps://www.pharmgkb.org/chemical/PA166265481
- Springer Nature
- Wikidatanorlevorphanolhttps://www.wikidata.org/wiki/Q110184324
- Wikipedia3-Hydroxymorphinanhttps://en.wikipedia.org/wiki/3-Hydroxymorphinan
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlnorlevorphanolhttps://www.ncbi.nlm.nih.gov/mesh/67054116
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 388612000https://pubchem.ncbi.nlm.nih.gov/substance/388612000
- NCBI
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