N-Methylcytisine
PubChem CID
670971
Structure
Molecular Formula
Synonyms
- N-Methylcytisine
- 486-86-2
- Caulophylline
- 12-Methylcytisine
- Caulophyllin
Molecular Weight
204.27 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-07-07
- Modify:2025-01-18
Description
N-Methylcytisine has been reported in Maackia tenuifolia, Thermopsis lanceolata, and other organisms with data available.
Chemical Structure Depiction
(1R,9S)-11-methyl-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C12H16N2O/c1-13-6-9-5-10(8-13)11-3-2-4-12(15)14(11)7-9/h2-4,9-10H,5-8H2,1H3/t9-,10+/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CULUKMPMGVXCEI-VHSXEESVSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CN1C[C@@H]2C[C@H](C1)C3=CC=CC(=O)N3C2
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C12H16N2O
Computed by PubChem 2.2 (PubChem release 2021.10.14)
63699-79-6
- N-methyl-cytisine
- N-methylcytisine
- N-methylcytisine, monohydrochloride, (1S)-isomer
- N-methylcytisine, monohydroiodide, (1R-cis)-isomer
- N-Methylcytisine
- 486-86-2
- Caulophylline
- 12-Methylcytisine
- Caulophyllin
- (-)-N-methylcytisine
- TT0MW69NCI
- Methylcytisine
- CYTISINE, 12-METHYL-
- CHEMBL1085045
- 1,5-Methano-8H-pyrido(1,2a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R)-
- (1R,5S)-3-Methyl-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one
- CYTISINE, N-METHYL-
- UNII-TT0MW69NCI
- 3-Methylcytisine
- (1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one
- EINECS 207-643-8
- MFCD00211091
- N pound-Methylcytisine
- BRN 0012448
- METHYLCYTISINE [MI]
- N-Methylcytisine (Standard)
- N-Methylcytisine, AldrichCPR
- 5-24-02-00538 (Beilstein Handbook Reference)
- SCHEMBL564472
- HY-N0443R
- DTXSID80876866
- 1,5-METHANO-8H-PYRIDO(1,2-A)(1,5)DIAZOCIN-8-ONE, 1,2,3,4,5,6-HEXAHYDRO-3-METHYL-, (1R,5S)-
- HY-N0443
- BDBM50482164
- N-Methylcytisine, >=98% (HPLC)
- NSC 34656
- (1R,9S)-11-methyl-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
- AKOS000276920
- AC-34329
- AS-77797
- CS-0008977
- (1R,9S)-11-METHYL-7,11-DIAZATRICYCLO[7.3.1.0(2),?]TRIDECA-2,4-DIEN-6-ONE
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
204.27 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
0.7
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
0
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
204.126263138 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
204.126263138 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
23.6 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
15
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
359
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
2
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)
MoNA ID
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
205.1336303160462
Ionization Mode
positive
Retention Time
0.49
Top 5 Peaks
58.0665364380919 100
205.13594674001337 15.45
42.034760095921726 3.89
146.06217480889492 1.53
43.043399241914706 1.24
MoNA ID
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
205.13372416158705
Ionization Mode
positive
Retention Time
0.29
Top 5 Peaks
205.1337432861328 100
58.065433502197266 86.78
108.08082580566406 1.43
146.06040954589844 1.33
58.07073974609375 0.90
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)
(1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one (annotation moved to)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=CULUKMPMGVXCEI-VHSXEESVSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
S29 | PHYTOTOXINS | Toxic Plant Phytotoxin (TPPT) Database | DOI:10.5281/zenodo.2652993
- 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/(-)-N-Methylcytisinehttps://commonchemistry.cas.org/detail?cas_rn=486-86-2
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxCaulophyllinehttps://comptox.epa.gov/dashboard/DTXSID80876866CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- 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#linking
- 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
- Japan Chemical Substance Dictionary (Nikkaji)
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/N-Methylcytisinehttps://www.wikidata.org/wiki/Q27290285LOTUS Treehttps://lotus.naturalproducts.net/
- Natural Product Activity and Species Source (NPASS)
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/N-MethylcytisineNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- Metabolomics Workbench
- SpectraBaseN-METHYLCYTISINEhttps://spectrabase.com/spectrum/3qhTiwt5hx3
- Wikidata(-)-N-methylcytisinehttps://www.wikidata.org/wiki/Q27290285
- 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.htmlN-methylcytisinehttps://www.ncbi.nlm.nih.gov/mesh/67034245
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 398770448https://pubchem.ncbi.nlm.nih.gov/substance/398770448
CONTENTS