3,4-Dihydroxymethamphetamine
PubChem CID
161126
Structure
Molecular Formula
Synonyms
- 3,4-Dihydroxymethamphetamine
- 15398-87-5
- 4-[2-(methylamino)propyl]benzene-1,2-diol
- VFV03WN1VN
- alpha-Methylepinine
Molecular Weight
181.23 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-08-08
- Modify:2025-01-18
Chemical Structure Depiction
4-[2-(methylamino)propyl]benzene-1,2-diol
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C10H15NO2/c1-7(11-2)5-8-3-4-9(12)10(13)6-8/h3-4,6-7,11-13H,5H2,1-2H3
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
NTCPGTZTPGFNOM-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CC(CC1=CC(=C(C=C1)O)O)NC
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C10H15NO2
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- 3,4-dihydroxymethamphetamine
- alpha-methylepinine
- alpha-methylepinine, (+-)-isomer
- alpha-methylepinine, (-)-isomer
- alpha-methylepinine, (S)-isomer
- 3,4-Dihydroxymethamphetamine
- 15398-87-5
- 4-[2-(methylamino)propyl]benzene-1,2-diol
- VFV03WN1VN
- alpha-Methylepinine
- 1,2-Benzenediol, 4-(2-(methylamino)propyl)-
- HHMA
- DI-OH-MA
- UNII-VFV03WN1VN
- .ALPHA.-METHYLEPININE
- N-METHYL-3,4-DIHYDROXYAMPHETAMINEHYDROCHLORIDE
- SCHEMBL2738991
- DTXSID90934885
- NTCPGTZTPGFNOM-UHFFFAOYSA-N
- BA-2816
- PD048740
- NS00017612
- 4-(2-(METHYLAMINO)PROPYL)-1,2-BENZENEDIOL
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
181.23 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
0
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
181.110278721 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
181.110278721 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
52.5 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
13
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
152
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
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
1
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)
Stimulant
S120 | DUSTCT2024 | Substances from Second NORMAN Collaborative Dust Trial | DOI:10.5281/zenodo.13835254
NIST Number
379074
Library
Main library
Total Peaks
76
m/z Top Peak
58
m/z 2nd Highest
123
m/z 3rd Highest
77
Thumbnail
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)
N-Methyl-3,4dihydroxyamphetamine is a known human metabolite of N-methyl-3,4methylenedioxyamphetamine.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=NTCPGTZTPGFNOM-UHFFFAOYSA-N
- 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-Methyl-α-methyldopaminehttps://commonchemistry.cas.org/detail?cas_rn=15398-87-5
- ChemIDplusalpha-Methylepininehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0015398875ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSTox4-[2-(Methylamino)propyl]benzene-1,2-diolhttps://comptox.epa.gov/dashboard/DTXSID90934885CompTox 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#linking3,4-DIHYDROXYMETHAMPHETAMINEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/VFV03WN1VN
- 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.jspalpha-methylepininehttps://ctdbase.org/detail.go?type=chem&acc=C069512
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing3,4-Dihydroxymethamphetaminehttp://www.hmdb.ca/metabolites/HMDB0246034
- Japan Chemical Substance Dictionary (Nikkaji)
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-law3,4-Dihydroxymethamphetaminehttp://www.nist.gov/srd/nist1a.cfm
- SpectraBase3,4-Dihydroxymethamphetaminehttps://spectrabase.com/spectrum/7fkc2FaC1jz3,4-Dihydroxymethamphetaminehttps://spectrabase.com/spectrum/EBdmLKep54
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/N-Methyl-3,4dihydroxyamphetamineNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Springer Nature
- Wikidata3,4-dihydroxymethamphetaminehttps://www.wikidata.org/wiki/Q82910875
- Wikipedia3,4-Dihydroxymethamphetaminehttps://en.wikipedia.org/wiki/3,4-Dihydroxymethamphetamine
- 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.htmlalpha-methylepininehttps://www.ncbi.nlm.nih.gov/mesh/67069512
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 390349809https://pubchem.ncbi.nlm.nih.gov/substance/390349809
- NCBI
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