3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

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COMPOUND SUMMARY

6-Hydroxy-N-methyl-3,4-
methylenedioxyamphetamine
PubChem CID 126235

Structure

2D 3D

Find Similar Structures

Molecular Formula C11H15NO3

6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine
136706-34-8
6-Hydroxy-mdma
Synonyms 6-(2-(Methylamino)propyl)-1,3-benzodioxol-5-ol
6-OHMDMA

More...

Molecular Weight 209.24 g/mol

Modify Create
Dates
2021-03-20 2005-07-07

https://pubchem.ncbi.nlm.nih.gov/compound/126235 1/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

1 Structures

1.1 2D Structure

Chemical Structure
Depiction

PubChem

1.2 3D Conformer

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/126235 2/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-[(2S)-2-(methylamino)propyl]-1,3-benzodioxol-5-ol
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

PubChem

2.1.2 InChI

InChI=1S/C11H15NO3/c1-7(12-2)3-8-4-10-11(5-9(8)13)15-6-14-10/h4-5,7,12-13H,3,6H2,1-2H3/t7-/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

PubChem

2.1.3 InChI Key

RQQIIXFYTHWFKW-ZETCQYMHSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

PubChem

2.1.4 Canonical SMILES

CC(CC1=CC2=C(C=C1O)OCO2)NC
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

PubChem

2.1.5 Isomeric SMILES

C[C@@H](CC1=CC2=C(C=C1O)OCO2)NC
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

PubChem

2.2 Molecular Formula

C11H15NO3
Computed by PubChem 2.1 (PubChem release 2019.06.18)

PubChem

2.3 Other Identifiers

2.3.1 CAS

https://pubchem.ncbi.nlm.nih.gov/compound/126235 3/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

136706-34-8

ChemIDplus

2.3.2 Wikipedia

6-[2-(Methylamino)propyl]-2H-1,3-benzodioxol-5-ol

Wikipedia

2.4 Synonyms

2.4.1 MeSH Entry Terms

2-HMDMA
2-hydroxy-4,5-methylenedioxymethamphetamine
3-(6-hydroxy-3,4-methylenedioxyphenyl)-2-methylaminopropane
6-(2-(methylamino)propyl)-1,3-benzodioxol-5-ol
6-hydroxy-3,4-(methylenedioxy)methamphetamine
6-hydroxy-MDMA
6-hydroxy-N-methyl-3,4-methylenedioxyamphetamine
6-hydroxy-N-methyl-3,4-methylenedioxyamphetamine hydrochloride
6-hydroxy-N-methyl-3,4-methylenedioxyamphetamine, (S)-isomer
6-OHMDMA

MeSH

2.4.2 Depositor-Supplied Synonyms

6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine 3-(6-Hydroxy-3,4-methylenedioxyphenyl)-2-methylaminopropane
136706-34-8 6-[2-(METHYLAMINO)PROPYL]-2H-1,3-BENZODIOXOL-5-OL
6-Hydroxy-mdma
6-(2-(Methylamino)propyl)-1,3-benzodioxol-5-ol
6-OHMDMA
2-HMDMA
6-[(2S)-2-(methylamino)propyl]-1,3-benzodioxol-5-ol
ZINC57352
DTXSID10929516
2-Hydroxy-4,5-methylenedioxymethamphetamine
6-Hydroxy-3,4-(methylenedioxy)methamphetamine
(S)-6-(2-(Methylamino)propyl)-1,3-benzodioxol-5-ol
1,3-Benzodioxol-5-ol, 6-(2-(methylamino)propyl)-, (S)-

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/126235 4/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name Property Value Reference

Molecular Weight 209.24 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

XLogP3-AA 1.6 Computed by XLogP3 3.0 (PubChem release 2019.06.18)

Hydrogen Bond Donor Count 2 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Hydrogen Bond Acceptor Count 4 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Rotatable Bond Count 3 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Exact Mass 209.105193 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

Monoisotopic Mass 209.105193 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

Topological Polar Surface Area 50.7 Ų Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Heavy Atom Count 15 Computed by PubChem

Formal Charge 0 Computed by PubChem

Complexity 212 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Isotope Atom Count 0 Computed by PubChem

Defined Atom Stereocenter Count 1 Computed by PubChem

Undefined Atom Stereocenter Count 0 Computed by PubChem

Defined Bond Stereocenter Count 0 Computed by PubChem

Undefined Bond Stereocenter Count 0 Computed by PubChem

Covalently-Bonded Unit Count 1 Computed by PubChem

Compound Is Canonicalized Yes Computed by PubChem (release 2010.01.29)

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/126235 5/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

4 Related Records

4.1 Related Compounds with Annotation

PubChem

4.2 Related Compounds

Same Connectivity 3 Records

Same Parent, Connectivity 3 Records

Similar Compounds 18 Records

Similar Conformers 1,313 Records

PubChem

4.3 Substances

4.3.1 Related Substances

Same 10 Records

PubChem

4.3.2 Substances by Category

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PubChem

4.4 NCBI LinkOut

NCBI

https://pubchem.ncbi.nlm.nih.gov/compound/126235 7/13
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5 Chemical Vendors

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/126235 8/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

6 Literature

6.1 NLM Curated PubMed Citations

PubChem

6.2 Chemical Co-Occurrences in Literature

PubChem

6.3 Chemical-Gene Co-Occurrences in Literature

https://pubchem.ncbi.nlm.nih.gov/compound/126235 9/13
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PubChem

6.4 Chemical-Disease Co-Occurrences in Literature

PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/126235 10/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

7 Classification

7.1 Ontologies

7.1.1 MeSH Tree

Medical Subject Headings (MeSH)

7.1.2 ChemIDplus

ChemIDplus

7.1.3 EPA DSSTox Classification

https://pubchem.ncbi.nlm.nih.gov/compound/126235 11/13
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EPA DSSTox

https://pubchem.ncbi.nlm.nih.gov/compound/126235 12/13
3/23/2021 6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine | C11H15NO3 - PubChem

8 Information Sources
FILTER BY SOURCE ALL SOURCES

1. ChemIDplus
LICENSE
https://www.nlm.nih.gov/copyright.html

6-Hydroxy-N-methyl-3,4-methylenedioxyamphetamine
https://chem.nlm.nih.gov/chemidplus/sid/0136706348

ChemIDplus Chemical Information Classification

https://chem.nlm.nih.gov/chemidplus/

2. Wikipedia
6-[2-(Methylamino)propyl]-2H-1,3-benzodioxol-5-ol
https://www.wikidata.org/wiki/Q82904469

3. PubChem
https://pubchem.ncbi.nlm.nih.gov

4. MeSH
6-hydroxy-N-methyl-3,4-methylenedioxyamphetamine
https://www.ncbi.nlm.nih.gov/mesh/67073631

5. Medical Subject Headings (MeSH)

MeSH Tree
http://www.nlm.nih.gov/mesh/meshhome.html

6. EPA DSSTox
CompTox Chemicals Dashboard Chemical Lists
https://comptox.epa.gov/dashboard/chemical_lists/

7. NCBI
https://www.ncbi.nlm.nih.gov/projects/linkout

https://pubchem.ncbi.nlm.nih.gov/compound/126235 13/13