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O-Desmethyl-p-hydroxylacosamide

PubChem CID
156596630
Structure
O-Desmethyl-p-hydroxylacosamide_small.png
O-Desmethyl-p-hydroxylacosamide_3D_Structure.png
Molecular Formula
Synonyms
  • DDG4LR2VP8
  • O-Desmethyl-p-hydroxylacosamide
  • SPM 12814
  • O-DESMETHYL-P-HYDROXY METABOLITE OF LACOSAMIDE
  • (2R)-2-ACETAMIDO-3-HYDROXY-N-((4-HYDROXYPHENYL)METHYL)PROPANAMIDE
Molecular Weight
252.27 g/mol
Computed by PubChem 2.1 (PubChem release 2021.08.13)
Dates
  • Create:
    2021-09-16
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
O-Desmethyl-p-hydroxylacosamide.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-2-acetamido-3-hydroxy-N-[(4-hydroxyphenyl)methyl]propanamide
Computed by Lexichem TK 2.7.0 (PubChem release 2021.08.13)

2.1.2 InChI

InChI=1S/C12H16N2O4/c1-8(16)14-11(7-15)12(18)13-6-9-2-4-10(17)5-3-9/h2-5,11,15,17H,6-7H2,1H3,(H,13,18)(H,14,16)/t11-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.08.13)

2.1.3 InChIKey

QWRCHVAOLQXQLQ-LLVKDONJSA-N
Computed by InChI 1.0.6 (PubChem release 2021.08.13)

2.1.4 SMILES

CC(=O)N[C@H](CO)C(=O)NCC1=CC=C(C=C1)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C12H16N2O4
Computed by PubChem 2.1 (PubChem release 2021.08.13)

2.3 Other Identifiers

2.3.1 UNII

2.3.2 PharmGKB ID

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
252.27 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.08.13)
Property Name
XLogP3-AA
Property Value
-0.6
Reference
Computed by XLogP3 3.0 (PubChem release 2021.08.13)
Property Name
Hydrogen Bond Donor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.08.13)
Property Name
Hydrogen Bond Acceptor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.08.13)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.08.13)
Property Name
Exact Mass
Property Value
252.11100700 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.08.13)
Property Name
Monoisotopic Mass
Property Value
252.11100700 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.08.13)
Property Name
Topological Polar Surface Area
Property Value
98.7 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.08.13)
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
288
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.08.13)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
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 2021.08.13)

3.2 Chemical Classes

3.2.1 Drugs

Pharmaceuticals -> Metabolite of Lacosamide
S113 | SWISSPHARMA24 | 2024 Swiss Pharmaceutical List with Metabolites | DOI:10.5281/zenodo.10501043

5 Literature

5.1 Consolidated References

6 Classification

6.1 NORMAN Suspect List Exchange Classification

7 Information Sources

  1. FDA Global Substance Registration System (GSRS)
    LICENSE
    Unless 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
    (2R)-2-ACETAMIDO-3-HYDROXY-N-((4-HYDROXYPHENYL)METHYL)PROPANAMIDE
    https://gsrs.ncats.nih.gov/ginas/app/beta/substances/DDG4LR2VP8
  2. NORMAN Suspect List Exchange
    LICENSE
    Data: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0
    https://creativecommons.org/licenses/by/4.0/
    O-Desmethyl-p-hydroxylacosamide
    NORMAN Suspect List Exchange Classification
    https://www.norman-network.com/nds/SLE/
  3. PharmGKB
    LICENSE
    PharmGKB 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/policies
    desmethyl p-hydroxy lacosamide
    https://www.pharmgkb.org/chemical/PA166353405
  4. PubChem
CONTENTS