
3,4-Methylenedioxycinnamoyl glycine is an alkaloid metabolite that occurs in rats and mice injected with 3'-Hydroxyisosafrole.[1]
It is suspected of also occurring in humans after the ingestion of safrole.
Theoretical Metabolite Route
It's possible that the aldehyde 3,4-methylenedioxycinnamaldehyde could be a transient step between 3,4-methylenedioxycinnamoyl glycine and 3'-Hydroxyisosafrole. Glycine is able to form adducts with some aldehydes. See Cinnamaldehyde for more details.
3'-hydroxyisosafrole | 3'-hydroxyisosafrole is oxidized to 3,4-methylenedioxycinnamaldehyde |
3,4-methylenedioxycinnamaldehyde condenses with glycine to form 3,4-methylenedioxycinnamoyl glycine |
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Chemical Properties
Synonyms: SCHEMBL9508315; N-[(2E)-3-(1,3-Benzodioxol-5-yl)-2-propenoyl]glycine; Glycine, N-[(2E)-3-(1,3-benzodioxol-5-yl)-1-oxo-2-propen-1-yl]-;
IUPAC Name: 2-[[(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]amino]acetic acid
PubChem CID: 19762233
ChemSpider ID: 14402698
Molecular Formula: C12H11NO5
Molecular Weight: 249.222 g/mol
InChI Key: BYBIOHSBQWHZAS-DUXPYHPUSA-N
Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C=CC(=O)NCC(=O)O
Isomeric SMILES: C1OC2=C(O1)C=C(C=C2)/C=C/C(=O)NCC(=O)O
XLogP3: 1.4
See Also
- 3'-Hydroxyisosafrole
- 3,4-Methylenedioxycinnamaldehyde
- 1'-Oxosafrole
- Oilahuasca Activation
- Nutmeg
- Sassafras
- Safrole
- 1'-hydroxysafrole
- 1'-Sulfoxysafrole
- 3,4-methylenedioxycinnamoyl glycine
- 3'-Hydroxyisosafrole
- 3'-hydroxysafrole
- Dihydrosafrole