Machiline
PubChem CID: 281691
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| Compound Synonyms | Machiline, (RS)-coclaurine, DL-Coclaurine, 1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol, (R,S)-Coclaurine, 15548-30-8, CHEBI:18417, 6-Methoxy-7-hydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline, (+/-)-Coclaurine, MLS000574945, CHEMBL453291, SCHEMBL1901279, DTXSID20871678, LVVKXRQZSRUVPY-UHFFFAOYSA-N, HMS2208L14, HMS3342D16, AAA48639, BCP28302, BDBM50478458, HY-N11099, NSC134560, NSC-134560, NCGC00247618-01, SMR000156307, C06348, Q27103066, 1-(4-hydroxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol, 1-(4-Hydroxybenzyl)-6-methoxy-1,2,3,4-tetrahydro-7-isoquinolinol #, Isoquinolin-7-ol, 1-[4-hydroxybenzyl]-1,2,3,4-tetrahydro-6-methoxy-, 1-[(4-hydroxyphenyl)-methyl]-6-methoxy-1,2,3,4-tetrahydro-isoquinolin-7-ol, 2033-08-1 |
|---|---|
| Topological Polar Surface Area | 61.7 |
| Hydrogen Bond Donor Count | 3.0 |
| Inchi Key | LVVKXRQZSRUVPY-UHFFFAOYSA-N |
| Rotatable Bond Count | 3.0 |
| Synonyms | (+)-1(R)-Coclaurine, (+)-Coclaurine, (+)-R-Coclaurine, (R)-Coclaurine, Coclaurine, D-coclaurine, Machiline, Sanjoinine K |
| Heavy Atom Count | 21.0 |
| Compound Name | Machiline |
| Description | Coclaurine, also known as (r,s)-coclaurine or machiline, is a member of the class of compounds known as benzylisoquinolines. Benzylisoquinolines are organic compounds containing an isoquinoline to which a benzyl group is attached. Coclaurine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Coclaurine can be found in custard apple and soursop, which makes coclaurine a potential biomarker for the consumption of these food products. Coclaurine is a nicotinic acetylcholine receptor antagonist which has been isolated from a variety of plant sources including Nelumbo nucifera, Sarcopetalum harveyanum, Ocotea duckei, and others. It belongs to the class of tetrahydroisoquinoline alkaloids. Dimerization of coclaurine leads to the biscoclaurine alkaloids such as cepharanthine . |
| Exact Mass | 285.136 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 285.136 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 330.0 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 285.34 |
| Database Name | fooddb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Inchi | InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3 |
| Smiles | COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)O)O |
| Xlogp | 2.6 |
| Defined Bond Stereocenter Count | 0.0 |
| Molecular Formula | C17H19NO3 |
- 1. Outgoing r'ship
FOUND_INto/from Annona Muricata (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Annona Reticulata (Plant) Rel Props:Source_db:fooddb_chem_all