Machiline

Details

• Internal ID: e876cb15-6382-4052-97d5-71626b08d30c
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
• SMILES (Canonical): COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)O)O
• SMILES (Isomeric): COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)O)O
• 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
• InChI Key: LVVKXRQZSRUVPY-UHFFFAOYSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.34 g/mol
• Exact Mass: 285.13649347 g/mol
• Topological Polar Surface Area (TPSA): 61.70 Ų
• XlogP: 2.60

Synonyms

• DL-Coclaurine
• (RS)-coclaurine
• (R,S)-Coclaurine
• CHEBI:18417
• 15548-30-8
• 1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
• 6-Methoxy-7-hydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline
• MLS000574945
• CHEMBL453291
• SCHEMBL1901279
• DTXSID20871678
• LVVKXRQZSRUVPY-UHFFFAOYSA-N
• HMS2208L14
• HMS3342D16
• BCP28302
• BDBM50478458
• NSC134560
• NSC-134560
• NCGC00247618-01
• SMR000156307
• FT-0777374
• 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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.60%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.78%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.19%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.68%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.66%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.12%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.90%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.39%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.96%	85.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.31%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.12%	92.62%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.94%	99.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.97%	90.93%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.32%	91.71%

Plants that contains it

• Annona cristalensis
• Annona muricata
• Cocculus hirsutus
• Cocculus laurifolius
• Cocculus orbiculatus
• Coptis japonica
• Corydalis paniculigera
• Corydalis pseudoadunca
• Cryptocarya concinna
• Cryptocarya longifolia
• Fumaria parviflora
• Fumaria vaillantii
• Litsea lecardii
• Macleaya cordata
• Magnolia salicifolia
• Mezilaurus synandra
• Nelumbo nucifera
• Pachygone ovata
• Porcelia macrocarpa
• Roemeria refracta
• Stephania excentrica
• Stephania pierrei
• Xylopia papuana
• Xylopia parviflora
• Ziziphus jujuba

Cross-Links

• PubChem: 281691
• LOTUS: LTS0003620
• wikiData: Q27103066