(S)-Laudanosine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	fa705fb4-7090-4459-b54e-26535f2a23a5
Taxonomy	Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name	(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
SMILES (Canonical)	CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)OC)OC)OC
InChI	InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3/t17-/m0/s1
InChI Key	KGPAYJZAMGEDIQ-KRWDZBQOSA-N
Popularity	511 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₇NO₄
Molecular Weight	357.40 g/mol
Exact Mass	357.19400834 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	3.70

Synonyms

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2688-77-9

(+)-Laudanosine

N-Methyltetrahydropapaverine

NSC 35045

EINECS 220-253-2

UNII-DA7R5WVN48

DA7R5WVN48

CHEBI:6389

(1S)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline

(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL289	P10635	Cytochrome P450 2D6	6309.6 nM 12589.3 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	17.8 nM 316.2 nM 316.2 nM	Potency Potency Potency	via Super-PRED via Super-PRED via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.08%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.78%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.19%	95.89%
CHEMBL5747	Q92793	CREB-binding protein	92.36%	95.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.26%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.42%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.27%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.07%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.56%	97.25%
CHEMBL261	P00915	Carbonic anhydrase I	87.16%	96.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.63%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.54%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.07%	90.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.38%	97.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.81%	90.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.74%	89.50%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.69%	94.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.70%	92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Erythrophleum suaveolens

Guatteria amplifolia

Horsfieldia glabra

Nuxia sphaerocephala