(13aR)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol

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	6de3088d-e996-41cd-b258-3f2c4febacb4
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name	(13aR)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol
SMILES (Canonical)	COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)O
SMILES (Isomeric)	COC1=C(C2=C(C[C@@H]3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)O
InChI	InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m1/s1
InChI Key	KNWVMRVOBAFFMH-OAHLLOKOSA-N
Popularity	28 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₁NO₄
Molecular Weight	327.40 g/mol
Exact Mass	327.14705815 g/mol
Topological Polar Surface Area (TPSA)	62.20 Å²
XlogP	2.60

Synonyms

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Scoulerine

CHEMBL1395394

BDBM50429050

AKOS032949038

(13aR)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol

NCGC00016674-01

CAS-6451-73-6

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
CHEMBL4801	P29466	Caspase-1	15848.9 nM	Potency	via CMAUP
CHEMBL3356	P05177	Cytochrome P450 1A2	15848.93 nM	AC50	via CMAUP
CHEMBL3622	P33261	Cytochrome P450 2C19	7943.28 nM	AC50	via CMAUP
CHEMBL289	P10635	Cytochrome P450 2D6	31.6 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	12589.3 nM 12589.3 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL2056	P21728	Dopamine D1 receptor	529 nM 529 nM 22 nM	Ki Ki Ki	PMID: 23332346 via Super-PRED via Super-PRED
CHEMBL217	P14416	Dopamine D2 receptor	214 nM	Ki	via Super-PRED
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	12589.3 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	10000 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.18%	91.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.53%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.57%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.18%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.10%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.99%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	90.27%	88.48%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.71%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.50%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.65%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.69%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.33%	82.38%
CHEMBL5747	Q92793	CREB-binding protein	83.28%	95.12%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.73%	91.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.15%	93.99%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.09%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.96%	96.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.57%	99.17%

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.

Aloe microstigma

Argemone ochroleuca

Artemisia annua

Capnoides sempervirens

Corydalis gortschakovii

Corydalis incisa

Corydalis nobilis