(+/-)-Isocorypalmine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	93798592-ebce-420d-96fc-645ea9b40911
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name	3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol
SMILES (Canonical)	COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)OC
SMILES (Isomeric)	COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)OC
InChI	InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3
InChI Key	KDFKJOFJHSVROC-UHFFFAOYSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₀H₂₃NO₄
Molecular Weight	341.40 g/mol
Exact Mass	341.16270821 g/mol
Topological Polar Surface Area (TPSA)	51.20 Å²
XlogP	2.90
Atomic LogP (AlogP)	3.07
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

Top

Isocorypalmine, DL-

(R,S)-Isocorypalmine

DL-Tetrahydrocolumbamine

Isocorypalmine, (+/-)-

(R,S)-Tetrahydrocolumbamine

Isocorypalmine DL-form [MI]

UNII-YHT108XMMM

YHT108XMMM

(+/-)-Alkaloid L from corydalis

6487-33-8

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

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8890	88.90%
Caco-2	+	0.8811	88.11%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7579	75.79%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9486	94.86%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.4645	46.45%
P-glycoprotein inhibitior	-	0.5091	50.91%
P-glycoprotein substrate	+	0.5222	52.22%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.7114	71.14%
CYP2C9 inhibition	-	0.9355	93.55%
CYP2C19 inhibition	-	0.6180	61.80%
CYP2D6 inhibition	+	0.7861	78.61%
CYP1A2 inhibition	-	0.5387	53.87%
CYP2C8 inhibition	-	0.5634	56.34%
CYP inhibitory promiscuity	-	0.8688	86.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6496	64.96%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9688	96.88%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7110	71.10%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7562	75.62%
Acute Oral Toxicity (c)	III	0.5128	51.28%
Estrogen receptor binding	+	0.6027	60.27%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6125	61.25%
Glucocorticoid receptor binding	+	0.6754	67.54%
Aromatase binding	-	0.7461	74.61%
PPAR gamma	+	0.5388	53.88%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6251	62.51%
Fish aquatic toxicity	-	0.4576	45.76%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2056	P21728	Dopamine D1 receptor	15 nM 4.5 nM 15 nM 6.6 nM	Ki Ki Ki Ki	PMID: 27032890 via Super-PRED via Super-PRED via Super-PRED
CHEMBL217	P14416	Dopamine D2 receptor	102 nM 105 nM 41.8 nM 102 nM	Ki Ki Ki Ki	via Super-PRED via Super-PRED via Super-PRED PMID: 27032890
CHEMBL234	P35462	Dopamine D3 receptor	37 nM 37 nM 37.3 nM	Ki Ki Ki	PMID: 27032890 via Super-PRED via Super-PRED
CHEMBL219	P21917	Dopamine D4 receptor	77.4 nM	Ki	via Super-PRED
CHEMBL1850	P21918	Dopamine D5 receptor	9.5 nM	Ki	via Super-PRED
CHEMBL287	Q99720	Sigma opioid receptor	106 nM 106 nM	Ki Ki	PMID: 27032890 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.73%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.20%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.26%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.82%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.57%	91.79%
CHEMBL2535	P11166	Glucose transporter	91.38%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.10%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.55%	89.62%
CHEMBL3438	Q05513	Protein kinase C zeta	89.53%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	88.05%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.98%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.54%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.74%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.52%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.17%	82.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.87%	93.99%
CHEMBL4208	P20618	Proteasome component C5	84.44%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.77%	99.17%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.30%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	81.27%	92.98%

Plants that contains it

Top

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.

Bocconia frutescens

Corydalis caseana

Corydalis cava

Corydalis chaerophylla

Corydalis heterocarpa

Corydalis turtschaninovii

Corydalis yanhusuo