Corydalmine

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	04267b66-df9b-41c0-8134-1bfaf8690989
Taxonomy	Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name	(13aS)-2,3,9-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol
SMILES (Canonical)	COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)OC
SMILES (Isomeric)	COC1=C(C=C2[C@@H]3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)OC
InChI	InChI=1S/C20H23NO4/c1-23-18-9-13-6-7-21-11-15-12(4-5-17(22)20(15)25-3)8-16(21)14(13)10-19(18)24-2/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1
InChI Key	DIHXHTWYVOYYDC-INIZCTEOSA-N
Popularity	21 references in papers

Physical and Chemical Properties

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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

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30413-84-4

(-)-corydalmine

CHEMBL448891

DV8DX4568D

(13aS)-2,3,9-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol

Kikemanin

Kikemanine

(s)-corydalmine

Kikemanine; L-Corydalmine; Schefferine

SCHEFFERINE

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 (%)
Human Intestinal Absorption	+	0.7960	79.60%
Caco-2	+	0.9038	90.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7489	74.89%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.4740	47.40%
P-glycoprotein inhibitior	-	0.5168	51.68%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.7612	76.12%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.5838	58.38%
CYP2D6 inhibition	+	0.7241	72.41%
CYP1A2 inhibition	+	0.6514	65.14%
CYP2C8 inhibition	-	0.6081	60.81%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6885	68.85%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.4821	48.21%
Estrogen receptor binding	+	0.7327	73.27%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6643	66.43%
Glucocorticoid receptor binding	+	0.6506	65.06%
Aromatase binding	-	0.6986	69.86%
PPAR gamma	-	0.5632	56.32%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.4210	42.10%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4081	P13726	Coagulation factor III	152.43 nM 152.43 nM	IC50 IC50	PMID: 23199480 via Super-PRED
CHEMBL2056	P21728	Dopamine D1 receptor	21270 nM 50 nM	IC50 Ki	PMID: 23332346 via Super-PRED
CHEMBL217	P14416	Dopamine D2 receptor	305 nM 18730 nM	Ki IC50	via Super-PRED PMID: 23332346
CHEMBL1850	P21918	Dopamine D5 receptor	242 nM	Ki	via Super-PRED
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	149 nM 149 nM	Ki Ki	PMID: 23332346 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	98.27%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.05%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.26%	91.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.58%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.35%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.04%	94.45%
CHEMBL3438	Q05513	Protein kinase C zeta	88.95%	88.48%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.53%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.35%	93.99%
CHEMBL5747	Q92793	CREB-binding protein	88.09%	95.12%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.52%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.40%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.22%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.80%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.64%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.14%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.10%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.17%	90.71%

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.

Alstonia angustiloba

Amphiachyris dracunculoides

Annona cherimola

Annona glabra

Annona squamosa

Baccharis grandicapitulata

Clerodendrum trichotomum

Clinacanthus nutans