Cocculine

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	ad140704-3e22-43c1-80a5-8d3fc2e074f9
Taxonomy	Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
IUPAC Name	(2S,13bS)-2-methoxy-2,3,5,6,8,9-hexahydro-1H-indolo[7a,1-a]isoquinolin-12-ol
SMILES (Canonical)	COC1CC=C2CCN3C2(C1)C4=C(CC3)C=CC(=C4)O
SMILES (Isomeric)	CO[C@H]1CC=C2CCN3[C@]2(C1)C4=C(CC3)C=CC(=C4)O
InChI	InChI=1S/C17H21NO2/c1-20-15-5-3-13-7-9-18-8-6-12-2-4-14(19)10-16(12)17(13,18)11-15/h2-4,10,15,19H,5-9,11H2,1H3/t15-,17-/m0/s1
InChI Key	HJMBLPWMTXSDPK-RDJZCZTQSA-N
Popularity	416 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₇H₂₁NO₂
Molecular Weight	271.35 g/mol
Exact Mass	271.157228913 g/mol
Topological Polar Surface Area (TPSA)	32.70 Å²
XlogP	2.00
Atomic LogP (AlogP)	2.58
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

Top

27675-39-4

UNII-S04A852S5I

S04A852S5I

Erythrinan-15-ol, 1,6-didehydro-3-methoxy-, (3.beta.)-

(2S,13bS)-2-methoxy-2,3,5,6,8,9-hexahydro-1H-indolo[7a,1-a]isoquinolin-12-ol

DTXSID901259592

(3beta)-1,6-Didehydro-3-methoxyerythrinan-15-ol

Q27288380

Erythrinan-15-ol, 1,6-didehydro-3-methoxy-, (3beta)-

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9311	93.11%
Blood Brain Barrier	+	0.9304	93.04%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7563	75.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.5216	52.16%
P-glycoprotein inhibitior	-	0.8557	85.57%
P-glycoprotein substrate	-	0.5080	50.80%
CYP3A4 substrate	+	0.6094	60.94%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.6952	69.52%
CYP3A4 inhibition	-	0.7489	74.89%
CYP2C9 inhibition	-	0.8431	84.31%
CYP2C19 inhibition	-	0.7776	77.76%
CYP2D6 inhibition	+	0.7166	71.66%
CYP1A2 inhibition	-	0.7805	78.05%
CYP2C8 inhibition	-	0.6108	61.08%
CYP inhibitory promiscuity	-	0.7007	70.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5597	55.97%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8596	85.96%
Skin irritation	-	0.7365	73.65%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6828	68.28%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7680	76.80%
Acute Oral Toxicity (c)	III	0.4539	45.39%
Estrogen receptor binding	+	0.5516	55.16%
Androgen receptor binding	+	0.7128	71.28%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.5800	58.00%
Aromatase binding	-	0.6281	62.81%
PPAR gamma	+	0.5245	52.45%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.3996	39.96%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.54%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.38%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.09%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.72%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.07%	92.94%
CHEMBL4208	P20618	Proteasome component C5	86.96%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.74%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.06%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	82.63%	95.62%

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.