Cocculolidine

Details

• Internal ID: 29fa5f15-2a97-4e0f-8a12-d47a5a5eb3c8
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: 15-methoxy-4-oxa-9-azatetracyclo[7.7.0.01,12.02,6]hexadeca-2(6),12-dien-3-one
• InChI: InChI=1S/C15H19NO3/c1-18-12-3-2-11-5-7-16-6-4-10-9-19-14(17)13(10)15(11,16)8-12/h2,12H,3-9H2,1H3
• InChI Key: QVOZBDJFWDSZQW-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.32 g/mol
• Exact Mass: 261.13649347 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 15-methoxy-4-oxa-9-azatetracyclo[7.7.0.01,12.02,6]hexadeca-2(6),12-dien-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8225	82.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6072	60.72%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9534	95.34%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6092	60.92%
P-glycoprotein inhibitior	-	0.9029	90.29%
P-glycoprotein substrate	-	0.7632	76.32%
CYP3A4 substrate	+	0.6104	61.04%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.7156	71.56%
CYP3A4 inhibition	-	0.8942	89.42%
CYP2C9 inhibition	-	0.9367	93.67%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8724	87.24%
CYP inhibitory promiscuity	-	0.8633	86.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4775	47.75%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.6489	64.89%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3730	37.30%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7198	71.98%
skin sensitisation	-	0.7921	79.21%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6808	68.08%
Acute Oral Toxicity (c)	III	0.5855	58.55%
Estrogen receptor binding	-	0.6961	69.61%
Androgen receptor binding	+	0.5940	59.40%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	-	0.4891	48.91%
Aromatase binding	-	0.7539	75.39%
PPAR gamma	-	0.4871	48.71%
Honey bee toxicity	-	0.7533	75.33%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.3845	38.45%

Targets

Proven Targets:

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	96.81%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.62%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.04%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.00%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.84%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.22%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.09%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.56%	92.12%

Plants that contains it

• Nephroia orbiculata

Cross-Links

• PubChem: 12303714
• LOTUS: LTS0224029
• wikiData: Q105228801