Isolaureline

Details

• Internal ID: 5e6ede93-0a77-40b1-ba3f-33c4d932b6e1
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-16-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1CC5=C4C=CC(=C5)OC)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=C4C=CC(=C5)OC)OCO3
• InChI: InChI=1S/C19H19NO3/c1-20-6-5-11-9-16-19(23-10-22-16)18-14-4-3-13(21-2)7-12(14)8-15(20)17(11)18/h3-4,7,9,15H,5-6,8,10H2,1-2H3/t15-/m0/s1
• InChI Key: GXFOBPWUVXXUIF-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.40 g/mol
• Exact Mass: 309.13649347 g/mol
• Topological Polar Surface Area (TPSA): 30.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL389270

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.9515	95.15%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5396	53.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6085	60.85%
P-glycoprotein inhibitior	-	0.7324	73.24%
P-glycoprotein substrate	-	0.7097	70.97%
CYP3A4 substrate	+	0.6289	62.89%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	-	0.6980	69.80%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.6400	64.00%
CYP2D6 inhibition	+	0.9039	90.39%
CYP1A2 inhibition	+	0.7847	78.47%
CYP2C8 inhibition	-	0.8490	84.90%
CYP inhibitory promiscuity	+	0.5181	51.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9880	98.80%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	+	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7734	77.34%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7475	74.75%
Acute Oral Toxicity (c)	III	0.6290	62.90%
Estrogen receptor binding	+	0.6138	61.38%
Androgen receptor binding	+	0.6213	62.13%
Thyroid receptor binding	+	0.5734	57.34%
Glucocorticoid receptor binding	+	0.7136	71.36%
Aromatase binding	-	0.6419	64.19%
PPAR gamma	+	0.6387	63.87%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8922	89.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.79%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.75%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.63%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	94.33%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.92%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.64%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.19%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	89.75%	96.76%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.60%	96.86%
CHEMBL240	Q12809	HERG	86.64%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.53%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.52%	92.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.37%	99.18%
CHEMBL1907	P15144	Aminopeptidase N	85.15%	93.31%
CHEMBL3438	Q05513	Protein kinase C zeta	84.67%	88.48%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.66%	95.53%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.50%	90.95%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	84.31%	83.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.28%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	83.69%	95.12%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.23%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.02%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.50%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.00%	97.14%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	80.59%	81.29%

Plants that contains it

• Annona squamosa
• Duguetia yeshidan
• Fissistigma oldhamii
• Liriodendron tulipifera
• Stephania delavayi
• Stephania pierrei

Cross-Links

• PubChem: 12311076
• NPASS: NPC160298
• LOTUS: LTS0000607
• wikiData: Q104397684