5,6-Dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3,5,7,14(18),15-hexaen-17-ol

Details

• Internal ID: 35509edb-29ae-4823-bea4-1793347c9778
• Taxonomy: Alkaloids and derivatives > Cularin alkaloids and derivatives
• IUPAC Name: 5,6-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3,5,7,14(18),15-hexaen-17-ol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4OC3=C(C=C2)O)OC)OC
• SMILES (Isomeric): CN1CCC2=C3C1CC4=CC(=C(C=C4OC3=C(C=C2)O)OC)OC
• InChI: InChI=1S/C19H21NO4/c1-20-7-6-11-4-5-14(21)19-18(11)13(20)8-12-9-16(22-2)17(23-3)10-15(12)24-19/h4-5,9-10,13,21H,6-8H2,1-3H3
• InChI Key: ITGZZZYNPULRNZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• AC1L9CFN
• CHEBI:546075

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8583	85.83%
Caco-2	+	0.9012	90.12%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.4170	41.70%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4580	45.80%
P-glycoprotein inhibitior	-	0.6555	65.55%
P-glycoprotein substrate	-	0.5214	52.14%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.8226	82.26%
CYP2C9 inhibition	-	0.9233	92.33%
CYP2C19 inhibition	-	0.8416	84.16%
CYP2D6 inhibition	-	0.6649	66.49%
CYP1A2 inhibition	-	0.7243	72.43%
CYP2C8 inhibition	-	0.8078	80.78%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6756	67.56%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9007	90.07%
Acute Oral Toxicity (c)	III	0.7248	72.48%
Estrogen receptor binding	-	0.4837	48.37%
Androgen receptor binding	-	0.5419	54.19%
Thyroid receptor binding	+	0.6522	65.22%
Glucocorticoid receptor binding	+	0.8092	80.92%
Aromatase binding	-	0.6098	60.98%
PPAR gamma	+	0.7614	76.14%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.8491	84.91%

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	99.06%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.68%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.39%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.98%	91.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.70%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	93.13%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	90.31%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.51%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	87.98%	96.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.27%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.65%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.36%	91.03%
CHEMBL4208	P20618	Proteasome component C5	85.30%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.72%	90.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.07%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.99%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.77%	89.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.11%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	82.05%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.74%	90.71%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.79%	96.86%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.73%	95.78%

Plants that contains it

• Ceratocapnos claviculata
• Sarcocapnos crassifolia

Cross-Links

• PubChem: 3471670
• NPASS: NPC298954
• LOTUS: LTS0209155
• wikiData: Q105120033