6-Methoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3,5,7,14(18),15-hexaene-5,17-diol

Details

• Internal ID: 899ec866-8e99-4e72-a23d-e9039dfe8142
• Taxonomy: Alkaloids and derivatives > Cularin alkaloids and derivatives
• IUPAC Name: 6-methoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3,5,7,14(18),15-hexaene-5,17-diol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4OC3=C(C=C2)O)O)OC
• SMILES (Isomeric): CN1CCC2=C3C1CC4=CC(=C(C=C4OC3=C(C=C2)O)O)OC
• InChI: InChI=1S/C18H19NO4/c1-19-6-5-10-3-4-13(20)18-17(10)12(19)7-11-8-16(22-2)14(21)9-15(11)23-18/h3-4,8-9,12,20-21H,5-7H2,1-2H3
• InChI Key: VRFVDWALYCNYTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.30 g/mol
• Exact Mass: 313.13140809 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8199	81.99%
Caco-2	+	0.7768	77.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.3901	39.01%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8234	82.34%
P-glycoprotein substrate	-	0.5773	57.73%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9050	90.50%
CYP2C9 inhibition	-	0.9355	93.55%
CYP2C19 inhibition	-	0.7125	71.25%
CYP2D6 inhibition	-	0.6714	67.14%
CYP1A2 inhibition	-	0.5515	55.15%
CYP2C8 inhibition	-	0.7790	77.90%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6834	68.34%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.7799	77.99%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7427	74.27%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8917	89.17%
Acute Oral Toxicity (c)	III	0.6785	67.85%
Estrogen receptor binding	+	0.5497	54.97%
Androgen receptor binding	-	0.5074	50.74%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	-	0.5193	51.93%
PPAR gamma	+	0.7871	78.71%
Honey bee toxicity	-	0.8928	89.28%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.8615	86.15%

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	99.17%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.12%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	93.85%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.18%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.69%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	90.31%	91.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.99%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.95%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.38%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.79%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.61%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.33%	91.03%
CHEMBL4208	P20618	Proteasome component C5	84.23%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.94%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	83.82%	91.49%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.31%	90.95%
CHEMBL261	P00915	Carbonic anhydrase I	83.06%	96.76%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.99%	96.86%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.90%	90.71%
CHEMBL3820	P35557	Hexokinase type IV	81.63%	91.96%
CHEMBL2535	P11166	Glucose transporter	81.60%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.38%	95.78%

Plants that contains it

• Sarcocapnos crassifolia
• Sarcocapnos enneaphylla

Cross-Links

• PubChem: 10425722
• LOTUS: LTS0253218
• wikiData: Q105291737