16,17-Dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol

Details

• Internal ID: f7ce26ff-ffc2-4ddf-ad21-00594cb5e9e8
• Taxonomy: Alkaloids and derivatives > Aporphines > Hydroxy-7-aporphines
• IUPAC Name: 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1C(C5=CC(=C(C=C54)OC)OC)O)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2C1C(C5=CC(=C(C=C54)OC)OC)O)OCO3
• InChI: InChI=1S/C20H21NO5/c1-21-5-4-10-6-15-20(26-9-25-15)17-11-7-13(23-2)14(24-3)8-12(11)19(22)18(21)16(10)17/h6-8,18-19,22H,4-5,9H2,1-3H3
• InChI Key: ZAVWGRCRKSHIMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.14197277 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6949	69.49%
Caco-2	+	0.8946	89.46%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4820	48.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7359	73.59%
P-glycoprotein inhibitior	-	0.5987	59.87%
P-glycoprotein substrate	-	0.6141	61.41%
CYP3A4 substrate	+	0.6317	63.17%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	+	0.6929	69.29%
CYP3A4 inhibition	-	0.6836	68.36%
CYP2C9 inhibition	-	0.5906	59.06%
CYP2C19 inhibition	+	0.5887	58.87%
CYP2D6 inhibition	+	0.5521	55.21%
CYP1A2 inhibition	-	0.7967	79.67%
CYP2C8 inhibition	-	0.7709	77.09%
CYP inhibitory promiscuity	-	0.6054	60.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9705	97.05%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.8694	86.94%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7706	77.06%
Acute Oral Toxicity (c)	III	0.7070	70.70%
Estrogen receptor binding	+	0.6982	69.82%
Androgen receptor binding	-	0.5740	57.40%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	+	0.7923	79.23%
Aromatase binding	+	0.5308	53.08%
PPAR gamma	+	0.7723	77.23%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.6807	68.07%

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	99.09%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.42%	96.77%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	94.25%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.90%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.84%	93.40%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	91.15%	96.86%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.56%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL4208	P20618	Proteasome component C5	89.41%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.73%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	88.03%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.04%	89.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.07%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.59%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.85%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.64%	91.11%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.98%	97.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.75%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.59%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	82.43%	95.12%
CHEMBL261	P00915	Carbonic anhydrase I	82.24%	96.76%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.08%	91.79%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.83%	90.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.04%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.73%	100.00%

Plants that contains it

• Dasymaschalon dasymaschalum
• Dasymaschalon sootepense

Cross-Links

• PubChem: 75090874
• LOTUS: LTS0158296
• wikiData: Q105370187