(12S)-7,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14,16,18-hexaen-16-ol

Details

• Internal ID: 45135218-e2a9-4b8f-a56e-429fa2b45f53
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-7,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14,16,18-hexaen-16-ol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4C3=C5C(=C2OC)OCO5)OC)O
• SMILES (Isomeric): CN1CCC2=C3[C@@H]1CC4=CC(=C(C=C4C3=C5C(=C2OC)OCO5)OC)O
• InChI: InChI=1S/C20H21NO5/c1-21-5-4-11-16-13(21)6-10-7-14(22)15(23-2)8-12(10)17(16)19-20(18(11)24-3)26-9-25-19/h7-8,13,22H,4-6,9H2,1-3H3/t13-/m0/s1
• InChI Key: CELDISJHFVNAQK-ZDUSSCGKSA-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: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• NSC-785179

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7750	77.50%
Caco-2	+	0.9416	94.16%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4616	46.16%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6505	65.05%
P-glycoprotein inhibitior	-	0.8342	83.42%
P-glycoprotein substrate	-	0.6827	68.27%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.5573	55.73%
CYP2C9 inhibition	-	0.8493	84.93%
CYP2C19 inhibition	-	0.6285	62.85%
CYP2D6 inhibition	-	0.5740	57.40%
CYP1A2 inhibition	-	0.7459	74.59%
CYP2C8 inhibition	-	0.6443	64.43%
CYP inhibitory promiscuity	-	0.7484	74.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.8026	80.26%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4444	44.44%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.7324	73.24%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8362	83.62%
Acute Oral Toxicity (c)	III	0.6944	69.44%
Estrogen receptor binding	+	0.5911	59.11%
Androgen receptor binding	-	0.5603	56.03%
Thyroid receptor binding	+	0.5897	58.97%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	-	0.4866	48.66%
PPAR gamma	+	0.6693	66.93%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9213	92.13%

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	98.82%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.70%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.35%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.86%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.18%	91.79%
CHEMBL5747	Q92793	CREB-binding protein	94.01%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	93.02%	91.00%
CHEMBL4208	P20618	Proteasome component C5	91.80%	90.00%
CHEMBL261	P00915	Carbonic anhydrase I	91.67%	96.76%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.42%	82.67%
CHEMBL217	P14416	Dopamine D2 receptor	90.98%	95.62%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.11%	86.33%
CHEMBL3438	Q05513	Protein kinase C zeta	88.87%	88.48%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.41%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.26%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.92%	92.62%
CHEMBL2535	P11166	Glucose transporter	85.71%	98.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.36%	95.53%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.35%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.49%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.21%	92.94%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.00%	95.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.71%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.35%	96.86%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.04%	95.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.69%	93.99%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.66%	90.95%

Plants that contains it

• Siraitia grosvenorii
• Thalictrum isopyroides

Cross-Links

• PubChem: 155806685
• LOTUS: LTS0087139
• wikiData: Q105217590