(12R,15S)-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaen-15-ol

Details

• Internal ID: d9306ad4-c7c1-4341-ac17-3b2bd3b2e3ee
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R,15S)-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaen-15-ol
• InChI: InChI=1S/C19H19NO5/c1-22-16-6-11-13(21)7-20-12-3-9-4-14-15(25-8-24-14)5-10(9)18(17(11)12)19(16)23-2/h4-6,12-13,20-21H,3,7-8H2,1-2H3/t12-,13-/m1/s1
• InChI Key: FQGXOUZHUXOCIV-CHWSQXEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.12632271 g/mol
• Topological Polar Surface Area (TPSA): 69.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9334	93.34%
Caco-2	+	0.7003	70.03%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4083	40.83%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6070	60.70%
P-glycoprotein inhibitior	-	0.7338	73.38%
P-glycoprotein substrate	-	0.7472	74.72%
CYP3A4 substrate	+	0.6009	60.09%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.6513	65.13%
CYP3A4 inhibition	-	0.6927	69.27%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	-	0.5697	56.97%
CYP2D6 inhibition	+	0.6450	64.50%
CYP1A2 inhibition	-	0.5345	53.45%
CYP2C8 inhibition	+	0.6233	62.33%
CYP inhibitory promiscuity	-	0.6217	62.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9841	98.41%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4600	46.00%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5910	59.10%
Acute Oral Toxicity (c)	III	0.6735	67.35%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	-	0.5092	50.92%
Thyroid receptor binding	+	0.7923	79.23%
Glucocorticoid receptor binding	+	0.7914	79.14%
Aromatase binding	+	0.5650	56.50%
PPAR gamma	+	0.7890	78.90%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	-	0.7051	70.51%

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	96.82%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.18%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.74%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.87%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.63%	96.21%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.86%	82.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.48%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.32%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.80%	89.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.06%	80.96%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.83%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.26%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.73%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.42%	91.03%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	80.84%	97.03%
CHEMBL3438	Q05513	Protein kinase C zeta	80.53%	88.48%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.47%	96.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	80.41%	95.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.35%	94.00%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	80.26%	89.32%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.03%	90.71%

Plants that contains it

• Laureliopsis philippiana

Cross-Links

• PubChem: 163080772
• LOTUS: LTS0169668
• wikiData: Q104999645