(6R,6aR)-2,10-dimethoxy-6-methyl-6-oxido-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,9-diol

Details

• Internal ID: 5f72e66e-704f-4eb7-9d7c-2f6feefe4ce3
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6R,6aR)-2,10-dimethoxy-6-methyl-6-oxido-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,9-diol
• SMILES (Canonical): C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)O)O)OC)[O-]
• SMILES (Isomeric): C[N@+]1(CCC2=CC(=C(C3=C2[C@H]1CC4=CC(=C(C=C43)OC)O)O)OC)[O-]
• InChI: InChI=1S/C19H21NO5/c1-20(23)5-4-10-8-16(25-3)19(22)18-12-9-15(24-2)14(21)7-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-,20-/m1/s1
• InChI Key: MMMBWFLXCHRYGD-ZUOKHONESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.14197277 g/mol
• Topological Polar Surface Area (TPSA): 77.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• 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	-	0.8688	86.88%
Caco-2	+	0.5864	58.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4288	42.88%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6010	60.10%
P-glycoprotein inhibitior	-	0.8419	84.19%
P-glycoprotein substrate	-	0.7322	73.22%
CYP3A4 substrate	+	0.5940	59.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6854	68.54%
CYP3A4 inhibition	-	0.7345	73.45%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	-	0.7825	78.25%
CYP2D6 inhibition	-	0.6720	67.20%
CYP1A2 inhibition	-	0.7353	73.53%
CYP2C8 inhibition	+	0.6479	64.79%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8515	85.15%
Carcinogenicity (trinary)	Non-required	0.5919	59.19%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8481	84.81%
Skin irritation	-	0.7650	76.50%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6809	68.09%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8523	85.23%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	+	0.8231	82.31%
Androgen receptor binding	+	0.5610	56.10%
Thyroid receptor binding	+	0.7786	77.86%
Glucocorticoid receptor binding	+	0.8407	84.07%
Aromatase binding	+	0.5596	55.96%
PPAR gamma	+	0.8463	84.63%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.8722	87.22%

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	97.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.50%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.97%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	91.01%	88.48%
CHEMBL217	P14416	Dopamine D2 receptor	90.61%	95.62%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.62%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	88.19%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.09%	95.89%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	87.85%	98.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.71%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.58%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.00%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.44%	93.03%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	84.02%	95.70%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.55%	98.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.45%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.71%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.66%	93.40%
CHEMBL4208	P20618	Proteasome component C5	81.44%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.33%	97.09%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.32%	96.86%

Plants that contains it

• Cryptocarya chinensis

Cross-Links

• PubChem: 101140028
• NPASS: NPC170023