(6aS,7R)-1,9-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,7-diol

Details

• Internal ID: 4d6a7be7-4337-4982-8ef6-82b37ca0516a
• Taxonomy: Alkaloids and derivatives > Aporphines > Hydroxy-7-aporphines
• IUPAC Name: (6aS,7R)-1,9-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,7-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1C(C4=C3C=CC(=C4)OC)O)OC)O
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@H]1[C@@H](C4=C3C=CC(=C4)OC)O)OC)O
• InChI: InChI=1S/C19H21NO4/c1-20-7-6-10-8-14(21)19(24-3)16-12-5-4-11(23-2)9-13(12)18(22)17(20)15(10)16/h4-5,8-9,17-18,21-22H,6-7H2,1-3H3/t17-,18+/m0/s1
• InChI Key: DTFYFRUDZJDDCD-ZWKOTPCHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.65
• 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	+	0.6277	62.77%
Caco-2	+	0.8471	84.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4983	49.83%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7771	77.71%
P-glycoprotein substrate	-	0.5416	54.16%
CYP3A4 substrate	+	0.6414	64.14%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.8055	80.55%
CYP3A4 inhibition	-	0.8073	80.73%
CYP2C9 inhibition	-	0.7937	79.37%
CYP2C19 inhibition	-	0.7265	72.65%
CYP2D6 inhibition	+	0.7989	79.89%
CYP1A2 inhibition	+	0.8797	87.97%
CYP2C8 inhibition	-	0.7037	70.37%
CYP inhibitory promiscuity	-	0.8826	88.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6817	68.17%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8700	87.00%
Acute Oral Toxicity (c)	III	0.7209	72.09%
Estrogen receptor binding	-	0.5357	53.57%
Androgen receptor binding	+	0.5598	55.98%
Thyroid receptor binding	+	0.6216	62.16%
Glucocorticoid receptor binding	+	0.6332	63.32%
Aromatase binding	-	0.5252	52.52%
PPAR gamma	-	0.4843	48.43%
Honey bee toxicity	-	0.9096	90.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	-	0.4044	40.44%

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	98.89%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.58%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.83%	91.49%
CHEMBL4208	P20618	Proteasome component C5	96.16%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.91%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	95.49%	91.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.62%	99.15%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.26%	91.03%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	89.23%	88.48%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	87.37%	95.70%
CHEMBL3820	P35557	Hexokinase type IV	86.70%	91.96%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.27%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.66%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.44%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.32%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.04%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.30%	94.00%
CHEMBL240	Q12809	HERG	82.26%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.15%	92.62%
CHEMBL1907	P15144	Aminopeptidase N	80.55%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%

Plants that contains it

• Monanthotaxis cauliflora

Cross-Links

• PubChem: 162914596
• LOTUS: LTS0046309
• wikiData: Q104988384