(6aR)-1,3,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol

Details

• Internal ID: f1b16586-631f-4819-8919-f397342a2c34
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-1,3,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
• InChI: InChI=1S/C21H25NO5/c1-22-7-6-12-17-14(22)8-11-9-15(24-2)16(25-3)10-13(11)18(17)21(27-5)19(23)20(12)26-4/h9-10,14,23H,6-8H2,1-5H3/t14-/m1/s1
• InChI Key: VLTJEKYYMZWBER-CQSZACIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₅
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.17327290 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8399	83.99%
Caco-2	+	0.9316	93.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5146	51.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6344	63.44%
P-glycoprotein inhibitior	-	0.7461	74.61%
P-glycoprotein substrate	-	0.6020	60.20%
CYP3A4 substrate	+	0.6351	63.51%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8816	88.16%
CYP2C9 inhibition	-	0.9422	94.22%
CYP2C19 inhibition	-	0.9246	92.46%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.7810	78.10%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6945	69.45%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.7648	76.48%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4257	42.57%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9270	92.70%
Acute Oral Toxicity (c)	III	0.7001	70.01%
Estrogen receptor binding	+	0.5448	54.48%
Androgen receptor binding	-	0.5918	59.18%
Thyroid receptor binding	+	0.6841	68.41%
Glucocorticoid receptor binding	+	0.7585	75.85%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6117	61.17%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8862	88.62%

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	98.78%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.98%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	95.53%	91.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.39%	91.79%
CHEMBL5747	Q92793	CREB-binding protein	92.92%	95.12%
CHEMBL1951	P21397	Monoamine oxidase A	92.88%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.41%	93.40%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.68%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.74%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL3438	Q05513	Protein kinase C zeta	88.80%	88.48%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.77%	82.38%
CHEMBL2535	P11166	Glucose transporter	87.57%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.52%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.93%	95.89%
CHEMBL3474	P14555	Phospholipase A2 group IIA	86.62%	94.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.25%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.95%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.92%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.36%	99.17%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.93%	95.70%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.57%	95.34%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.81%	98.11%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.11%	92.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.03%	89.50%

Plants that contains it

• Annona purpurea

Cross-Links

• PubChem: 162954783
• LOTUS: LTS0057403
• wikiData: Q105288685