1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol

Details

• Internal ID: 5a69ec29-55fc-4c97-b684-5e48960fa68c
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)O)OC)OC
• InChI: InChI=1S/C19H21NO4/c1-20-7-6-11-9-14(23-2)19(24-3)17-15(11)12(20)8-10-4-5-13(21)18(22)16(10)17/h4-5,9,12,21-22H,6-8H2,1-3H3
• InChI Key: FNHRMNVLZGCBIE-UHFFFAOYSA-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: 2.20
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• suaveoline
• ACon1_001601
• BDBM50202307
• NCGC00180338-01
• BRD-A73450627-001-01-7
• 1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6920	69.20%
Caco-2	+	0.8743	87.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5711	57.11%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5444	54.44%
P-glycoprotein inhibitior	-	0.9052	90.52%
P-glycoprotein substrate	-	0.6568	65.68%
CYP3A4 substrate	+	0.6191	61.91%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7790	77.90%
CYP3A4 inhibition	-	0.9039	90.39%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8839	88.39%
CYP2D6 inhibition	+	0.6774	67.74%
CYP1A2 inhibition	+	0.8734	87.34%
CYP2C8 inhibition	-	0.6947	69.47%
CYP inhibitory promiscuity	-	0.9615	96.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.7509	75.09%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7604	76.04%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9396	93.96%
Acute Oral Toxicity (c)	III	0.7003	70.03%
Estrogen receptor binding	+	0.5680	56.80%
Androgen receptor binding	+	0.5993	59.93%
Thyroid receptor binding	+	0.5768	57.68%
Glucocorticoid receptor binding	+	0.8565	85.65%
Aromatase binding	+	0.5336	53.36%
PPAR gamma	+	0.6151	61.51%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9071	90.71%

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	98.80%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.95%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.98%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.47%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	96.17%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	95.47%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.68%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL261	P00915	Carbonic anhydrase I	91.87%	96.76%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.77%	91.79%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.52%	89.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.51%	91.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.18%	85.14%
CHEMBL3438	Q05513	Protein kinase C zeta	88.15%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.41%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.19%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.92%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.85%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.19%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.35%	94.45%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.77%	96.86%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.29%	99.15%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.40%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.00%	99.17%

Plants that contains it

• Artabotrys suaveolens
• Rauvolfia caffra
• Rauvolfia serpentina
• Rauvolfia volkensii

Cross-Links

• PubChem: 23930365
• LOTUS: LTS0039557
• wikiData: Q104998300