(6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol

Details

• Internal ID: 1b02c7ed-d8cf-4d67-8c33-2eb0906d51a8
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
• SMILES (Canonical): COC1=C(C2=C3C(CC4=C2C=CC(=C4)O)NCCC3=C1)OC
• SMILES (Isomeric): COC1=C(C2=C3[C@H](CC4=C2C=CC(=C4)O)NCCC3=C1)OC
• InChI: InChI=1S/C18H19NO3/c1-21-15-9-10-5-6-19-14-8-11-7-12(20)3-4-13(11)17(16(10)14)18(15)22-2/h3-4,7,9,14,19-20H,5-6,8H2,1-2H3/t14-/m0/s1
• InChI Key: WQYRUUGIYJHJNM-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 50.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• 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	+	0.9851	98.51%
Caco-2	+	0.8334	83.34%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5381	53.81%
P-glycoprotein inhibitior	-	0.8468	84.68%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7728	77.28%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9454	94.54%
CYP2C19 inhibition	-	0.8259	82.59%
CYP2D6 inhibition	+	0.5955	59.55%
CYP1A2 inhibition	-	0.5348	53.48%
CYP2C8 inhibition	+	0.8247	82.47%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7255	72.55%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8035	80.35%
Acute Oral Toxicity (c)	III	0.4604	46.04%
Estrogen receptor binding	+	0.6949	69.49%
Androgen receptor binding	+	0.6673	66.73%
Thyroid receptor binding	+	0.7350	73.50%
Glucocorticoid receptor binding	+	0.6196	61.96%
Aromatase binding	-	0.6292	62.92%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	-	0.6184	61.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	97.25%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	93.47%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.40%	97.09%
CHEMBL4208	P20618	Proteasome component C5	92.10%	90.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.73%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.72%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.50%	89.62%
CHEMBL2535	P11166	Glucose transporter	90.20%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.66%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.65%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	88.61%	91.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.78%	91.49%
CHEMBL3438	Q05513	Protein kinase C zeta	86.78%	88.48%
CHEMBL206	P03372	Estrogen receptor alpha	85.21%	97.64%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.03%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.93%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.86%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.77%	95.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.69%	96.95%
CHEMBL3194	P02766	Transthyretin	82.44%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.04%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.97%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.64%	96.21%

Plants that contains it

• Monanthotaxis cauliflora

Cross-Links

• PubChem: 162969344
• LOTUS: LTS0245666
• wikiData: Q105311068