O-Methylisopiline

Details

• Internal ID: a48dd3df-ee9f-492b-9fc7-b812d4468bf1
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-1,2,3-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
• InChI: InChI=1S/C19H21NO3/c1-21-17-13-8-9-20-14-10-11-6-4-5-7-12(11)16(15(13)14)18(22-2)19(17)23-3/h4-7,14,20H,8-10H2,1-3H3/t14-/m1/s1
• InChI Key: DFSIAHJRDUTPMX-CQSZACIVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.15214353 g/mol
• Topological Polar Surface Area (TPSA): 39.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.9174	91.74%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5635	56.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4754	47.54%
P-glycoprotein inhibitior	-	0.6995	69.95%
P-glycoprotein substrate	-	0.6638	66.38%
CYP3A4 substrate	+	0.5859	58.59%
CYP2C9 substrate	-	0.6489	64.89%
CYP2D6 substrate	+	0.8137	81.37%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.7424	74.24%
CYP1A2 inhibition	+	0.5185	51.85%
CYP2C8 inhibition	-	0.5674	56.74%
CYP inhibitory promiscuity	-	0.8255	82.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9756	97.56%
Skin irritation	-	0.6879	68.79%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7963	79.63%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5942	59.42%
Acute Oral Toxicity (c)	II	0.5048	50.48%
Estrogen receptor binding	+	0.5506	55.06%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	+	0.7846	78.46%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	-	0.7733	77.33%
PPAR gamma	-	0.4913	49.13%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.5378	53.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.48%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	92.01%	91.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.37%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.04%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.37%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.02%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	84.53%	95.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.52%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	82.09%	94.29%

Plants that contains it

• Greenwayodendron oliveri
• Neostenanthera gabonensis

Cross-Links

• PubChem: 14140121
• LOTUS: LTS0140623
• wikiData: Q104394564