1,2,10-Trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

Details

• Internal ID: 99a12b8f-0cbb-41cf-b06d-ac05f86515a8
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)OC
• InChI: InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3
• InChI Key: QELDJEKNFOQJOY-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.16270821 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Izokoridin
• 36284-37-4
• 1,2,10-Trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
• NSC32979
• dl-Isocorydine
• NSC645316
• (+)-S-Isocorydine
• Lindcarpine,O-dimethyl-
• Lindcarpine,O-dimethyl-*
• Compound NP-025375
• Lindcarpine, N,O-dimethyl-*
• CHEMBL4296916
• SCHEMBL11243442
• 4H-Dibenzo(de,g)quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (+-)
• QELDJEKNFOQJOY-UHFFFAOYSA-N
• HMS3373F17
• Aporphin-11-ol,2,10-trimethoxy-
• AKOS040736748
• FT-0627390
• 6a.alpha.-Aporphin-11-ol,2,10-trimethoxy-
• 6a.alpha.-Aporphin-11-ol, 1,2,10-trimethoxy-
• 4H-Dibenzo[de, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8819	88.19%
Caco-2	+	0.9023	90.23%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5850	58.50%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6201	62.01%
P-glycoprotein inhibitior	-	0.8967	89.67%
P-glycoprotein substrate	-	0.6468	64.68%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	+	0.8238	82.38%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.6773	67.73%
CYP inhibitory promiscuity	-	0.9392	93.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7108	71.08%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9538	95.38%
Skin irritation	-	0.7431	74.31%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7517	75.17%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9343	93.43%
Acute Oral Toxicity (c)	III	0.7730	77.30%
Estrogen receptor binding	+	0.5498	54.98%
Androgen receptor binding	+	0.5369	53.69%
Thyroid receptor binding	+	0.5911	59.11%
Glucocorticoid receptor binding	+	0.8173	81.73%
Aromatase binding	+	0.5324	53.24%
PPAR gamma	+	0.6257	62.57%
Honey bee toxicity	-	0.9259	92.59%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8882	88.82%

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	98.98%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.86%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	95.09%	91.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.09%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	93.39%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.61%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.32%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.56%	89.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.38%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	86.77%	96.76%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	86.46%	88.48%
CHEMBL4208	P20618	Proteasome component C5	85.67%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.33%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.27%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.00%	91.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.22%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.40%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.39%	95.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.39%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.26%	99.17%

Plants that contains it

• Annickia polycarpa
• Annona cherimola
• Annona purpurea
• Annona squamosa
• Argemone mexicana
• Aristolochia lagesiana
• Artabotrys hexapetalus
• Artabotrys stenopetalus
• Artabotrys zeylanicus
• Asimina triloba
• Berberis integerrima
• Berberis nummularia
• Berberis thunbergii
• Corydalis cava
• Corydalis gortschakovii
• Corydalis govaniana
• Corydalis ternata
• Corydalis turtschaninovii
• Corydalis yanhusuo
• Dehaasia incrassata
• Fumaria vaillantii
• Glaucium fimbrilligerum
• Glaucium flavum
• Hypecoum procumbens
• Isopyrum thalictroides
• Nandina domestica
• Ocotea holdridgeana
• Phoebe clemensii
• Phylica rogersii
• Pseudofumaria lutea
• Pteridophyllum racemosum
• Reseda lutea
• Thalictrum urbaini

Cross-Links

• PubChem: 48704
• NPASS: NPC137918
• LOTUS: LTS0159238
• wikiData: Q104195737