(1R,9R)-5,12-dimethoxy-17-methyl-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene-4,13-diol

Details

• Internal ID: 97f97e0d-77a6-4d84-b747-2d60b476fbca
• Taxonomy: Alkaloids and derivatives > Pavine alkaloids
• IUPAC Name: (1R,9R)-5,12-dimethoxy-17-methyl-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene-4,13-diol
• SMILES (Canonical): CN1C2CC3=CC(=C(C=C3C1CC4=CC(=C(C=C24)O)OC)OC)O
• SMILES (Isomeric): CN1[C@@H]2CC3=CC(=C(C=C3[C@H]1CC4=CC(=C(C=C24)O)OC)OC)O
• InChI: InChI=1S/C19H21NO4/c1-20-14-4-10-6-16(21)19(24-3)9-13(10)15(20)5-11-7-18(23-2)17(22)8-12(11)14/h6-9,14-15,21-22H,4-5H2,1-3H3/t14-,15-/m1/s1
• InChI Key: JLYWCHLTLCGOMW-HUUCEWRRSA-N
• Popularity: 0 references 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: 2.60
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 5
• 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	+	0.8955	89.55%
Caco-2	+	0.8387	83.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Nucleus	0.5731	57.31%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5971	59.71%
P-glycoprotein inhibitior	-	0.5814	58.14%
P-glycoprotein substrate	-	0.6805	68.05%
CYP3A4 substrate	-	0.5053	50.53%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.8824	88.24%
CYP2C19 inhibition	-	0.7144	71.44%
CYP2D6 inhibition	+	0.7749	77.49%
CYP1A2 inhibition	+	0.7283	72.83%
CYP2C8 inhibition	-	0.9152	91.52%
CYP inhibitory promiscuity	-	0.7008	70.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9710	97.10%
Carcinogenicity (trinary)	Non-required	0.6069	60.69%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.7430	74.30%
Skin irritation	-	0.7775	77.75%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9166	91.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7921	79.21%
Acute Oral Toxicity (c)	III	0.6317	63.17%
Estrogen receptor binding	+	0.7290	72.90%
Androgen receptor binding	-	0.6235	62.35%
Thyroid receptor binding	+	0.8089	80.89%
Glucocorticoid receptor binding	+	0.8638	86.38%
Aromatase binding	-	0.6284	62.84%
PPAR gamma	+	0.6972	69.72%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8257	82.57%

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	99.03%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.91%	89.62%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.00%	85.14%
CHEMBL217	P14416	Dopamine D2 receptor	93.72%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.09%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.36%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	86.14%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.80%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	85.24%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.60%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.58%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.70%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.18%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.48%	90.00%

Plants that contains it

• Andira surinamensis
• Aralia hispida
• Baeckea frutescens
• Balanophora polyandra
• Boeberastrum anthemidifolium
• Chenopodiastrum murale
• Chenopodium quinoa
• Citrus medica
• Coprosma foetidissima
• Cryptocarya chinensis
• Cryptocarya longifolia
• Davidsonia pruriens
• Echinochloa crus-galli
• Eriocephalus kingesii
• Geranium collinum
• Girgensohnia oppositiflora
• Harpullia cupanioides
• Isodon eriocalyx
• Lilium pomponium
• Lychnophora pinaster
• Marrubium parviflorum
• Microglossa pyrifolia
• Parthenium confertum
• Polygonatum orientale
• Psathyrotes ramosissima
• Scleropyrum pentandrum
• Selliguea hastata
• Trifolium diffusum
• Veronica stricta
• Youngia japonica
• Zanthoxylum acuminatum subsp. juniperinum

Cross-Links

• PubChem: 11869664
• NPASS: NPC208104
• LOTUS: LTS0088206
• wikiData: Q105131203