(1S,9S)-3,4,12,13-tetramethoxy-17-methyl-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10,12,14-hexaene

Details

• Internal ID: 01a05395-a451-4811-ab36-9c0c85963cd5
• Taxonomy: Alkaloids and derivatives > Pavine alkaloids
• IUPAC Name: (1S,9S)-3,4,12,13-tetramethoxy-17-methyl-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10,12,14-hexaene
• InChI: InChI=1S/C21H25NO4/c1-22-15-8-12-6-7-17(23-2)21(26-5)20(12)16(22)9-13-10-18(24-3)19(25-4)11-14(13)15/h6-7,10-11,15-16H,8-9H2,1-5H3/t15-,16-/m0/s1
• InChI Key: PSKQBNMDFPYFNM-HOTGVXAUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.17835828 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.9346	93.46%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3979	39.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8088	80.88%
P-glycoprotein inhibitior	+	0.6830	68.30%
P-glycoprotein substrate	+	0.5125	51.25%
CYP3A4 substrate	+	0.5423	54.23%
CYP2C9 substrate	+	0.7753	77.53%
CYP2D6 substrate	+	0.8760	87.60%
CYP3A4 inhibition	-	0.5136	51.36%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	+	0.7241	72.41%
CYP1A2 inhibition	-	0.5324	53.24%
CYP2C8 inhibition	-	0.8370	83.70%
CYP inhibitory promiscuity	-	0.6759	67.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9710	97.10%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9350	93.50%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8218	82.18%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.9241	92.41%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8820	88.20%
Acute Oral Toxicity (c)	III	0.7267	72.67%
Estrogen receptor binding	+	0.7168	71.68%
Androgen receptor binding	-	0.5194	51.94%
Thyroid receptor binding	+	0.7311	73.11%
Glucocorticoid receptor binding	+	0.7882	78.82%
Aromatase binding	-	0.6979	69.79%
PPAR gamma	-	0.5643	56.43%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8321	83.21%

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	99.11%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	97.83%	89.62%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	92.65%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.61%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.52%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.68%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.99%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.64%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.11%	97.25%

Plants that contains it

• Argemone polyanthemos

Cross-Links

• PubChem: 162865095
• LOTUS: LTS0224973
• wikiData: Q105214233